Sample records for alpha-pinene beta-pinene 3-carene
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Short term inhalation exposure to turpentine: toxicokinetics and acute effects in men.
Filipsson, A F
1996-01-01
OBJECTIVES: This study describes the toxicokinetics, pulmonary function, and subjective ratings of discomfort in volunteers experimentally exposed to turpentine vapour (a mixture of monoterpenes). The results were compared with similar exposure to single monoterpenes to look in the toxicokinetics and acute effects for signs of interactions between the monoterpenes. METHODS: Eight male volunteers were exposed to 450 mg/m3 turpentine by inhalation (2 h, 50 W) in an exposure chamber. RESULTS: The mean relative uptakes of alpha-pinene, beta-pinene, and 3-carene were 62%, 66%, and 68% respectively, of the amount supplied. Between 2% and 5% of the net uptake was excreted unchanged in the expired air after the end of exposure. The mean blood clearance 21 hours after exposure (CL21h) of alpha-pinene, beta-pinene and 3-carene, were 0.8, 0.5, and 0.4 l.kg-1.h-1, respectively. The mean half lives (t1/2) of the last phase of alpha-pinene, beta-pinene, and 3-carene averaged 32, 25, and 42 hours, respectively. The t1/2s agreed with previously calculated half lives from single exposures. The total blood clearance CL21h of 3-carene found in this turpentine study was lower, and CL4h of 3-carene was significantly lower than the values obtained from similar exposure to pure 3-carene. The subjects attending both exposure to turpentine and to pure alpha-pinene at 450 mg/m3 had lower CL4h during the exposure to turpentine, when they experienced more discomfort of the throat or the airways (F = 5.7, P = 0.048) than during exposure to control concentrations. After experimental exposure to turpentine an increase in airway resistance was found that differed significantly from results of exposure to 3-carene at 10 mg/m3 (P = 0.021) or 450 mg/m3 (P = 0.047). CONCLUSIONS: Toxicokinetics and acute effects show small, if any, interactions between alpha-pinene, beta-pinene, and 3-carene. The subjects experienced discomfort in the throat and airways during exposure to turpentine and airway resistance was increased after the end of exposure. PMID:8777445
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Kasanen, J P; Pasanen, A L; Pasanen, P; Liesivuori, J; Kosma, V M; Alarie, Y
1999-05-28
The standard mouse bioassay was used for obtaining the RD50 (i.e., the concentration that causes a 50% decrease in respiratory frequency) and for estimating the irritation properties of d-delta3-carene (i.e., (+)-delta3-carene) and commercial turpentine. The chemicals studied possess mainly sensory irritation properties similar to the previously studied monoterpenes, pinenes. The irritation potency of d-delta3-carene (RD50 = 1345 ppm) was almost equal to that of d-pinenes. Thus, d-delta3-carene was about four times more potent as a sensory irritant than I-beta-pinene, whereas the difference with I-alpha-pinene was more marked; as a sensory irritant, I-alpha-pinene is almost inactive. Based on sensory irritation potency and physicochemical and structural properties of pinenes and delta3-carene, the potency of a closely related monoterpene, limonene, is discussed. For commercial turpentine, a mixture of monoterpenes (mainly d-delta3-carene, I-beta-pinene, alpha-pinenes, and limonenes), the RD50 (1173 ppm) was the same order of magnitude as those of d-pinenes and d-delta3-carene. Apparently, d-monoterpenes are responsible for the sensory irritation caused by turpentine. In the wood industry and in the indoor air of nonindustrial environments, monoterpenes are thought to be one of the causative agents for irritation symptoms. The occupational exposure limit (OEL) of turpentine (100 ppm in Finland and the United States) is also used for individual monoterpenes, excluding limonene. Using results from this and our previous study, proposed OELs and recommended indoor levels (RILs) for selected monoterpenes and turpentine were determined based on their RD50 values. According to our studies, the present OEL of turpentine (100 ppm; 560 mg/m3) in Finland and in the United States seems to be suitable only for I-pinenes. For d-monoterpenes and turpentine, an OEL about three times lower is suggested. Our results show that recommended indoor levels (RILs) for monoterpenes are high compared to the concentrations measured indoors in nonindustrial environments. Thus, it is very unlikely that monoterpenes alone can cause irritation symptoms in homes or offices under normal conditions.
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Chemotypes of Pistacia atlantica leaf essential oils from Algeria.
Gourine, Nadhir; Bombarda, Isabelle; Yousfi, Mohamed; Gaydou, Emile M
2010-01-01
The essential oils obtained by hydrodistillation of Pistacia atlantica Desf. leaves collected from different regions of Algeria were analyzed by GC and GC-MS. The essential oil was rich in monoterpenes and oxygenated sesquiterpenes. The major components were alpha-pinene (0.0-67%), delta-3-carene (0.0-56%), spathulenol (0.5-22%), camphene (0.0-21%), terpinen-4-ol (0.0-16%) and beta-pinene (0.0-13%). Among the various components identified, twenty were used for statistical analyses. The result of principal component analysis (PCA) showed the occurrence of three chemotypes: a delta-3-carene chemotype (16.4-56.2%), a terpinen-4-ol chemotype (10.8-16.0%) and an alpha-pinene/camphene chemotype (10.9-66.6%/3.8-20.9%). It was found that the essential oil from female plants (delta-3-carene chemotype) could be easily differentiated from the two other chemotypes corresponding to male trees.
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Terpene exposure and respiratory effects among workers in Swedish joinery shops.
Eriksson, K A; Levin, J O; Sandström, T; Lindström-Espeling, K; Lindén, G; Stjernberg, N L
1997-04-01
Exposure to monoterpenes (alpha-pinene, beta-pinene and delta 3-carene) in joinery shops was studied in Sweden during the processing of Scot's pine, and the acute respiratory effects among the employees were evaluated. A cross-sectional study of 38 workers was carried out in 4 joinery shops. The investigation included personal air sampling of monoterpenes, biological monitoring of metabolites of alpha-pinene in the workers' urine, interviews following a standardized questionnaire, and dynamic spirometry. The personal exposure to monoterpenes in the joinery shops was 10-214 mg/m3. The correlation (correlation coefficient = 0.69) between exposure to alpha-pinene and verbenols (metabolites from alpha-pinene) in urine was relatively good. No acute effects on forced vital capacity or forced expiratory volume during 1 s were detected. The workers had significantly reduced preshift lung function values when compared with the values of a local reference group, even when smokers and ex-smokers were excluded. Personal exposure to the monoterpenes alpha-pinene, and delta 3-carene in joinery shops may exceed the present Swedish occupational exposure limit of 150 mg/m3 during the winter season when workroom air is commonly recirculated. The determination of metabolites of alpha-pinene (verbenols) in urine can be used as an index of exposure to fumes released during wood-treating processes. The results from the lung function tests indicate chronic rather than acute reactions in the airways. The fact that there were no major changes in lung function over a workshift indicates chronic reaction in the airways.
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O'Reilly-Wapstra, Julianne M; Iason, Glenn R; Thoss, Vera
2007-05-01
This study investigated the genetic and chemical basis of resistance of Pinus sylvestris seedlings to herbivory by a generalist mollusc, Arion ater. Using feeding trials with captive animals, we examined selective herbivory by A. ater of young P. sylvestris seedlings of different genotypes and correlated preferences with seedling monoterpene levels. We also investigated the feeding responses of A. ater to artificial diets laced with two monoterpenes, Delta(3)-carene and alpha-pinene. Logistic regression indicated that two factors were the best predictors of whether seedlings in the trial would be consumed. Individual slug variation (replicates) was the most significant factor in the model; however, alpha-pinene concentration (also representing beta-pinene, Delta(3)-carene and total monoterpenes due to multicollinearity) of needles was also a significant factor. While A. ater did not select seedlings on the basis of family, seedlings not eaten were significantly higher in levels of alpha-pinene compared to seedlings that were consumed. We also demonstrated significant genetic variation in alpha-pinene concentration of seedlings between different families of P. sylvestris. Nitrogen and three morphological seedling characteristics (stem length, needle length and stem diameter) also showed significant genetic variation between P. sylvestris families. Artificial diets laced with high (5 mg g(-1) dry matter) quantities of either Delta(3)-carene or alpha-pinene, were eaten significantly less than control diets with no added monoterpenes, supporting the results of the seedling feeding trial. This study demonstrates that A. ater selectively feed on P. sylvestris seedlings and that this selection is based, in part, on the monoterpene concentration of seedlings. These results, coupled with significant genetic variation in alpha-pinene concentration of seedlings and evidence that slug herbivory is detrimental to P. sylvestris fitness, are discussed as possible evidence for A. ater as a selective force on the evolution of defensive chemistry in P. sylvestris.
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Monoterpene emission from ponderosa pine
NASA Technical Reports Server (NTRS)
Lerdau, Manual; Dilts, Stephen B.; Westberg, Hal; Lamb, Brian K.; Allwine, Eugene J.
1994-01-01
We explore the variability in monoterpene emissions from ponderosa pine beyond that which can be explained by temperature alone. Specifically, we examine the roles that photosynthesis and needle monoterpene concentrations play in controlling emissions. We measure monoterpene concentrations and emissions, photosynthesis, temperature, and light availability in the late spring and late summer in a ponderosa pine forest in central Oregon. We use a combination of measurements from cuvettes and Teflon bag enclosures to show that photosynthesis is not correlated with emissions in the short term. We also show that needle monoterpene concentrations are highly correlated with emissions for two compounds, alpha-pinene and beta-pinene, but that Delta-carene concentrations are not correlated with emissions. We suggest that direct effects of light and photosynthesis do not need to be included in emission algorithms. Our results indicate that the role of needle concentration bears further investigation; our results for alpha-pinene and beta-pinene are explainable by a Raoult's law relationship, but we cannot yet explain the cause of our results with Delta-carene.
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The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...
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Transient re-emergence of oil of turpentine allergy in the pottery industry.
Lear, J T; Heagerty, A H; Tan, B B; Smith, A G; English, J S
1996-09-01
Allergy to oil of turpentine has diminished largely due to the use of cheaper substitutes in many occupations. However, 2 particular areas still reliant on real oil of turpentine are those of the perfume industry and ceramic decoration. We report 24 cases of hand dermatitis in pottery workers involved in ceramic decoration, paintresses, liners, gilders, enamellers and a fine china painter, seen in a 6-month period following a change from Portuguese to Indonesian turpentine, of whom 14 were sensitive to Indonesian turpentine, 8 to alpha-pinene, 4 to delta-3-carene and 2 positive to turpentine peroxides. Previous reports suggest that delta-3-carene is the main allergen and reports of sensitivity to alpha-pinene in the absence of sensitivity to turpentine peroxide, in particular to the hydroperoxide of delta-3-carene, are few. Turpentine allergy continues to be a problem in the pottery industry and is more common than allergy to the heavy metals of the colours used in ceramic decoration. alpha-Pinene, an unusual allergen, appears to be the most common in our area. Reversion to Portuguese turpentine seems to have alleviated the problem.
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Qureshi, Muhammad Nasimullah; Siddique, Muhammad; Rahman, Inayat-Ur; Kanwal, Farina
2016-11-01
Essential oil extracted from the fresh leaves of Thuja occidentalis were evaluated for its chemical composition employing GC-MS. Total of twenty nine components were identified and determined quantitatively using the area normalization procedure. Alpha-pinene and (+)-4-carene were found in high amount with a percentage concentration of 54.78 and 11.28 respectively. Other compounds which yielded appreciable amounts are: alpha-cedrol (6.87%), terpinolene (5.88%), p-menth-1-en-8-ol acetate (5.21%), beta-myrcene (4.04%), beta-pinene (2.26%), germacrene D (1.72%), sabinene (1.65%) and D-Limonene (1.62%).
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Jirovetz, Leopold; Buchbauer, Gerhard; Ngassoum, Martin Benoit; Geissler, Margit
2002-11-08
The investigation of aroma compounds of the essential oils of dried fruits of black pepper (Piper nigrum) and black and white "Ashanti pepper" (Piper guineense) from Cameroon by means of solid-phase microextraction (SPME) was carried out for the first time to identify the odorous target components responsible for the characteristic odor of these valuable spices and food flavoring products. By means of GC-flame ionization detection (FID) and GC-MS (using different polar columns) the main compounds (concentration >3.0%, calculated as area of GC-FID analysis using a non-polar fused-silica open tubular RSL-200 column) of the SPME headspace samples of P. nigrum (black) and P. guineense (black and white) were found to be: P. nigrum (black)--germacrene D (11.01%), limonene (10.26%), beta-pinene (10.02%), alpha-phellandrene (8.56%), beta-caryophyllene (7.29%), alpha-pinene (6.40%) and cis-beta-ocimene (3.19%); P. guineense (black)--beta-caryophyllene (57.59%), beta-elemene (5.10%), bicyclogermacrene (5.05%) and alpha-humulene (4.86%); and P. guineense (white)--beta-caryophyllene (51.75%), cis-beta-ocimene (6.61%), limonene (5.88%), beta-pinene (4.56%), linalool (3.97%) and alpha-humulene (3.29%). The most intense odor impressions of the essential oils of the various dried pepper fruits were given byprofessional perfumers as follows: P nigrum (black)--fine, pleasant black pepper note; P. guineense (black)--black pepper top-note; and P. guineense (white)--pleasant white pepper note. These analytical results for the SPME headspace samples of three different pepper species from Cameroon are in accordance with the olfactoric data of the corresponding essential oils. A GC-sniffing technique was used to correlate the single odor impression of the identified SPME headspace volatiles of the three investigated pepper samples with the following results: themain compounds such as beta-caryophyllene, germacrene D, limonene, beta-pinene, alpha-phellandrene and alpha-humulene, as well as minor constituents such as delta-carene, beta-phellandrene, isoborneol, alpha-guaiene, sarisan, elemicin, calamenene, caryophyllene alcohol, isoelemicin, T-muurolol, cubenol and bulnesol, are of greatest importance for the characteristic pepper odor notes of these three Piper samples. Further aroma impressions can be attributed to mono- and sesquiterpenes, hexane, octane and nonane derivatives.
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Paraquat-induced lightwood in two European conifers - Scotch pine and Norway spruce
DOE Office of Scientific and Technical Information (OSTI.GOV)
Wroblewska, H.; Conner, A.H.; Rowe, J.W.
1978-04-01
Paraquat treatment induced oleoresin-soaked lightwood in Scotch pine; borehole and ax-frill treatment methods were equally effective. Paraquat treatment of Norway spruce induced limited lightwood formation accompanied by heavy external oleoresin exudation. Thus paraquat treatment of Scotch pine and possibly Norway spruce could be commercially advantageous for increasing naval stores production from these species. Analysis of tall oil precursors (nonvolatile ether extractives) for resin acids, fatty acids, and nonsaponifiables showed that the increase from paraquat treatment was mainly from an increased resin acid content. The chemical composition of the resin acids from the lightwood and control wood areas was similar andmore » consisted of the usual pimaric and abietic type resin acids found in conifers. The fatty acids were predominately unsaturated C/sub 18/ isomers. Turpentine of both species consisted mainly of ..cap alpha..-pinene, ..beta..-pinene, and 3-carene. The composition of the turpentine from the Scotch pine lightwood did not differ from that of the control wood. However, turpentine from the Norway spruce lightwood had an increased 3-carene content compared to that from the control.« less
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Tall oil precursors in three western pines: ponderosa, lodgepole, and limber pine
DOE Office of Scientific and Technical Information (OSTI.GOV)
Conner, A.H.; Diehl, M.A.; Rowe, J.W.
1980-01-01
The nonvolatile diethyl ether extracts (NVEE) from ponderosa, lodgepole, and limber pines were analyzed to determine the amounts and chemical composition of the tall oil precursors (resin acids, fatty acids, and nonsaponifiables) and turpentine precursors available from these species. The results showed that crude tall oil compositions would be approximately as follows (% resin acids, % fatty acids, % nonsaponifiables); ponderosa pine - sapwood (15, 75, 10), heartwood (78, 7, 15); lodgepole pine - sapwood (24, 57, 19), heartwood (51, 26, 23); limber pine - sapwood (10, 82, 8), heartwood (23, 60, 17). The larger nonsaponifiables content, as compared tomore » southern pines, is the major factor in explaining the greater difficulty in the distillative refining of tall oil from these western species. Eight resin acids were found in ponderosa and lodgepole pine: palustric, isopimaric, abietic, dehydroabietic, and neoabietic acids predominated. Seven resin acids were identified from limber pine: anticopalic, isopimaric, abietic, and dehydroabietic acids predominated. The free and esterfied fatty acids from these species contained predominantly oleic and linoleic acids. In addition limber pine contained major amounts of 5, 9, 12-octadecatrienoic acid. The nonsaponifiables contained mostly diterpenes and the sterols, sitosterol and campesterol. The major turpentine components were: ponderosa pine - ..beta..-pinene and 3-carene; lodgepole pine - ..beta..-phellandrene; and limber pine - 3-carene, ..beta..-phellandrene, ..cap alpha..-piene, and ..beta..-pinene.« less
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Ramírez, Jorge; Gilardoni, Gianluca; Ramón, Erika; Tosi, Solveig; Picco, Anna Maria; Bicchi, Carlo; Vidari, Giovanni
2018-04-19
The plant Lepechinia mutica (Benth.) Epling (family Lamiaceae) is endemic to Ecuador. In the present study, we report some major non-volatile secondary metabolites from the leaves and the chemistry of the essential oil distilled from the flowers. The main identified compounds were carnosol, viridiflorol, ursolic acid, oleanolic acid, chrysothol, and 5-hydroxy-4′,7-dimethoxy flavone. Their structures were determined by X-ray diffraction and NMR and MS techniques. The essential oil showed a chemical composition similar to that distilled from the leaves, but with some qualitative and quantitative differences regarding several minor compounds. The main constituents (>4%) were: δ-3-carene (24.23%), eudesm-7(11)-en-4-ol (13.02%), thujopsan-2-α-ol (11.90%), β-pinene (7.96%), valerianol (5.19%), and co-eluting limonene and β-phellandrene (4.47%). The volatile fraction was also submitted to enantioselective analysis on a β-cyclodextrin column, obtaining the separation and identification of the enantiomers for α-thujene, β-pinene, sabinene, α-phellandrene, limonene and β-phellandrene. Furthermore, the anti-fungal activity of non-volatile secondary metabolites was tested in vitro, with carnosol resulting in being very active against the “blast disease” caused by the fungus Pyricularia oryzae .
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Koukos, P K; Papadopoulou, K I; Patiaka, D T; Papagiannopoulos, A D
2000-04-01
The composition of essential oils from twigs and needles of Balkan pine (Pinus peuce Gris.) grown in northern Greece was investigated. The compounds were identified by using GC-MS analysis. The twig oil was rich in alpha-pinene (7.38%), beta-pinene (12.46%), beta-phellandrene (26.93%), beta-caryophyllene (4.48%), and citronellol (12.48%), and the needle oil was rich in alpha-pinene (23.07%), camphene (5.52%), beta-pinene (22.00%), beta-phellandrene (6.78%), bornyl acetate (9.76%), beta-caryophyllene (3.05%), and citronellol (13.42%). The mean oil yield was 2.85% for twigs and 0. 57% for needles.
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Kupcinskiene, Eugenija; Stikliene, Aida; Judzentiene, Asta
2008-10-01
The aim of this study was to evaluate composition of the essential oils in the needles of Pinus sylvestris growing in the areas affected by a cement factory (CF), and an oil refinery (OR). Volatile components of the needles were analyzed by GC and GC/MS. The most heavily polluted CF stand had significantly higher concentration of gamma-Terpinene, Caryophyllene oxide in the current-year needles, while higher concentration of delta-3-Carene, alpha-Terpinene, gamma-Terpinene and Terpinolene was documented for 1-year-old needles. The most heavily polluted OR stand had a significantly higher concentration of Sabinene+beta-Pinene, 1-epi-Cubenol in the current-year needles and a significantly higher concentration of Camphene, Sabinene+beta-Pinene, Myrcene, alpha-Cadinene, 1-epi-Cubenol in the 1-year-old needles than the least polluted site. Along transects an increase in the amount of some diterpenes and a decrease in the components of the shorter chain essential oils was observed. These effects could be at least partially attributed to SO(2).
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Erbilgin, Nadir; Stein, Jack D; Acciavatti, Robert E; Gillette, Nancy E; Mori, Sylvia R; Bischel, Kristi; Cale, Jonathan A; Carvalho, Carline R; Wood, David L
2017-02-01
Woodwasps in Sirex and related genera are well-represented in North American conifer forests, but the chemical ecology of native woodwasps is limited to a few studies demonstrating their attraction to volatile host tree compounds, primarily monoterpene hydrocarbons and monoterpene alcohols. Thus, we systematically investigated woodwasp-host chemical interactions in California's Sierra Nevada and West Virginia's Allegheny Mountains. We first tested common conifer monoterpene hydrocarbons and found that (-)-α-pinene, (+)-3-carene, and (-)-β-pinene were the three most attractive compounds. Based on these results and those of earlier studies, we further tested three monoterpene hydrocarbons and four monoterpene alcohols along with ethanol in California: monoterpene hydrocarbons caught 72.3% of all woodwasps. Among monoterpene hydrocarbons, (+)-3-carene was the most attractive followed by (-)-β-pinene and (-)-α-pinene. Among alcohols, ethanol was the most attractive, catching 41.4% of woodwasps trapped. Subsequent tests were done with fewer selected compounds, including ethanol, 3-carene, and ethanol plus (-)-α-pinene in both Sierra Nevada and Allegheny Mountains. In both locations, ethanol plus (-)-α-pinene caught more woodwasps than other treatments. We discussed the implications of these results for understanding the chemical ecology of native woodwasps and invasive Sirex noctilio in North America. In California, 749 woodwasps were caught, representing five species: Sirex areolatus Cresson, Sirex behrensii Cresson, Sirex cyaneus Fabricius, Sirex longicauda Middlekauff, and Urocerus californicus Norton. In West Virginia 411 woodwasps were caught representing four species: Sirex edwardsii Brullé, Tremex columba Linnaeus, Sirex nigricornis F., and Urocerus cressoni Norton.
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Evaluation of allergenicity of constituents of myoga using the murine local lymph node assay.
Wei, Q J; Wei, C N; Harada, K; Minamoto, K; Okamoto, Y; Otsuka, M; Ueda, A
2010-01-01
Myoga (Zingiber Myoga Roscoe) is a perennial plant with a pungent smell from its flower buds. It is native to East Asia and has been reported to cause allergic contact dermatitis. The purpose of this study is to assess the allergenicity of myoga related to its major chemical components, alpha-pinene, beta-pinene, limonene, limonene oxide and beta-phellandrene, which are supposed to be the causative agents of contact dermatitis among myoga cultivators. We performed a toxicity study of the volatile constituents of myoga using the local lymph node assay (LLNA), in which limonene, limonene oxide and beta-phellandrene had positive responses and the EC3 was 35.8%, 8.22%, and 0.54%, respectively. EC3 for both alpha-pinene and beta-pinene was over 100%. Both chemicals failed to induce positive responses in the LLNA. While the maximization rating of limonene, limonene oxide and phellandrene were evaluated as moderate, extreme, and extreme respectively, alpha-pinene and beta-pinene were evaluated as weak in the previously reported GPMT. The usage of LLNA was also confirmed by comparing with previously reported GPMT results to detect the allergenicity of myoga constituents. The actual risk of humans developing an allergy to myoga constituents depends on many factors. The concentration of the compounds, the frequency and duration of exposure and the condition of the skin are supposed to be important factors.
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Chemical composition and antimicrobial activity of essential oil from cones of Pinus koraiensis.
Lee, Jeong-Ho; Yang, Hye-Young; Lee, Hong-Sub; Hong, Soon-Kwang
2008-03-01
The essential oil from the cones of Pinus koraiensis was prepared after removing the seeds, and its chemical composition analyzed using gas chromatography-mass spectrometry (GC-MS). Hydrodistillation of the P. koraiensis cones yielded 1.07% (v/w) of essential oil, which was almost three times the amount of essential oil extracted from the needles of the same plant. Moreover, the antimicrobial activities of the oil against the growth of Gram-positive bacteria, Gram-negative bacteria, and fungi were evaluated using the agar disc diffusion method and broth microdilution method. Eighty-seven components, comprising about 96.8% of the total oil, were identified. The most abundant oil components were limonene (27.90%), alpha-pinene (23.89%), beta-pinene (12.02%), 3-carene (4.95%), beta-myrcene (4.53%), isolongifolene (3.35%), (-)-bornyl acetate (2.02%), caryophyllene (1.71%), and camphene (1.54%). The essential oil was confirmed to have significant antimicrobial activities, especially against pathogenic fungal strains such as Candida glabrata YFCC 062 and Cryptococcus neoformans B 42419. Therefore, the present results indicate that the essential oil from the cones of Pinus koraiensis can be used in various ways as a nontoxic and environmentally friendly disinfectant.
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A REVIEW AND SYNTHESIS OF MONOTERPENE SPECIATION FROM FORESTS IN THE UNITED STATES
The monoterpene composition (emission and tissue internal concentration) of major forest tree species in the United States is discussed. Of the 14 most commonly occurring compounds ( -pinene, -pinene, 3-carene, d-limonene, camphene, myrcene, -terpinenen, -phellandrene, sabin...
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Lucia, Alejandro; Gonzalez Audino, Paola; Seccacini, Emilia; Licastro, Susana; Zerba, Eduardo; Masuh, Hector
2007-09-01
In the search for new alternatives for the control of Aedes aegypti the larvicidal activity of Eucalyptus grandis essential oil and pine resin essential oil (turpentine) and their major components (alpha- and beta-pinene and 1,8-cineole) was determined. Gas chromatography-mass spectroscopy analysis of E. grandis essential oil revealed that its major components are alpha-pinene and 1,8-cineole. Similar analysis of turpentine obtained by distillation of the resin pitch of conifers showed that alpha- and beta-pinene are the only major components. Third and early 4th instars of the CIPEIN-susceptible strain of Ae. aegypti were exposed to acetonic solutions of E. grandis essential oil, turpentine, and their major components for 24 h. Turpentine, with an LC50 of 14.7 ppm, was more active than the essential oil of E. grandis (LC50: 32.4 ppm). Larvicidal activity of the essential oil components showed that alpha- and beta-pinene present low LC50 values (15.4 and 12.1 ppm, respectively), whereas pure 1,8-cineole showed an LC50 of 57.2 ppm. These results suggest that alpha-pinene in E. grandis and alpha- and beta-pinene in turpentine serve as the principal larvicidal components of both oils. Results obtained on larvicidal effects of essential oil of Eucalyptus grandis and turpentine could be considered a contribution to the search for new biodegradable larvicides of natural origin.
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Fry, Juliane L.; Draper, Danielle C.; Barsanti, Kelley C.; ...
2014-09-17
Here, the secondary organic aerosol (SOA) mass yields from NO 3 oxidation of a series of biogenic volatile organic compounds (BVOCs), consisting of five monoterpenes and one sesquiterpene (α-pinene, β-pinene, Δ-3-carene, limonene, sabinene, and β-caryophyllene), were investigated in a series of continuous flow experiments in a 10 m 3 indoor Teflon chamber. By making in situ measurements of the nitrate radical and employing a kinetics box model, we generate time-dependent yield curves as a function of reacted BVOC. SOA yields varied dramatically among the different BVOCs, from zero for α-pinene to 38–65% for Δ-3-carene and 86% for β-caryophyllene at massmore » loading of 10 μg m –3, suggesting that model mechanisms that treat all NO 3 + monoterpene reactions equally will lead to errors in predicted SOA depending on each location’s mix of BVOC emissions. In most cases, organonitrate is a dominant component of the aerosol produced, but in the case of α-pinene, little organonitrate and no aerosol is formed.« less
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2014-01-01
The secondary organic aerosol (SOA) mass yields from NO3 oxidation of a series of biogenic volatile organic compounds (BVOCs), consisting of five monoterpenes and one sesquiterpene (α-pinene, β-pinene, Δ-3-carene, limonene, sabinene, and β-caryophyllene), were investigated in a series of continuous flow experiments in a 10 m3 indoor Teflon chamber. By making in situ measurements of the nitrate radical and employing a kinetics box model, we generate time-dependent yield curves as a function of reacted BVOC. SOA yields varied dramatically among the different BVOCs, from zero for α-pinene to 38–65% for Δ-3-carene and 86% for β-caryophyllene at mass loading of 10 μg m–3, suggesting that model mechanisms that treat all NO3 + monoterpene reactions equally will lead to errors in predicted SOA depending on each location’s mix of BVOC emissions. In most cases, organonitrate is a dominant component of the aerosol produced, but in the case of α-pinene, little organonitrate and no aerosol is formed. PMID:25229208
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Angioni, Alberto; Barra, Andrea; Russo, Maria T; Coroneo, Valentina; Dessi, Sandro; Cabras, Paolo
2003-05-07
The composition of the essential oil from ripe and unripe berries and leaves of Juniperus oxycedrus L. ssp. oxycedrus, Juniperus phoenicea ssp. turbinata and Juniperus communis ssp. communis was analyzed by GC-MS, and microbiological assays were carried out. Samples were collected in different localities (Sardinia, Italy) and hydro distilled. The yields ranged between 2.54% +/- 0.21 (v\\w dried weight) and 0.04% +/- 0.00. A total of 36 components were identified. The major compounds in the essential oils were alpha-pinene, beta-pinene, delta-3-carene, sabinene, myrcene, beta-phellandrene, limonene, and D-germacrene. Both qualitative and quantitative differences between species and between different parts of the plant were observed. The essential oils and their major compounds were tested against Candida albicans, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa, and the minimum inhibitory concentration and minimum bactericidal concentration were determined. The results obtained led to a nonsignificant inhibitory effect, although all the essential oils from Juniperus phoenicea ssp. turbinata and the essential oil from leaves of Juniperus oxycedrus ssp. oxycedrus exhibited rather good or weak activity against Candida albicans and Staphylococcus aureus.
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Jaenson, Thomas G T; Pålsson, Katinka; Borg-Karlson, Anna-Karin
2006-01-01
In laboratory tests, ethyl acetate extracts of Hyptis suaveolens Poit. from Guinea-Bissau and Rhododendon tomentosum (Stokes) H. Harmaja (formerly Ledum palustre L.) and Myrica gale L. significantly reduced probing activity of Aedes aegypti (L.). In the field in southern Sweden, extracts of leaves of R. tomentosum, M. gale, and Achillea millefolium L. significantly reduced biting by Aedes mosquitoes. Volatile compounds from M. gale, R. tomentosum, A. millefolium, and H. suaveolens were collected by solid phase microextraction (SPME). Alternatively, compounds in the plants were subjected to extraction by organic solvents of different polarities or by steam distillation and collection by SPME. Compounds collected were identified by gas chromatography-mass spectrometry. Leaves of H. suaveolens contained mainly beta-caryophyllene, bergamotene, and terpinolene. The volatile fraction of an ethyl acetate extract of H. suaveolens was collected by SPME and included beta-caryophyllene, (-) -sabinene, beta-pinene, limonene, alpha-pinene, and bergamotene. The main volatiles detected were alpha-pinene, alpha-phellandrene, myrcene, and limonene from M. gale leaves or inflorescences; pcymene, sabinene, and terpinyl acetate from leaves of R. tomentosum; and (-)-germacrene D, beta-pinene, sabinene, and alpha-pinene from A. millefolium leaves or inflorescences. The selected plant species contained numerous volatiles known to have insecticidal, acaricidal, "pesticidal," and/ or insect repellent properties.
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Vongsombath, Chanda; Pålsson, Katinka; Björk, Lars; Borg-Karlson, Anna-Karin; Jaenson, Thomas G T
2012-11-01
Essential oils of Hyptis suaveolens (Lamiaceae), Croton roxburghii (Euphorbiaceae), and Litsea cubeba (Lauraceae) were tested in the field near Vientiane city, Lao PDR, on humans for repellent activity against mosquitoes. Landing mosquitoes were collected and later identified. The most abundant mosquitoes captured belonged to the genera Armigeres, Culex, and Aedes. All the plant oils tested at concentrations of 1.7 microg/cm(2), 3.3 microg/cm(2), and 6.3 microg/cm(2) were significantly more mosquito repellent than the negative control. Croton oil was significantly repellent against mosquitoes of the three genera at the highest (6.3 microg/cm(2)) concentration tested. Litsea oil was significantly repellent against Armigeres at all (1.7 microg/cm(2), 3.3 microg/cm(2), and 6.3 microg/cm(2)) concentrations tested. Hyptis oil was significantly repellent against Armigeres at 3.3 microg/cm(2) and 6.3 microg/cm(2) and against Culex at 1.7 microg/cm(2) and 6.3 microg/cm(2). The oils were analyzed for chemical content of volatiles, mainly terpenes. Main constituents were beta-pinene, sabinene, and 1,8-cineol from oils of the green parts of H. suaveolens; alpha-pinene, beta-pinene, and alpha-phellandrene from fresh bark of C. roxburghii; and alpha-pinene, beta-phellandrene, sabinene, and 1,8-cineol from fresh fruits of L. cubeba.
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Tsokou, Anastasia; Georgopoulou, Katerina; Melliou, Eleni; Magiatis, Prokopios; Tsitsa, Eugenia
2007-06-30
The essential oils of the fruits and the leaves of pistachio (Pistacia vera L.) were analyzed by GC and GC/MS. Fresh unripe pistachio fruits were richer in essential oil (0.5%, w/w) than the leaves (0.1%, w/w). Twenty one compounds were identified in the essential oil of the fruits and the major components were (+)-alpha-pinene (54.6%) and terpinolene (31.2%). The enantiomeric ratio of the major constituents of the essential oil of the fruits was determined using chiral GC/MS and it was found that the (+)/(-)-alpha-pinene ratio was 99.5:0.5, (+)/(-)-limonene 80:20, (+)/(-)-beta-pinene 96:4, and (+)/(-)-alpha-terpineol 0:100. Thirty three compounds were identified in the essential oil of the leaves and the major components were found to be alpha-pinene (30.0%), terpinolene (17.6%) and bornyl acetate (11.3%).
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NASA Astrophysics Data System (ADS)
Draper, D. C.; Farmer, D. K.; Desyaterik, Y.; Fry, J. L.
2015-11-01
The effect of NO2 on secondary organic aerosol (SOA) formation from ozonolysis of α-pinene, β-pinene, Δ3-carene, and limonene was investigated using a dark flow-through reaction chamber. SOA mass yields were calculated for each monoterpene from ozonolysis with varying NO2 concentrations. Kinetics modeling of the first-generation gas-phase chemistry suggests that differences in observed aerosol yields for different NO2 concentrations are consistent with NO3 formation and subsequent competition between O3 and NO3 to oxidize each monoterpene. α-Pinene was the only monoterpene studied that showed a systematic decrease in both aerosol number concentration and mass concentration with increasing [NO2]. β-Pinene and Δ3-carene produced fewer particles at higher [NO2], but both retained moderate mass yields. Limonene exhibited both higher number concentrations and greater mass concentrations at higher [NO2]. SOA from each experiment was collected and analyzed by HPLC-ESI-MS, enabling comparisons between product distributions for each system. In general, the systems influenced by NO3 oxidation contained more high molecular weight products (MW > 400 amu), suggesting the importance of oligomerization mechanisms in NO3-initiated SOA formation. α-Pinene, which showed anomalously low aerosol mass yields in the presence of NO2, showed no increase in these oligomer peaks, suggesting that lack of oligomer formation is a likely cause of α-pinene's near 0 % yields with NO3. Through direct comparisons of mixed-oxidant systems, this work suggests that NO3 is likely to dominate nighttime oxidation pathways in most regions with both biogenic and anthropogenic influences. Therefore, accurately constraining SOA yields from NO3 oxidation, which vary substantially with the volatile organic compound precursor, is essential in predicting nighttime aerosol production.
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NASA Astrophysics Data System (ADS)
Draper, D. C.; Farmer, D. K.; Desyaterik, Y.; Fry, J. L.
2015-05-01
The effect of NO2 on secondary organic aerosol (SOA) formation from ozonolysis of α-pinene, β-pinene, Δ3-carene, and limonene was investigated using a dark flow-through reaction chamber. SOA mass yields were calculated for each monoterpene from ozonolysis with varying NO2 concentrations. Kinetics modeling of the first generation gas-phase chemistry suggests that differences in observed aerosol yields for different NO2 concentrations are consistent with NO3 formation and subsequent competition between O3 and NO3 to oxidize each monoterpene. α-pinene was the only monoterpene studied that showed a systematic decrease in both aerosol number concentration and mass concentration with increasing [NO2]. β-pinene and Δ3-carene produced fewer particles at higher [NO2], but both retained moderate mass yields. Limonene exhibited both higher number concentrations and greater mass concentrations at higher [NO2]. SOA from each experiment was collected and analyzed by HPLC-ESI-MS, enabling comparisons between product distributions for each system. In general, the systems influenced by NO3 oxidation contained more high molecular weight products (MW >400 amu), suggesting the importance of oligomerization mechanisms in NO3-initiated SOA formation. α-pinene, which showed anomalously low aerosol mass yields in the presence of NO2, showed no increase in these oligomer peaks, suggesting that lack of oligomer formation is a likely cause of α-pinene's near 0% yields with NO3. Through direct comparisons of mixed-oxidant systems, this work suggests that NO3 is likely to dominate nighttime oxidation pathways in most regions with both biogenic and anthropogenic influences. Therefore, accurately constraining SOA yields from NO3 oxidation, which vary substantially with the VOC precursor, is essential in predicting nighttime aerosol production.
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NASA Astrophysics Data System (ADS)
Yassaa, N.; Williams, J.; Song, W.; Vanhatalo, A.; Bäck, J.; Lelieveld, J.
2012-04-01
Cuvette based emission rates of monoterpenes and sesquiterpenes from four chemotypes of Scots pine (Pinus sylvestris) and one chemotype of Norway spruce (Picea abies) as well as the ambient mixing ratios of monoterpenes were determined during HUMPPA-COPEC 2010 summer campaign. Differences in chemical composition as well as in emission strength were observed between the different chemotypes. The chemotypes of Scots pine can be classified according to species with high, no and intermediate content of Δ3-carene. The "no- Δ3-carene" chemotype was found to be the strongest emitter of monoterpenes. From this chemotype, β-myrcene, a very reactive organic gas, was the dominant species accounting for more than 35 % of the total emission rates of isoprenoids followed by ß-phellandrene (~34%). Myrcene emission rates ranged from 0.8 up to 24 µg/g (dw)/h. α-farnesene was the dominant sesquiterpene species, with measured average emission rates of 318 ng/g (dw)/h. In the high Δ3-carene chemotype, which is the most studied in Hyytiälä, Δ3-carene was more than 48 % of the total monoterpene emission. The mean Δ3-carene emission rate, circa 609 ng/g (dw)/h reported here is consistent with the previously reported value during the same season. The terpene emission from spruce was dominated by limonene (35%), ß-phellandrene (15%), α-pinene (14 %) and eucalyptol (9%). Total spruce monoterpene emissions ranged from 0.549 up to 12.2 µg/g (dw)/h. Overall the total terpene flux (monoterpenes + sesquiterpenes) from all studied plant species varied from 230 ng/g (dw)/h up to 66 µg/g (dw)/h. The total ambient monoterpenes (including α-pinene, Δ3-carene, ß-pinene and ß-myrcene) measured during the campaign varied in mixing ratio from a few ppt to over one ppb. The most abundant biogenic VOCs measured above the canopy were α-pinene and Δ3-carene and these two compounds together contributed more than 50% of the total monoterpenes. The diel cycles of isoprenoid mixing ratios showed high levels during the night-time which is consistent with continued low nocturnal emission and a low and stable boundary layer. The chirality of α-pinene was dominated by (+)-enantiomers both in the direct emission and in the atmosphere. The effect of herbivore attack on the plant shoot was studied and found to significantly influence the enantiomeric signature of monoterpenes in similar manner as has been observed from mechanical damage. The exceptionally hot temperatures recorded in the summer of 2010 were reflected by strong emission of terpenes and consequently high ambient mixing ratios.
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Chemodiversity of a Scots pine stand and implications for terpene air concentrations
NASA Astrophysics Data System (ADS)
Bäck, J.; Aalto, J.; Henriksson, M.; Hakola, H.; He, Q.; Boy, M.
2012-02-01
Atmospheric chemistry in background areas is strongly influenced by natural vegetation. Coniferous forests are known to produce large quantities of volatile vapors, especially terpenes. These compounds are reactive in the atmosphere, and contribute to the formation and growth of atmospheric new particles. Our aim was to analyze the variability of mono- and sesquiterpene emissions between Scots pine trees, in order to clarify the potential errors caused by using emission data obtained from only a few trees in atmospheric chemistry models. We also aimed at testing if stand history and seed origin has an influence on the chemotypic diversity. The inherited, chemotypic variability in mono- and sesquiterpene emission was studied in a seemingly homogeneous 48 yr-old stand in Southern Finland, where two areas differing in their stand regeneration history could be distinguished. Sampling was conducted in August 2009. Terpene concentrations in the air had been measured at the same site for seven years prior to branch sampling for chemotypes. Two main compounds, α-pinene and Δ3-carene formed together 40-97% of the monoterpene proportions in both the branch emissions and in the air concentrations. The data showed a bimodal distribution in emission composition, in particular in Δ3-carene emission within the studied population. 10% of the trees emitted mainly α-pinene and no Δ3-carene at all, whereas 20% of the trees where characterized as high Δ3-carene emitters (Δ3-carene forming >80% of total emitted monoterpene spectrum). An intermediate group of trees emitted equal amounts of both α-pinene and Δ3-carene. The emission pattern of trees at the area established using seeding as the artificial regeneration method differed from the naturally regenerated or planted trees, being mainly high Δ3-carene emitters. Some differences were also seen in e.g. camphene and limonene emissions between chemotypes, but sesquiterpene emissions did not differ significantly between trees. The atmospheric concentrations at the site were found to reflect the species and/or chemodiversity rather than the emissions measured from any single tree, and were strongly dominated by α-pinene. We also tested the effect of chemodiversity on modeled monoterpene concentrations at the site and found out that since it significantly influences the distributions and hence the chemical reactions in the atmosphere, it should be taken into account in atmospheric modeling.
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Chemodiversity in terpene emissions at a boreal Scots pine stand
NASA Astrophysics Data System (ADS)
Bäck, J.; Aalto, J.; Henriksson, M.; Hakola, H.; He, Q.; Boy, M.
2011-10-01
Atmospheric chemistry in background areas is strongly influenced by natural vegetation. Coniferous forests are known to produce large quantities of volatile vapors, especially terpenes to the surrounding air. These compounds are reactive in the atmosphere, and contribute to the formation and growth of atmospheric new particles. Our aim was to analyze the variability of mono- and sesquiterpene emissions between Scots pine trees, in order to clarify the potential errors caused by using emission data obtained from only a few trees in atmospheric chemistry models. We also aimed at testing if stand history and seed origin has an influence on the chemotypic diversity. The inherited, chemotypic variability in mono- and sesquiterpene emission was studied in a seemingly homogeneous 47-yr-old stand in Southern Finland, where two areas differing in their stand regeneration history could be distinguished. Sampling was conducted in August 2009. Terpene concentrations in the air had been measured at the same site for seven years prior to branch sampling for chemotypes. Two main compounds, α-pinene and Δ3-carene formed together 40-97% of the monoterpene proportions in both the branch emissions and in the air concentrations. The data showed a bimodal distribution in emission composition, in particular in Δ3-carene emission within the studied population. 10% of the trees emitted mainly α-pinene and no Δ3-carene at all, whereas 20% of the trees where characterized as high Δ3-carene emitters (Δ3-carene forming >80% of total emitted monoterpene spectrum). An intermediate group of trees emitted equal amounts of both α-pinene and Δ3-carene. The emission pattern of trees at the area established using seeding as the artificial regeneration method differed from the naturally regenerated or planted trees, being mainly high Δ3-carene emitters. Some differences were also seen in e.g. camphene and limonene emissions between chemotypes, but sesquiterpene emissions did not differ significantly between trees. The atmospheric concentrations at the site were found to reflect the species and/or chemodiversity rather than the emissions measured from any single tree, and were strongly dominated by α-pinene. We also tested the effect of chemodiversity on modeled monoterpene concentrations at the site and found out that since it significantly influences the distributions and hence the chemical reactions in the atmosphere, it should be taken into account in atmospheric modeling.
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Chizzola, Remigius
2012-11-01
The composition of the essential oil from the different above ground plant parts of Peucedanum cervaria and P. alsaticum (Apiaceae) collected in the urban area of Vienna has been studied. P. cervaria fruits and inflorescences had 1.5 and 1.8% essential oil, respectively. All the oils of P. cervaria were dominated by monoterpenes, with the main components being beta-pinene (7-58%), alpha-pinene (7-22%), sabinene (up to 22%), and beta-phellandrene with limonene (6-21%). P. alsaticum fruits afforded 0.3-0.4% essential oil. These oils were made up mainly by alpha-pinene (11-40%), sabinene (16-34%) and beta-phellandrene (12-31%). Stems and leaves produced only very small amounts of essential oil (< 0.05%). Besides monoterpenes, these oils contained also E-nerolidol (5-22%), spathulenol (up to 18%), dodecanal (up to 7.5%) and caryophyllene oxide (up to 7%).
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Local and regional variation in the monoterpenes of ponderosa pine wood oleoresin
R.H. Smith; R.L. Peloquin; P.C. Passof
1969-01-01
A gas chromatographic analysis of the mono-terpenes of 927 ponderosa pines, representing to some degree a major portion of the species' range, showed considerable local and regional diversity in composition. Five major monoterpenesâ α-pinene, β-pinene, 3-carene, myrcene, and limoneneâwere analyzed. There is some evidence to support the...
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T.M. Poland; P. de Groot; R.A. Haack; D. Czokajlo
2004-01-01
The pine shoot beetle, Tomicus piniperda (L.) (Col., Scolytidae) is an exotic pest of pine, Pinus, spp., in North America. It is attracted strongly to host volatiles (±)-a-pinene, (+)-3-carene, and a-terpinolene. Attraction to insectproduced compounds is less clear. Other potential attractants include trans-verbenol,...
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The essential oil of turpentine and its major volatile fraction (alpha- and beta-pinenes): a review.
Mercier, Beatrice; Prost, Josiane; Prost, Michel
2009-01-01
This paper provides a summary review of the major biological features concerning the essential oil of turpentine, its origin and use in traditional and modern medicine. More precisely, the safety of this volatile fraction to human health, and the medical, biological and environmental effects of the two major compounds of this fraction (alpha- and beta-pinenes) have been discussed.
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Orav, Anne; Stulova, Irina; Kailas, Tiiu; Müürisepp, Mati
2004-05-05
The qualitative and quantitative composition of the essential oil from black, green, and white pepper was determined by using a simultaneous distillation and extraction micromethod for oil isolation and gas chromatography (GC)/flame ionization detection (FID) and GC/mass spectrometry (MS) analysis techniques. The most abundant compounds in pepper oils were (E)-beta-caryophyllene (1.4-70.4%), limonene (2.9-38.4%), beta-pinene (0.7-25.6%), Delta-3-carene (1.7-19.0%), sabinene (0-12.2%), alpha-pinene (0.3-10.4%), eugenol (0.1-41.0%), terpinen-4-ol (0-13.2%), hedycaryol (0-9.1%), beta-eudesmol (0-9.7%), and caryophyllene oxide (0.1-7.2%). Green pepper corn obtained by a sublimation drying method gave more oil (12.1 mg/g) and a much higher content of monoterpenes (84.2%) in the oil than air-dried green pepper corn (0.8 mg/g and 26.8%, respectively). The oil from ground black pepper contained more monoterpenes and less sesquiterprnes and oxygenated terpenoids as compared to green and white pepper oils. After 1 year of storage of pepper samples in a glass vessel at room temperature, the amount of the oils isolated decreased, the content of terpenes decreased, and the amount of oxygenated terpenoids increased. Differently from other pepper samples, 1 year storage of green pepper corn raised the oil amount more than twice of both drying methods.
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Citrus essential oils and four enantiomeric pinenes against Culex pipiens (Diptera: Culicidae).
Michaelakis, Antonios; Papachristos, Dimitrios; Kimbaris, Athanasios; Koliopoulos, George; Giatropoulos, Athanasios; Polissiou, Moschos G
2009-09-01
The aim of this study was to evaluate the toxicity of pinenes (enantiomers of alpha- and beta-) and essential oils from Greek plants of the Rutaceae family against the mosquito larvae of Culex pipiens (Diptera: Culicidae). Essential oils were isolated by hydrodistillation from fruit peel of orange (Citrus sinensis L.), lemon (Citrus limon L.), and bitter orange (Citrus aurantium L.). The chemical composition was determined by gas chromatography/mass spectrometry (GC/MS) analysis. Citrus essential oils contained in high proportion limonene and in lower quantities p-menthane molecules and pinenes. The insecticidal action of these essential oils and enantiomers of their pinenes on mosquito larvae was evaluated. Plant essential oils exhibited strong toxicity against larvae with the LC(50) values ranging from 30.1 (lemon) to 51.5 mg/L (orange) depending on Citrus species and their composition. Finally, the LC(50) value of pinenes ranging from 36.53 to 66.52 mg/L indicated an enantioselective toxicity only for the beta-pinene enantiomer.
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LC-MS-MS-TOF analysis of oxygenated organic compounds in ambient aerosol
NASA Astrophysics Data System (ADS)
Roempp, A.; Moortgat, G.
2003-04-01
Ambient aerosol samples were taken at different sites across Europe. The fine mode aerosol was collected on quartz filters at flow rates of 160 L/min and 500 L/min. These samples were analyzed for organic acids (C>4) by an HPLC system coupled to a hybrid mass spectrometer. The mass spectrometer consists of a quadrupole mass analyzer, a quadrupole collision cell and a time-of-flight mass analyzer (TOF). Analytes were identified by standards when available or MS-MS experiments and exact mass measurements utilizing the high mass resolution of the TOF instrument. Monoterpenes (alpha-pinene, beta-pinene, sabinene, limonene, 3-carene) were ozonolyzed in the laboratory and compared with field samples. Besides the commonly measured organic acids (pinic, pinonic and norpinic acid) sabinic, caric and caronic acid were identified for the first time in ambient aerosol. In addition, nearly all samples showed significant concentrations of newly identified keto dicarboxylic acids (C9 - C12). Laboratory experiments were used to investigate the formation mechanisms of these compounds. By comparing laboratory measurements of wood combustion and field samples from the Eastern Mediterranean region, nitrocatechol was identified as a possible tracer for biomass burning. The data obtained is used to determine the role of biogenic sources in secondary organic aerosol formation.
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Cosentino, Sofia; Barra, Andrea; Pisano, Barbara; Cabizza, Maddalena; Pirisi, Filippo Maria; Palmas, Francesca
2003-07-01
In this work, the chemical compositions and antimicrobial properties of Juniperus essential oils and of their main components were determined. Five berry essential oils obtained from different species of Juniperus growing wild in Sardinia were analyzed. The components of the essential oils were identified by gas chromatography-mass spectrometry (GC-MS) analysis. The antimicrobial activities of the oils and their components against food spoilage and pathogenic microorganisms were determined by a broth microdilution method. The GC-MS analysis showed a certain variability in the concentrations of the main constituents of the oils. Alpha-pinene was largely predominant in the oils of the species J. phoenicea subsp. turbinata and J. oxycedrus. Alpha-pinene and myrcene constituted the bulk (67.56%) of the essential oil of J. communis. Significant quantitative differences were observed for myrcene, delta-3-carene, and D-germacrene. The results of the antimicrobial assay show that the oils of J. communis and J. oxycedrus failed to inhibit any of the microorganisms at the highest concentrations tested (MLC > or = 900 microg/ml), while the oils extracted from J. turbinata specimens were active against fungi, particularly against a strain of Aspergillus flavus (an aflatoxin B1 producer). Of the single compounds tested, delta-3-carene was found to possess the broadest spectrum of activity and appeared to contribute significantly to the antifungal activity observed for J. turbinata oils. This activity may be helpful in the prevention of aflatoxin contamination for many foods.
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Tairu, A O; Hofmann, T; Schieberle, P
1999-08-01
Application of aroma extract dilution analysis on an extract of the dried fruits of the West African peppertree Xylopia aethiopica obtained by extraction with diethyl ether followed by sublimation in vacuo revealed 28 odor-active compounds in the flavor dilution (FD) factor range of 4-8192, all of which could be identified. The highest FD factor was found for linalol (floral), followed by (E)-beta-ocimene (flowery), alpha-farnesene (sweet, flowery), beta-pinene (terpeny), alpha-pinene (pine needle-like), myrtenol (flowery), and beta-phellandrene (terpeny). Vanillin (vanilla-like) and 3-ethylphenol (smoky, phenolic) showing somewhat lower FD factors (FD = 128) were detected for the first time as constituents of the dried fruit.
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NASA Astrophysics Data System (ADS)
Friedman, B.; Link, M.; Farmer, D.
2016-12-01
We use an oxidative flow reactor (OFR) to determine the secondary organic aerosol (SOA) yields of five monoterpenes (alpha-pinene, beta-pinene, limonene, sabinene, and terpinolene) at a range of OH exposures. These OH exposures correspond to aging timescales of a few hours to seven days. We further determine how SOA yields of beta-pinene and alpha-pinene vary as a function of seed particle type (organic vs. inorganic) and seed particle mass concentration. We hypothesize that the monoterpene structure largely accounts for the observed variance in SOA yields for the different monoterpenes. We also use high-resolution time-of-flight chemical ionization mass spectrometry to calculate the bulk gas-phase properties (O:C and H:C) of the monoterpene oxidation systems as a function of oxidant concentrations. Bulk gas-phase properties can be compared to the SOA yields to assess the capability of the precursor gas-phase species to inform the SOA yields of each monoterpene oxidation system. We find that the extent of oxygenated precursor gas-phase species corresponds to SOA yield.
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Offenberg, John H; Lewis, Charles W; Lewandowski, Michael; Jaoui, Mohammed; Kleindienst, Tadeusz E; Edney, Edward O
2007-06-01
An organic tracer method, recently proposed for estimating individual contributions of toluene and alpha-pinene to secondary organic aerosol (SOA) formation, was evaluated by conducting a laboratory study where a binary hydrocarbon mixture, containing the anthropogenic aromatic hydrocarbon, toluene, and the biogenic monoterpene, alpha-pinene, was irradiated in air in the presence of NO(x) to form SOA. The contributions of toluene and alpha-pinene to the total SOA concentration, calculated using the organic tracer method, were compared with those obtained with a more direct 14C content method. In the study, SOA to SOC ratios of 2.07 +/- 0.08 and 1.41 +/- 0.04 were measured for toluene and (alpha-pinene SOA, respectively. The individual tracer-based SOA contributions of 156 microg m(-3) for toluene and 198 microg m(-)3 for alpha-pinene, which together accounted for 82% of the gravimetrically determined total SOA concentration, compared well with the 14C values of 182 and 230 microg m(-3) measured for the respective SOA precursors. While there are uncertainties associated with the organic tracer method, largely due to the chemical complexity of SOA forming chemical mechanisms, the results of this study suggest the organic tracer method may serve as a useful tool for determining whether a precursor hydrocarbon is a major SOA contributor.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Loreto, F.; Tricoli, D.; Ciccioli, P.
1996-01-01
We studied the emission of {alpha}-pinene from Quercus ilex leaves. Only the abaxial side of the hypostomatous Q. ilex leaf emits {alpha}-pinene. Light induced photosynthesis and {alpha}-pinene emission. However, the response of photosynthesis to dark-to-light transitions was faster than that of {alpha}-pinene, suggesting that ATP controls the emission. The emission was higher at 30 than at 20{degrees}C, whereas photosynthesis did not change. Therefore, the relationship between photosynthesis and {alpha}-pinene emission does not always hold. When CO{sub 2} was removed from the air, transpiration was stimulated and transpiration was reduced, but {alpha}-pinene emission was unaffected. Therefore, the emission depends on themore » availability of photosynthetic carbon, is not saturated at ambient CO{sub 2}, and is not dependent on stomatal opening. The pattern of {alpha}-pinene emission from Q. ilex is different from that of plants having specialized structures for storage and emission of terpenes. We suggest that {alpha}-pinene emitted by Q. ilex leaves is synthesized in the chloroplasts and shares the same biochemical pathway with isoprene emitted by isoprene-emitting oak species. 28 refs., 8 figs., 1 tab.« less
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Full-scale chamber investigation and simulation of air freshener emissions in the presence of ozone.
Liu, Xiaoyu; Mason, Mark; Krebs, Kenneth; Sparks, Leslie
2004-05-15
Volatile organic compound (VOC) emissions from one electrical plug-in type of pine-scented air freshener and their reactions with O3 were investigated in the U.S. Environmental Protection Agency indoor air research large chamber facility. Ozone was generated from a device marketed as an ozone generator air cleaner. Ozone and oxides of nitrogen concentrations and chamber conditions such as temperature, relative humidity, pressure, and air exchange rate were controlled and/or monitored. VOC emissions and some of the reaction products were identified and quantified. Source emission models were developed to predict the time/concentration profiles of the major VOCs (limonene, alpha-pinene, beta-pinene, 3-carene, camphene, benzyl propionate, benzyl alcohol, bornyl acetate, isobornyl acetate, and benzaldehyde) emitted bythe air freshener. Gas-phase reactions of VOCs from the air freshener with O3 were simulated by a photochemical kinetics simulation system using VOC reaction mechanisms and rate constants adopted from the literature. The concentration-time predictions were in good agreement with the data for O3 and VOCs emitted from the air freshener and with some of the primary reaction products. Systematic differences between the predictions and the experimental results were found for some species. Poor understanding of secondary reactions and heterogeneous chemistry in the chamber is the likely cause of these differences. The method has the potential to provide data to predict the impact of O3/VOC interactions on indoor air quality.
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Polatoğlu, Kaan; Demirci, Fatih; Demirci, Betül; Gören, Nezhun; Başer, Kemal Hüsnü Can
2010-01-01
Water-distilled essential oils from aerial parts of Tanacetum argenteum ssp. argenteum and T. densum ssp. amani from Turkey were analyzed by GC and GC/MS. The essential oil of T. argenteum ssp. argenteum was characterized with alpha-pinene 36.7%, beta-pinene 27.5% and 1,8-cineole 9.8%. T. densum ssp. amani was characterized with beta-pinene 27.2%, 1,8-cineole 13.1%, alpha-pinene 9.7% and p-cymene 8.9%. Antibacterial activity of the oils were evaluated for five Gram-positive and five Gram-negative bacteria by using a broth microdilution assay. The highest inhibitory activity was observed against Bacillus cereus for T. argenteum ssp. argenteum oil (125 microg/mL) when compared with positive control chloramphenicol it showed the same inhibition potency. However, the same oil showed lower inhibitory activity against B. subtilis when compared. The oil of T. densum ssp. amani did not show significant activity against the tested microorganisms. DPPH radical scavenging activity of the T. argenteum ssp. argenteum oil was investigated for 15 and 10 mg/mL concentrations. However, the oil did not show significant activity when compared to positive control alpha-tocopherol. Both oils showed toxicity to Vibrio fischeri in the TLC-bioluminescence assay.
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NASA Astrophysics Data System (ADS)
Masruri; Farid Rahman, Mohamad; Nurkam Ramadhan, Bagus
2016-02-01
Alpha-pinene was isolated in high purity from turpentine oil harvested from Pinus merkusii plantation. The recent investigation on selective oxidation of alpha-pinene using potassium permanganate was undertaken under acidic conditions. The result taught the selective oxidation of alpha-pinene in acidic using potassium permanganate lead to the formation of 2-(3-acetyl-2,2-dimethylcyclobutyl)acetaldehyde or pinon aldehyde. The study method applied reaction in various different buffer conditions i.e. pH 3, 4, 5, and 6, respectively, and each reaction product was monitored using TLC every hour. Product determination was undertaken on spectrometry basis such as infrared, ultra violet-visible, gas chromatography- and liquid chromatography-mass spectrometry.
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Schütz, Stefan
2017-01-01
Dastarcus helophoroides Fairmaire (Coleoptera: Bothrideridae) is an effective predatory beetle of larvae and pupae of several cerambycid beetles including Monochamus alternatus and Anoplophora glabripennis. Electroantennography (EAG) and a dynamic two-choice olfactometer were respectively used to measure the antennal and behavioral responses of both sexes to selected volatile compounds. Female and male D. helophoroides exhibited similar EAG and behavioral responses. Significant dose-dependent EAG responses in both sexes were elicited by nonanal, octanal, cis-3-hexenol, 3-carene, (R)-(+)-α-pinene, (S)-(-)-α-pinene, (R)-(+)-limonene and (S)-(-)-limonene. Female and male beetles were repelled at high concentration by cis-3-hexenol and (S)-(-)-limonene, respectively. Both sexes of D. helophoroides were significantly attracted to nonanal, cis-3-hexenol, 3-carene and (R)-(+)-limonene even at low concentrations. These compounds might be used either individually or in mixtures for developing biological control methods to attract this predatory beetle into forest stands threatened by cerambycid beetles. PMID:29267391
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Jiang, Yifeng; Li, Shanshan; Cheng, Zhuowei; Zhu, Runye; Chen, Jianmeng
2012-01-01
Biofiltration is considered an effective method to control volatile organic compounds (VOCs) pollution. This study was conducted to evaluate the potential use of a bacterial biofilter packed with wood chips and peat for the removal of hydrophobic alpha-pinene. When inoculated with two pure degraders and adapted activated sludge, a removal efficiency (RE) of more than 95% was achieved after a startup period of 11 days. The maximum elimination capacity (EC) of 50 g/(m3 x hr) with RE of 94% was obtained at empty bed retention time (EBRT) of 102 sec. When higher alpha-pinene concentrations and shorter EBRTs were applied, the REs and ECs decreased significantly due to mass-transfer and biological reaction limitations. As deduced from the experimental results, approximately 74% of alpha-pinene were completely mineralized by the consortiums and the biomass yield was 0.60 g biomass/g alpha-pinene. Sequence analysis of the selected bands excised from denaturing gradient gel electrophoresis revealed that the inoculated pure cultures could be present during the whole operation, and others were closely related to bacteria being able to degrade hydrocarbons. The kinetic results demonstrated that the whole biofiltration for alpha-pinene was diffusion-limit controlled owing to its hydrophobic characteristics. These findings indicated that this bacterial biofiltration is a promising technology for the remediation of hydrophobic industrial waste gases containing alpha-pinene.
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Theoretical study of the gas-phase ozonolysis of beta-pinene (C10H16).
Nguyen, T L; Peeters, J; Vereecken, L
2009-07-21
The O3-initiated oxidation of beta-pinene, a monoterpene emitted in forested areas, was theoretically characterized using DFT, CBS-QB3 and CASPT2 quantum chemical calculations combined with statistical kinetic RRKM/master equation analysis and transition state theory. The first-principles based rate coefficient of the initial 03 attack on the exocyclic double bond shows a slight positive temperature dependence, k(tot)T = 1.27 x 10(-22) x T2.64 x exp(-714 K/T) cm3 molecule(-1) s(-1) and is in close agreement with experiment. The resulting primary ozonides are found to give rise to two distinct, non-interconvertible conformers of the predominant Criegee intermediate (CI-1 and CI-2), with subsequent chemistries that are shown to be very different; this crucial aspect of beta-pinene ozonolysis was not taken into account in earlier studies. One of the conformers CI-2--carrying nearly half the total reaction flux--cannot undergo the usual "hydroperoxide channel", thus rationalizing why the OH yield from beta-pinene is barely half of that from alpha-pinene. The predicted first-generation product distribution for atmospheric conditions is consistent with the available experimental data on the overall products. Our final results predict 5% of nopinone formation, 28% OH radicals with 2-oxo-alkyl radical coproducts, 37% of stabilized Criegee intermediates (SCI), 17% lactones, 10% CO2 formed after an intersystem crossing, and 3% of a newly proposed biradical formed from prompt ring opening in the CI. In atmospheric conditions, additional OH production is expected from the stabilized CI-1 conformer via the thermal unimolecular "hydroperoxide channel", whereas the stabilized CI-2 can react with H2O and its dimer, to produce additional nopinone. The expected subsequent chemistries of the large coproduct radicals formed from reactions of the two CI are also addressed in extenso.
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Antifungal activity of the essential oils from some species of the genus Pinus.
Krauze-Baranowska, Mirosława; Mardarowicz, Marek; Wiwart, Marian; Pobłocka, Loretta; Dynowska, Maria
2002-01-01
The chemical composition of the essential oils from the needles of Pinus ponderosa (north american pine), P. resinosa (red pine) and P. strobus (eastern white pine) has been determined by GC/MS (FID). The essential oils from P. resinosa and P. ponderosa in comparison to P. strobus have been characterized by the higher content of beta-pinene (42.4%, 45.7% and 7.9% respectively). On the other hand, a-pinene (17.7%) and germacrene D (12.2%) were dominant compounds of P strobus. Moreover the essential oil from P. resinosa was more rich in myrcene-15.9%. Estragole and delta-3-carene, each one in amount ca 8% were identified only in P. ponderosa. The content of essential oils in the needles slightly varied--0.65%--P. resinosa, 0.4%--P strobus, 0.3%--P. ponderosa. The antifungal activity has been investigated towards Fusarium culmorum, F solani and F. poae. The strongest activity was observed for the essential oil from P. ponderosa, which fully inhibited the growth of fungi at the following concentrations--F. culmorum, F. solani at 2% and F. poae at 5%.
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Vallat, Armelle; Gu, Hainan; Dorn, Silvia
2005-07-01
Headspace volatiles from apple-bearing twigs were collected in the field with a Radiello sampler during three different diurnal periods over the complete fruit growing season. Analyses by thermal desorption-GC-MS identified a total of 62 compounds in changing quantities, including the terpenoids alpha-pinene, camphene, beta-pinene, limonene, beta-caryophyllene and (E,E)-alpha-farnesene, the aldehydes (E)-2-hexenal, benzaldehyde and nonanal, and the alcohol (Z)-3-hexen-1-ol. The variations in emission of these plant odours were statistically related to temperature, humidity and rainfall in the field. Remarkably, rainfall had a significant positive influence on changes in volatile release during all three diurnal periods, and further factors of significance were temperature and relative humidity around noon, relative humidity in the late afternoon, and temperature and relative humidity during the night. Rainfall was associated consistently with an increase in the late afternoon in terpene and aldehyde volatiles with a known repellent effect on the codling moth, one of the key pests of apple fruit. During the summer of 2003, a season characterized by below-average rainfall, some postulated effects of drought on trees were tested by establishing correlations with rainfall. Emissions of the wood terpenes alpha-pinene, beta-pinene and limonene were negatively correlated with rainfall. Another monoterpene, camphene, was only detected in this summer but not in the previous years, and its emissions were negatively correlated with rainfall, further supporting the theory that drought can result in higher formation of secondary metabolites. Finally, the two green leaf volatiles (E)-2-hexenal and (Z)-3-hexen-1-ol were negatively correlated with rainfall, coinciding well with the expectation that water deficit stress increases activity of lipoxygenase. To our knowledge, this work represents the first empirical study concerning the influence of abiotic factors on volatile emissions from apple trees in situ.
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Lundborg, Lina; Nordlander, Göran; Björklund, Niklas; Nordenhem, Henrik; Borg-Karlson, Anna-Karin
2016-12-01
In large parts of Europe, insecticide-free measures for protecting conifer plants are desired to suppress damage by the pine weevil Hylobius abietis (L.). Treatment with methyl jasmonate (MeJA), a chemical elicitor already used in crop production, may enhance expression of chemical defenses in seedlings in conifer regenerations. However, in a previous experiment, MeJA treatment resulted in substantially better field protection for Scots pine (Pinus sylvestris L.) than for Norway spruce (Picea abies (L.) Karst.). Hypothesizing that the variations may be at least due partly to volatiles released by MeJA-treated seedlings and their effects on pine weevil orientation, we examined tissue extracts of seedlings (from the same batches as previously used) by two-dimensional GC-MS. We found that the MeJA treatment increased contents of the monoterpene (-)-β-pinene in phloem (the weevil's main target tissue) of both tree species, however, the (-)-β-pinene/(-)-α-pinene ratio increased more in the phloem of P. sylvestris. We also tested the attractiveness of individual monoterpenes found in conifer tissues (needles and phloem) for pine weevils using an arena with traps baited with single-substance dispensers and pine twigs. Trap catches were reduced when the pine material was combined with a dispenser releasing (-)-β-pinene, (+)-3-carene, (-)-bornyl acetate or 1,8-cineole. However, (-)-α-pinene did not have this effect. Thus, the greater field protection of MeJA-treated P. sylvestris seedlings may be due to the selective induction of increases in contents of the deterrent (-)-β-pinene, in contrast to strong increases in both non-deterrent (-)-α-pinene and the deterrent (-)-β-pinene in P. abies seedlings.
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Bagheri, Hossein; Abdul Manap, Mohd Yazid Bin; Solati, Zeinab
2014-04-01
The aim of this study was to optimize the antioxidant activity of Piper nigrum L. essential oil extracted using the supercritical carbon dioxide (SC-CO₂) technique. Response surface methodology was applied using a three-factor central composite design to evaluate the effects of three independent extraction variables: pressure of 15-30 MPa, temperature of 40-50 °C and dynamic extraction time of 40-80 min. The DPPH radical scavenging method was used to evaluate the antioxidant activity of the extracts. The results showed that the best antioxidant activity was achieved at 30 MPa, 40 °C and 40 min. The extracts were analyzed by GC-FID and GC-MS. The main components extracted using SC-CO₂ extraction in optimum conditions were β-caryophyllene (25.38 ± 0.62%), limonene (15.64 ± 0.15%), sabinene (13.63 ± 0.21%), 3-carene (9.34 ± 0.04%), β-pinene (7.27 ± 0.05%), and α-pinene (4.25 ± 0.06%). The essential oil obtained through this technique was compared with the essential oil obtained using hydro-distillation. For the essential oil obtained by hydro-distillation, the most abundant compounds were β-caryophyllene (18.64 ± 0.84%), limonene (14.95 ± 0.13%), sabinene (13.19 ± 0.17%), 3-carene (8.56 ± 0.11%), β-pinene (9.71 ± 0.12%), and α-pinene (7.96 ± 0.14%). Radical scavenging activity of the extracts obtained by SC-CO₂ and hydro-distillation showed an EC₅₀ of 103.28 and 316.27 µg mL(-1) respectively. Copyright © 2014 Elsevier B.V. All rights reserved.
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Nishida, Nami; Tamotsu, Satoshi; Nagata, Noriko; Saito, Chieko; Sakai, Atsushi
2005-05-01
Salvia leucophylla, a shrub observed in coastal south California, produces several volatile monoterpenoids (camphor, 1,8-cineole, beta-pinene, alpha-pinene, and camphene) that potentially act as allelochemicals. The effects of these were examined using Brassica campestris as the test plant. Camphor, 1,8-cineole, and beta-pinene inhibited germination of B. campestris seeds at high concentrations, whereas alpha-pinene and camphene did not. Root growth was inhibited by all five monoterpenoids in a dose-dependent manner, but hypocotyl growth was largely unaffected. The monoterpenoids did not alter the sizes of matured cells in either hypocotyls or roots, indicating that cell expansion is relatively insensitive to these compounds. They did not decrease the mitotic index in the shoot apical region, but specifically lowered mitotic index in the root apical meristem. Moreover, morphological and biochemical analyses on the incorporation of 5-bromo-2'-deoxyuridine into DNA demonstrated that the monoterpenoids inhibit both cell-nuclear and organelle DNA synthesis in the root apical meristem. These results suggest that the monoterpenoids produced by S. leucophylla could interfere with the growth of other plants in its vicinity through inhibition of cell proliferation in the root apical meristem.
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SOA Formation Potential of Emissions from Soil and Leaf Litter
NASA Astrophysics Data System (ADS)
Faiola, C. L.; Vanderschelden, G. S.; Wen, M.; Cobos, D. R.; Jobson, B. T.; VanReken, T. M.
2013-12-01
In the United States, emissions of volatile organic compounds (VOCs) from natural sources exceed all anthropogenic sources combined. VOCs participate in oxidative chemistry in the atmosphere and impact the concentrations of ozone and particulate material. The formation of secondary organic aerosol (SOA) is particularly complex and is frequently underestimated using state-of-the-art modeling techniques. We present findings that suggest emissions of important SOA precursors from soil and leaf litter are higher than current inventories would suggest, particularly under conditions typical of Fall and Spring. Soil and leaf litter samples were collected at Big Meadow Creek from the University of Idaho Experimental Forest. The dominant tree species in this area of the forest are ponderosa pine, Douglas-fir, and western larch. Samples were transported to the laboratory and housed within a 0.9 cubic meter Teflon dynamic chamber where VOC emissions were continuously monitored with a GC-FID-MS and PTR-MS. Aerosol was generated from soil and leaf litter emissions by pumping the emissions into a 7 cubic meter Teflon aerosol growth chamber where they were oxidized with ozone in the absence of light. The evolution of particle microphysical and chemical characteristics was monitored over the following eight hours. Particle size distribution and chemical composition were measured with a SMPS and HR-ToF-AMS respectively. Monoterpenes dominated the emission profile with emission rates up to 283 micrograms carbon per meter squared per hour. The dominant monoterpenes emitted were beta-pinene, alpha-pinene, and delta-3-carene in descending order. The composition of the SOA produced was similar to biogenic SOA formed from oxidation of ponderosa pine emissions and alpha-pinene. Measured soil/litter monoterpene emission rates were compared with modeled canopy emissions. Results suggest that during fall and spring when tree emissions are lower, monoterpene emissions within forests may be dominated by soil/litter emissions--soil/litter monoterpene emissions in spring could contribute up to 63% of total forest emissions. If this is the case, a significant portion of total forest monoterpene emission rates would be controlled by factors that affect soil/litter emissions rather than factors that affect plant emissions.
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NASA Astrophysics Data System (ADS)
Dillon, Terry J.; Dulitz, Katrin; Groß, Christoph B. M.; Crowley, John N.
2017-12-01
Pulsed laser methods for OH generation and detection were used to study atmospheric degradation reactions for three important biogenic gases: OH + isoprene (Reaction R1), OH +α-pinene (Reaction R2) and OH + Δ-3-carene (Reaction R3). Gas-phase rate coefficients were characterized by non-Arrhenius kinetics for all three reactions. For (R1), k1 (241-356 K) = (1.93±0.08) × 10-11exp{(466±12)/T} cm3 molecule-1 s-1 was determined, with a room temperature value of k1 (297 K) = (9.3±0.4) × 10-11 cm3 molecule-1 s-1, independent of bath-gas pressure (5-200 Torr) and composition (M = N2 or air). Accuracy and precision were enhanced by online optical monitoring of isoprene, with absolute concentrations obtained via an absorption cross section, σisoprene = (1.28±0.06) × 10-17 cm2 molecule-1 at λ = 184.95 nm, determined in this work. These results indicate that significant discrepancies between previous absolute and relative-rate determinations of k1 result in part from σ values used to derive the isoprene concentration in high-precision absolute determinations.
Similar methods were used to determine rate coefficients (in 10-11 cm3 molecule-1 s-1) for (R2)-(R3): k2 (238-357 K) = (1.83±0.04) × exp{(330±6)/T} and k3 (235-357 K) = (2.48±0.14) × exp{(357±17)/T}. This is the first temperature-dependent dataset for (R3) and enables the calculation of reliable atmospheric lifetimes with respect to OH removal for e.g. boreal forest springtime conditions. Room temperature values of k2 (296 K) = (5.4±0.2) × 10-11 cm3 molecule-1 s-1 and k3 (297 K) = (8.1±0.3) × 10-11 cm3 molecule-1 s-1 were independent of bath-gas pressure (7-200 Torr, N2 or air) and in good agreement with previously reported values. In the course of this work, 184.95 nm absorption cross sections were determined: σ = (1.54±0.08) × 10-17 cm2 molecule-1 for α-pinene and (2.40±0.12) × 10-17 cm2 molecule-1 for Δ-3-carene.
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Padalia, Rajendra C; Verma, Ram S; Sundaresan, Velusamy; Chanotiya, Chandan S
2010-08-01
The essential-oil compositions of leaves, flowers, and rhizomes of Alpinia galanga (L.) Willd., Alpinia calcarata Rosc., Alpinia speciosa K. Schum., and Alpinia allughas Rosc. were examined and compared by capillary GC and GC/MS. Monoterpenoids were the major oil constituents identified. 1,8-Cineole, alpha-terpineol, (E)-methyl cinnamate, camphor, terpinen-4-ol, and alpha- and beta-pinenes were the major constituents commonly distributed in leaf and flower essential oils. The presence of endo-fenchyl acetate, exo-fenchyl acetate, and endo-fenchol was the unique feature of rhizome essential oils of A. galanga, A. calcarata, and A. speciosa. On contrary, the rhizome oil of A. allughas was dominated by beta-pinene. Significant qualitative and quantitative variations were observed in essential-oil compositions of different parts of Alpinia species growing in subtemperate and subtropical regions of Northern India. Cluster analysis was performed to find similarities and differences in essential-oil compositions based on representative molecular skeletons. Monoterpenoids, viz., 1,8-cineole, terpinen-4-ol, camphor, pinenes, (E)-methyl cinnamate, and fenchyl derivatives, were used as chemotaxonomic markers.
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Murray, Ana P; Frontera, María A; Tomas, María A; Mulet, María C
2005-01-01
The essential oil composition from the aerial parts of three Anacardiaceae growing in Bahía Blanca, Argentina was studied by gas chromatography and gas chromatography-mass spectrometry. The essential oils of S. longifolia and S. fasciculata have been studied for the first time. The major constituents were alpha-pinene (46.5%), beta-pinene (15.1%) and alpha-phellandrene (10.1%) for S. longifolia and limonene (10.9%), beta-phellandrene (6.16%) and alpha-phellandrene (5.6%) for S. fasciculata. The major components of the essential oil of S. areira were limonene (28.6%), alpha-phellandrene (10.1%), sabinene (9.2%) and camphene (9.2%) differing from the literature data. The essential oils from S. areira and S. longifolia exhibited a high biotoxicity in a brine shrimp assay with Artemia persimilis.
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Dermal exposure to monoterpenes during wood work.
Eriksson, Kare; Wiklund, Leif
2004-06-01
The dermal exposure to the suspected allergenic monoterpenes [small alpha]-pinene, [small beta]-pinene and [capital Delta](3)-carene was assessed with a patch sampling technique. The patch used was made of activated charcoal sandwiched between two layers of cotton cloth. Patches were fastened at 12 different spots on a sampling overall and at the front of a cap to estimate the potential exposure of the body. Fastening two patches on a cotton glove, one patch representing the dorsal side and one patch representing the palm of the hand respectively, assessed the exposure on the hands. Sampling was carried out during collecting of pine and spruce boards in sawmills and during sawing of pine wood pieces in joinery shops respectively. The potential dermal exposure of the total body was 29.0-1 890 mg h(-1) with a geometric mean (GM) of 238 mg h(-1) during sawing. During collecting the GM was estimated to 100 mg h(-1) with a range of 12.2-959 mg h(-1). The hands had a mean exposure of 9.24 mg h(-1) during sawing and 3.25 mg h(-1) during collecting respectively. The good correlation between the mass of contamination on the individual body parts and the potential body exposure indicates that sampling can be performed on one body part to give a good estimation of the potential body exposure. Monoterpenes were detected at patches fastened underneath the protective clothing indicating a contamination of the skin of the worker. The patch used may overestimate the dermal exposure.
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Comparison of FTIR and Particle Mass Spectrometry for the Measurement of Paticulate Organic Nitrates
DOE Office of Scientific and Technical Information (OSTI.GOV)
Bruns, Emily; Perraud, Veronique; Zelenyuk, Alla
2010-02-01
While multifunctional organic nitrates are formed during the atmospheric oxidation of volatile organic compounds, relatively little is known about their signatures in particle mass spectrometers. High resolution time-of-flight aerosol mass spectrometry (HR-ToF-AMS) was applied to NH4NO3, NaNO3 and isosorbide 5-mononitrate (IMN) particles, and to secondary organic aerosol (SOA) from NO3 radical reactions at 22 C and 1 atm in air with and pinene, 3-carene, limonene and isoprene. For comparison, single particle laser ablation mass spectra (SPLAT II) were also obtained for IMN and SOA from the pinene reaction. The mass spectra of all particles exhibit significant intensity at m/z 30,more » and for the SOA, weak peaks corresponding to various organic fragments containing nitrogen [CxHyNzOa]+ were identified using HR-ToF-AMS. The NO+/NO2+ ratios from HR-ToF-AMS were 10-15 for IMN and the SOA from the and pinene, 3-carene and limonene reactions, ~5 for the isoprene reaction, 2.4 for NH4NO3 and 80 for NaNO3. The N/H ratios from HR-ToF-AMS for the SOA were smaller by a factor of 2 to 4 than the -ONO2/C-H ratios measured using FTIR on particles impacted on ZnSe windows. While the NO+/NO2+ ratio may provide a generic indication of organic nitrates under some conditions, specific identification of particulate organic nitrates awaits further development of particle mass spectrometry techniques.« less
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Nikolić, Biljana; Ristić, Mihailo; Bojović, Srdjan; Marin, Petar D
2007-05-01
The essential-oil compositions of Pinus heldreichii Christ. from Montenegro and Serbia are reported at the population level. Whitebark pine is a sub-endemic high-mountain Balkan pine relict of an anthropogenically reduced area, with large morphological diversity and insufficiently clear taxonomic position. In the pine-needle terpene profile from three populations from Montenegro, and one from Serbia, 101 compounds were detected, 72 of which could be identified (Table 3). The dominant constituents are limonene (26.3%), alpha-pinene (17.5%), germacrene D (13.5%), and beta-caryophyllene (10.4%), comprising ca. 67.7% of the essential oil. Medium-to-high contents (0.5-10%) of the following 16 additional components were found: beta-pinene, beta-myrcene, alpha-humulene, delta-cadinene, alpha-muurolene, (E)-hex-2-enal, beta-gurjunene, gamma-muurolene, isopimarol, camphene, gamma-cadinene, aromadendrene, beta-bisabolene, trans-beta-farnesene, alpha-cadinene, and (Z)-hex-3-en-1-ol. The similarity of the populations and the within-population variability was visualized by principle-component analysis (PCA) of eleven selected terpenes in 97 tree samples. Cluster and genetic analyses suggest closest connection between the two spatially most-distant populations I (Montenegro) and IV (Serbia). Based on the profile of the main sesquiterpene components, the studied populations from Montenegro and Serbia are more similar to the populations from Greece and the Central Balkan peninsula (Bosnia and Serbia-Kosovo) than to those on the furthest eastern margin of their natural range (Bulgaria).
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Taft, Spencer; Najar, Ahmed; Erbilgin, Nadir
2015-06-01
The secondary chemistry of host plants can have cascading impacts on the establishment of new insect herbivore populations, their long-term population dynamics, and their invasion potential in novel habitats. Mountain pine beetle, Dendroctonus ponderosae Hopkins (Coleoptera: Curculionidae) has recently expanded its range into forests of jack pine, Pinus banksiana Lamb., in western Canada. We investigated whether variations in jack pine monoterpenes affect beetle pheromone production, as the primary components of the beetle's aggregation pheromone, (-)-trans-verbenol and anti-aggregation pheromone (-)-verbenone, are biosynthesized from the host monoterpene α-pinene. Jack pine bolts were collected from five Canadian provinces east of the beetle's current range, live D. ponderosae were introduced into them, and their monoterpene compositions were characterized. Production of (-)-trans-verbenol and (-)-verbenone emitted by beetles was measured to determine whether pheromone production varies with monoterpene composition of jack pines. Depending on particular ratios of major monoterpenes in host phloem, jack pine could be classified into three monoterpenoid groups characterized by high amounts of (+)-α-pinene, 3-carene, or a more moderate blend of monoterpenes, and beetle pheromone production varied among these groups. Specifically, beetles reared in trees characterized by high (+)-α-pinene produced the most (-)-trans-verbenol and (-)-verbenone, while beetles in trees characterized by high 3-carene produced the least. Our results indicate that pheromone production by D. ponderosae will remain a significant aspect and important predictor of its survival and persistence in the boreal forest.
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Variations in the monoterpene composition of ponderosa pine wood oleoresin
Richard H. Smith
1964-01-01
A wide range in quantitative composition of the wood oleoresin monoterpenes was found among 64 ponderosa pines in the central Sierra Nevada by gas chromatographic analysis. An inverse relationship was found in the amount of β-pinene and Δ3-carene. Practically no difference in composition could be associated with (a) type of...
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Comparative analysis of essential oils of six Anthemis taxa from Serbia and Montenegro.
Pavlović, Milica; Lakusić, Dmitar; Kovacević, Nada; Tzakou, Olga; Couladis, Maria
2010-05-01
The essential-oil composition of six Anthemis taxa from several populations in Serbia and Montenegro, Anthemis triumfetti (L.) DC., A. tinctoria L., A. austriaca Jacq., A. ruthenica Bieb., A. cotula L., and A. cretica ssp. carpatica (Willd.) Grierson were analyzed by GC and GC/MS. The main constituents have been identified as follows: camphor (13.8-15.4%), alpha-pinene (5.2-9.3%), beta-pinene (4.9-7.8%), and (E)-caryophyllene (7.3-9.8%) in three populations, and cis-chrysanthenol (27.0%) and 1,8-cineole (8.4%) in one population of A. triumfetti; 1,8-cineole (9.0-25.8%) in the oils of five populations, and borneol (16.0%) and spatulenol (16.0%) in the oil of one population of A. tinctoria; cis-chrysanthenyl acetate (17.5-22.0%), beta-pinene (8.6-13.2%), and 1,8-cineole (7.2-10.4%) in the oils of A. austriaca; germacrene D (8.3-11.3%) and terpinen-4-ol (6.3-7.3%) in A. ruthenica oils; beta-cedrene (10.3-19.0%), (E)-beta-farnesene (7.8-13.5%), and germacrene D (5.2-9.1%) in the oils of A. cotula; cis-thujone (39.0%), trans-thujone (13.5%), and yomogi alcohol (7.1%) in the oil of A. cretica ssp. carpatica. The essential oil of A. austriaca was studied for the first time. A cluster analysis based on the relative percentages of all components of the essential oils was used to determine the distances between taxa and populations.
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Khan, Merajuddin; Mousa, Ahmad A; Syamasundar, Kodakandla V; Alkhathlan, Hamad Z
2012-08-01
The leaf and stem essential oils of Artemisia monosperma from the desert region of central Saudi Arabia were analysed by gas chromatography-based techniques (GC-FID, GC-MS, Co-GC, LRI determination, database and literature search) using polar as well as non-polar columns, which resulted in the identification of 130 components, of which 81 were common to both oils. In the leaf oil 120 compounds were identified, while 91 were identified in the stem oil accounting for 98.4% and 99.7% of the oil composition, respectively. The major constituents of the leaf oil were beta-pinene (50.3%), a-terpinolene (10.0%), limonene (5.4%) and a-pinene (4.6%), while the major constituents of the stem oil were beta-pinene (36.7%), a-terpinolene (6.4%), limonene (4.8%), beta-maaliene (3.7%), shyobunone (3.2%) and a-pinene (3.1%). The two oils showed an important qualitative similarity. However, some specific constituents (39 in the leaf oil and 10 in the stem oil) allow differentiation of the two essential oils.
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Inhibition of methane consumption in forest soils by monoterpenes
DOE Office of Scientific and Technical Information (OSTI.GOV)
Amaral, J.A.; Knowles, R.
1998-04-01
Selected monoterpenes were tested for their ability to inhibit atmospheric methane consumption by three forest soils from different vegetation types and by the cultured methanotrophic strain, Methylosinus trichosporium OB3b. Subsurface soil from coniferous (Pinus banksiana), deciduous (Populus tremuloides), and mixed hardwood (Tsuga canadensis and Prunus pensylvanica) stands was used under field-moist and slurry conditions. Most of the hydrocarbon monoterpenes tested significantly inhibited methane consumption by soils at environmentally relevant levels, with ({minus})-{alpha}-pinene being the most effective. With the exception of {beta}-myrcene, monoterpenes also strongly inhibited methane oxidation by Methylosinus trichosporium OB3b. Carbon dioxide production was stimulated in all of themore » soils by the monoterpenes tested. In one case, methane production was stimulated by ({minus})-{alpha}-pinene in an intact, aerobic core. Oxide and alcohol monoterpenoids stimulated methane production. Thus, monoterpenes appear to be potentially important regulators of methane consumption and carbon metabolism in forest soils.« less
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Nikolić, Biljana; Ristić, Mihailo; Bojović, Srdjan; Marin, Petar D
2008-07-01
The essential-oil composition of Pinus peuce Griseb. is reported at the population level. Macedonian pine is endemic high-mountain Balkan pine relict of an anthropogenically reduced area, with large morphological diversity and insufficiently clear taxonomic position. In the pine-needle terpene profile of two populations from Montenegro and one from Serbia, 78 compounds were detected, 56 of which are identified (Table 3). The dominant constituents were alpha-pinene (36.5%) and germacrene D (11.4%). The following 20 additional components were found to be present in medium-to-high amounts (0.5-10%): camphene (8.5%), bornyl acetate (6.8%), beta-pinene (6.8%), beta-caryophyllene (5.2%), beta-phellandrene (4.7%), terpinen-4-ol acetate (1.6%), (E)-hex-2-enal (1.5%), alpha-muurolene (1.2%), beta-gurjunene (1.1%), beta-myrcene (1.0%), alpha-terpinyl acetate (0.9%), alpha-phellandrene (0.8%), delta-cadinene (0.8%), alpha-humulene (0.8%), sabinene (0.7%), aromadendrene (0.6%), alpha-thujene (0.6%), gamma-muurolene (0.6%), gamma-cadinene (0.6%), alpha-terpinolene (0.5%), and one unknown component (0.5%). The similarity of the populations and the within-population variability were visualized by principle-component analysis (PCA) and genetic analysis of selected terpenes in 90 tree samples. Our study suggests a closer connection between populations II and III compared to population I. Based on the profile of the main terpene components, the studied populations are more similar to populations from Kosovo and Greece than to the population from Mt. Mokra (Montenegro) and the population in France.
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Qiu, Shi; Li, Guanna; Liu, Peng; Wang, Changhao; Feng, Zhaochi; Li, Can
2010-03-28
Characterization of the chirality evolution involved in chemical and biochemical reaction processes is extremely important to the understanding of the chiral catalysis mechanism. In this work, the chiral transition from the epoxidation of (-)-alpha-pinene to alpha-pinene oxide and successive hydrolysis to (-)-pinanediol has been studied as an archetype of the asymmetric catalysis by Raman optical activity (ROA) and the DFT calculation. Minor changes of the absolute configuration of the chiral products from (-)-alpha-pinene to (-)-pinanediol lead to the dramatic variation in ROA spectra indicating that the chirality is delocalized in the whole molecule rather than only concentrated on the chiral centers. The oxygen atom of alpha-pinene oxide contributes strong ROA signals while the two hydroxyl groups of (-)-pinanediol give no apparent contribution to the chirality in terms of ROA signals. Isolation of the two symmetric anisotropic invariants shows that the predominant contribution to the ROA signals stems from the electric dipole-magnetic dipole invariant, and the bond polarizability model is indeed found to be a good approximation for molecules composed of entirely axially-symmetric bonds in alpha-pinene oxide and (-)-pinanediol. This study demonstrates the feasibility of using ROA to sensitively monitor the variation of the chirality transition during the chiral reactions either in the chemical or biological system.
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NASA Astrophysics Data System (ADS)
Titus, Jitto; Thakur, Mrinal
2006-03-01
As recently reported, the electrical conductivity of the nonconjugated polymer, poly(beta-pinene) increases by more than ten orders of magnitude upon doping with iodine [1]. The FTIR, optical absorption and EPR measurements have shown that radical cations are formed upon doping and charge-transfer involving the isolated double-bond in poly(beta-pinene). In this report, exceptionally large two-photon absorption in iodine-doped poly(beta-pinene) will be discussed. The linear absorption spectrum of medium-doped poly(beta-pinene) have peaks at about 4 eV and 3.1 eV. The first peak is due to the radical cation and the second due to the charge-transfer between the double bond and the dopant. The two-photon absorption of the medium-doped polymer has been measured at 730-860 nm using open-aperture z-scan with 150 femtosecond pulses from a Ti:Sapphire laser. A two-photon peak at about 1.5 eV with a magnitude of more than 1 cm/MW has been observed. The large magnitude of the two-photon absorption coefficient which is proportional to the imaginary part of the third order susceptibility has been attributed to the special structure of the radical cation and the confinement within a sub-nanometer dimension. [1] Vippa, Rajagopalan and Thakur, J. Poly. Sci. Part B: Poly. Phys., 43, 3695 (2005).
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Composition of Pteryxia terebinthina var. californica (Coult. and Rose) Mathias essential oils
Beauchamp, Philip E.; Dev, Vasu; Munevar-Mendoza, Elsa; Moore, Peggy E.
2000-01-01
β-Pinene (35.0%, 53.8%) was the major component of both the aerial parts and the root oils of Pteryxia terebinthina var. californica, respectively. β-Phellandrene (12.2%) was the other most abundant component of the oil from aeial parts while δ-3-carene (14.2%) was the second abundant component of the root oil.
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Effect of cineole, alpha-pinene, and camphor on survivability of skin flaps
İnce, Bilsev; Dadacı, Mehmet; Kılınç, İbrahim; Oltulu, Pembe; Yarar, Serhat; Uyar, Mehmet
2018-06-14
Background/aim: The aim of this study was to determine the specific component of Rosmarinus officinalis (RO) responsible for increased flap survival and how RO displays its efficacy. Materials and methods: Rectangular random-pattern flaps were elevated from the back of each rat. Group I was the control group. In group II 0.1 mL of cineole, in group III 0.1 mL of alpha-pinene, in group IV 0.1 mL of camphor, in group V 0.1 mL each of alpha-pinene and cineole, in group VI 0.1 mL each of alpha-pinene and camphor, in group VII 0.1 mL each of cineole and camphor, and in group VIII, 0.1 mL each of alpha-pinene, cineole, and camphor was orally administered once a day before surgery. The luminal area of the largest blood vessel in the proximal flap was measured. Interleukin-1, tumor necrosis factor alpha, thiobarbituric acid reactive substances, and vascular endothelial growth factor values were measured. Results: The mean percentage of the viable surface area was significantly greater in groups VIII, III, and V. The mean percentage of vessel diameter was significantly greater in groups V, VIII, and VII. Conclusion: We suggest that alpha-pinene and cineole were the components of RO that were responsible for increased flap survival. The most effective of feature of RO was the antiinflammatory effects.
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Quantification of Terpenes by 1DGC-MS and 2DGC-TOF-MS
NASA Astrophysics Data System (ADS)
Flores, R. M.; Perlinger, J. A.; Doskey, P. V.
2009-12-01
Biogenic emissions are the primary source of volatile organic compounds in the global troposphere. Deciduous and coniferous forests are the principal emitters of a complex mixture of isoprene (C5H8), monoterpenes (C10H16), and sesquiterpenes (C15H24). Sesquiterpenes are readily oxidized in the atmosphere producing secondary organic aerosols (SOA) with 100% yields. The SOA are hydrophilic and scatter light, and thus, increase albedo and lead to a cooling effect. In addition, both monoterpene and sesquiterpene generated SOA are effective cloud condensation nuclei leading to an increase in the particle number concentration and to the formation of clouds that also increase albedo. To quantify the complex mixture of terpenes and their oxidation products requires development of on-line extraction and comprehensive two-dimensional gas chromatographic techniques. One objective of this work was to compare one-dimensional gas chromatography-mass spectrometry (1DGC-MS) and two-dimensional gas chromatography time-of-flight mass spectrometry (2DGC-TOFMS) for quantifying eight monoterpenes (alpha- and beta-pinene, limonene, 3-carene, linalool, terpinolene, myrcene and ocimene) and eight sesquiterpenes (beta-caryophyllene, humulene, alpha-cedrene, cis-nerolidol, trans-nerolidol, cedrol, camphene and farnesene) in air samples collected in Northern Michigan. Future research involves coupling thermal desorption and supercritical fluid extraction devices to a GC×2GC for routine quantification of the complex mixture of terpenes and their oxidation products in rural and urban air.
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Belletti, Nicoletta; Kamdem, Sylvain Sado; Tabanelli, Giulia; Lanciotti, Rosalba; Gardini, Fausto
2010-01-01
The aim of this work was to evaluate the antimicrobial activity of three terpenes (citral, linalool and beta-pinene), in combination with a mild heat treatment (55 degrees C, 15 min). The study has been carried out on an orange based soft drink inoculated using a wild strain of Saccharomyces cerevisiae. The results, expressed as growth/no-growth data, were analyzed with the logistic regression. A model comprising only of significant individual parameters (p < or = 0.05) and describing the relationships between terpene concentrations and the probability of having stable beverages was obtained. When citral and beta-pinene were combined, the citral concentration required to achieve a 50% probability of having stable bottles (P=0.5) dropped from 100.9 microL/L in the absence of beta-pinene to 49.3 microL/L in the presence of 20 microL/L of beta-pinene. The mixture of citral and linalool was less effective, in fact, the same probability (P=0.5) was obtained combining 60 microL/L of linalool with 35.1 microL/L of citral. The addition of 20 microL/L of linalool and beta-pinene reinforced citral bioactivity and the concentration of citral needed to reach P=0.5 fell from 100.9 microL/L in the presence of citral alone to 42.0 microL/L. The presence of both linalool and beta-pinene at a concentration of 40 or 60 microL/L in the absence of citral led to a lower spoilage probability (P=0.58 and P=0.93, respectively). It can be concluded that the antimicrobial potential of the three terpenes alone can be strengthened combining appropriate concentrations of each of them. This study confirmed also the potentiating effect of a mild temperature treatment on the antimicrobial efficacy of the molecules. Neither the thermal treatment alone nor the presence of the terpenes at their maximum concentrations (without thermal treatment) were able to guarantee the microbial stability of the beverages. 2009 Elsevier B.V. All rights reserved.
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Rene, Eldon R; Jin, Yaomin; Veiga, María C; Kennes, Christian
2009-11-01
Biological treatment systems have emerged as cost-effective and eco-friendly techniques for treating waste gases from process industries at moderately high gas flow rates and low pollutant concentrations. In this study, we have assessed the performance of a two-stage bioreactor, namely a biotrickling filter packed with pall rings (BTF, 1st stage) and a perlite + pall ring mixed biofilter (BF, 2nd stage) operated in series, for handling a complex mixture of hydrogen sulphide (H2S), methanol (CH3OH) and alpha-pinene (C10H16). It has been reported that the presence of H2S can reduce the biofiltration efficiency of volatile organic compounds (VOCs) when both are present in the gas mixture. Hydrogen sulphide and methanol were removed in the first stage BTF, previously inoculated with H2S-adapted populations and a culture containing Candida boidinii, an acid-tolerant yeast, whereas, in the second stage, alpha-pinene was removed predominantly by the fungus Ophiostoma stenoceras. Experiments were conducted in five different phases, corresponding to inlet loading rates varying between 2.1 and 93.5 g m(-3) h(-1) for H2S, 55.3 and 1260.2 g m(-3) h(-1) for methanol, and 2.8 and 161.1 g m(-3) h(-1) for alpha-pinene. Empty bed residence times were varied between 83.4 and 10 s in the first stage and 146.4 and 17.6 s in the second stage. The BTF, working at a pH as low as 2.7 as a result of H2S degradation, removed most of the H2S and methanol but only very little alpha-pinene. On the other hand, the BF, at a pH around 6.0, removed the rest of the H2S, the non-degraded methanol and most of the alpha-pinene vapours. Attempts were originally made to remove the three pollutants in a single acidophilic bioreactor, but the Ophiostoma strain was hardly active at pH <4. The maximum elimination capacities (ECs) reached by the two-stage bioreactor for individual pollutants were 894.4 g m(-3) h(-1) for methanol, 45.1 g m(-3) h(-1) for H2S and 138.1 g m(-3) h(-1) for alpha-pinene. The results from this study showed the potential effectiveness of a two-stage bioreactor for treating H2S together with two hydrophilic and hydrophobic VOCs that are typically emitted from wood industries.
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Soni, Rajgovind; Sharma, Gaurav; Jasuja, Nakuleshwar Dut
2016-01-01
Two Indian spices, Trachyspermum ammi and Myristica fragrans, were studied for their essential oil (EO) yielding pattern, insecticidal activity, antibacterial activity, and composition. The essential oils (EOs) of T. ammi (1.94 ± 30 mL/100 gm) and M. fragrans (5.93 ± 90 mL/100 gm) were extracted using hydrodistillation method. In Gas Chromatography analysis, the beta-pinene, alpha-pinene, alpha-p-menth-1-en-4-ol, Limonene, and elemicin were found as major constituents of T. ammi essential oil whereas M. fragrans essential oil mostly contains Gamma-Terpinolene, p-Cymene, Thymol, and beta-pinene. The insecticidal activities of EO were demonstrated using LC50 values against Plodia interpunctella and EO of T. ammi was found comparatively more effective than EO of M. fragrans. Further, individual EO and combination of essential oil were examined for antibacterial activity against three Gram (-) bacterial strains (E. coli-MTCC 443, P. vulgaris-MTCC 1771, and K. pneumoniae-MTCC number 7028) and three Gram (+) bacterial strains (S. aureus-MTCC 3381, B. subtilis-MTCC 10619, and B. megaterium-MTCC 2412) by well agar diffusion method. The essential oil in combination (CEO) exhibited higher antibacterial activity as compared with individual essential oils.
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Daniel R. Miller; John H. Borden
2000-01-01
Monoterpenes affected the attraction of three sympatric species of bark beetles (Coleoptera: Scolytidae) to pheromone-baited multiple-funnel traps in stands of lodgepole pine. Catches of Ips pini(Say) in traps baited with its pheromone, ipsdienol, were directly related to the release rates of 3-carene, Ã-pphellandrene, and Ã-pinene. Catches of
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The Economic and Environmental Benefits of Product Substitution for Organic Solvents
1991-05-01
ALPHA.TERPINEOL LINALOOL MENTHOL O Figure 3.1 - Molecular Structures of Selected Terpenes?3 20 Commercial grades of d-limonene can cause dermatitis due...Permitted GRAS Limited Menthol Permitted GRAS Limited a-Pinene Permitted GRAS Permitted P-Pinene Permitted GRAS Permitted u-Terpinene Permitted GRAS Not
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Assessment of sensitization potential of monoterpenes using the rat popliteal lymph node assay.
Friedrich, Karen; Delgado, Isabella F; Santos, Laísa M F; Paumgartten, Francisco J R
2007-08-01
The popliteal lymph node assay (PLNA) has been proposed as a screening test for detecting chemicals with potential of inducing allergic and auto-immune-like reactions in humans. In the present study, we used the rat PLNA to evaluate the immuno-sensitizing potential of 10 monoterpenes found in the essential oils of a variety of aromatic, edible and medicinal plants. The primary or direct PLNA was performed with the monoterpenes, and chlorpromazine (CPZ) and barbital were used as positive and negative controls, respectively. Female, 7-8 week-old Wistar rats were injected subcutaneously (50 microL) with the test substance (0.5, 2.5 or 5mg) into the right hind footpad while the contralateral footpad was injected with the vehicle (DMSO) alone. Weight (WI) and cellularity (CI) indices for draining PLNs were determined 7 days after treatment. PLNA was positive (WI >or= 2 and CI >or= 5) for CPZ, citral, alpha-terpinene, beta-myrcene and (-)-alpha-pinene, and negative for barbital, DMSO, (-)-menthol, 1,8-cineole, (+/-) citronellal, (+)-limonene, (+/-) camphor and terpineol. A secondary PLNA, a T-cell priming test, was carried out with the four substances that had been positive in the primary assay. Six weeks after being locally primed with 5 mg/paw, rats were sc injected into the same footpad with a dose (0.5 mg/paw) of the substance that had been previously found to be insufficient to cause a positive response. WI and CI were then calculated 4 and 7 days after the second injection. CPZ was also positive in the secondary assay thereby confirming that it is a sensitizing agent. Citral, alpha-terpinene, beta-myrcene and (-)-alpha-pinene, however, were negative in the secondary assay. In summary, citral, alpha-terpinene, beta-myrcene and (-)-alpha-pinene induced a clear immuno-stimulatory response due to their irritant properties but no monoterpene proved to be a sensitizing agent in the PLNA.
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Removal of alpha-pinene from gases using biofilters containing fungi
NASA Astrophysics Data System (ADS)
van Groenestijn, J. W.; Liu, J. X.
Biofiltration is cost-effective for the treatment of gases containing low concentrations of volatile organic compounds (<3 g m -3) . However, conventional biofilters, based on compost and bacterial activity, face problems with the elimination of hydrophobic compounds. Besides that, biofilter operational stability is often hampered by acidification and drying out of the filter bed. To overcome these problems, biofilters with fungi on inert packing material have been developed. Fungi are more resistant to acid and dry conditions than bacteria, and it is hypothesised that the aerial mycelia of fungi, which are in direct contact with the gas, can take up hydrophobic compounds faster than flat aqueous bacterial biofilm surfaces. Alpha-pinene was chosen as a model compound. It is an odorous compound emitted by the wood processing industry. In 2 l biofilter columns four different packing materials were tested: perlite, expanded clay granules, polyurethane foam cubes and compost. The filters were inoculated with forest soil and ventilated with gas containing alpha-pinene. Start up took 1-2 months and removal efficiencies of more than 90% were observed, but mostly ranged from 50% to 90% due to overloading. In the filters containing perlite, clay, polyurethane and compost volumetric removal capacities of, respectively, 24, 33, 38 and 24 g alpha- pinene m -3 filter bed h -1 were attained and the gas pressure drops in the 60 cm high filter beds measured at a superficial gas velocity of 35 m h -1 were 70, 550, 180 and 250 Pa. The results indicate that it is possible to develop biofilters based on the action of fungi with higher elimination capacities for alpha-pinene as reported in literature for bacterial biofilters. The use of polyurethane foam cubes is preferred because of the low gas pressure drop in combination with a high volumetric elimination capacity.
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A kinetic mechanism was used to link and model the gas-phase reactions and
aerosol accumulation resulting fromsrc="/ncer/pubs/images/alpha.gif">-pinene reactions in the presence of sunlight,
ozone (O3), and oxides of nitrogen
(NO
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Markó, Gábor; Novák, Ildikó; Bernáth, Jeno; Altbäcker, Vilmos
2011-07-01
Chemical polymorphism may contribute to variation in browsing damage by mammalian herbivores. Earlier, we demonstrated that essential oil concentration in juniper, Juniperus communis, was negatively associated with herbivore browsing. The aim of the present study was to characterize the volatile chemical composition of browsed and non-browsed J. communis. By using either gas chromatography with flame ionization detection (GC-FID) or an electronic nose device, we could separate sheep-browsed or non-browsed juniper shrubs by their essential oil pattern and complex odor matrix. The main components of the essential oil from J. communis were monoterpenes. We distinguished three chemotypes, dominated either by α-pinene, sabinene, or δ-3-carene. Shrubs belonging to the α-pinene- or sabinene-dominated groups were browsed, whereas all individuals with the δ-3-carene chemotype were unused by the local herbivores. The electronic nose also separated the browsed and non-browsed shrubs indicating that their odor matrix could guide sheep browsing. Responses of sheep could integrate the post-ingestive effects of plant secondary metabolites with sensory experience that stems from odor-phytotoxin interactions. Chemotype diversity could increase the survival rate in the present population of J. communis as certain shrubs could benefit from relatively better chemical protection against the herbivores.
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Traboulsi, Abdallah F; Taoubi, K; el-Haj, Samih; Bessiere, J M; Rammal, Salma
2002-05-01
The insecticidal activities of essential oil extracts from leaves and flowers of aromatic plants against fourth-instar larvae of the mosquito Culex pipiens molestus Forskal were determined. Extracts of Myrtus communis L were found to be the most toxic, followed by those of Origanum syriacum L, Mentha microcorphylla Koch, Pistacia lentiscus L and Lavandula stoechas L with LC50 values of 16, 36, 39, 70 and 89 mg litre-1, respectively. Over 20 major components were identified in extracts from each plant species. Eight pure components (1,8-cineole, menthone, linalool, terpineol, carvacrol, thymol, (1S)-(-)-alpha-pinene and (1R)-(+)-alpha-pinene) were tested against the larvae. Thymol, carvacrol, (1R)-(+)-alpha-pinene and (1S)-(-)-alpha-pinene were the most toxic (LC50 = 36-49 mg litre-1), while menthone, 1,8-cineole, linalool and terpineol (LC50 = 156-194 mg litre-1) were less toxic.
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Character impact odorants of fennel fruits and fennel tea.
Zeller, Annette; Rychlik, Michael
2006-05-17
The flavor of fennel fruits and fennel tea was examined by aroma extract dilution analysis of the respective dichloromethane extracts. In both fennel fruits and tea, trans-anethole, anisaldehyde, and trans-4,5-epoxy-2(E)-decenal showed high flavor dilution (FD) factors followed by fenchone, 1,8-cineole, (R)-alpha-pinene, estragole, and beta-myrcene. On the basis of these results, the odorants showing higher FD factors were quantified in tea as well as in fruits, and odor activity values (OAV) in tea were calculated by dividing the concentration of the compound by its recognition threshold in water. The highest OAV was found for trans-anethole, followed by estragole, fenchone, 1,8-cineole, (R)-alpha-pinene, beta-myrcene, and anisaldehyde. From a comparison of the concentrations of odorants in fruits and tea, trans-anethole and estragole showed similar extraction rates of approximately 10-15%, whereas the extraction rates for (R)-alpha-pinene, beta-myrcene, and limonene were below 2%. In contrast to this, fenchone, camphor, linalool, and carvone showed higher extraction rates (26-50%), whereas the high apparent extraction rates of anisalcohol (393%) and vanilline (480%) were attributed to the formation from precursors. Sensory studies of aqueous models containing odorants in the amounts quantified in fennel teas revealed high similarity of the models with the tea and proved that all impact odorants had been identified in their correct concentrations. Further sensory experiments showed that estragole had no odor impact on the overall flavor of fennel tea, and, therefore, a reduction of estragole in fennel products would have no negative impact on their sensoric quality. In contrast to this, trans-anethole and fenchone were found to be character impact compounds of fennel.
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Pinheiro, Marcelo de Almeida; Magalhães, Rafael Matos; Torres, Danielle Mesquita; Cavalcante, Rodrigo Cardoso; Mota, Francisca Sheila Xavier; Oliveira Coelho, Emanuela Maria Araújo; Moreira, Henrique Pires; Lima, Glauber Cruz; Araújo, Pamella Cristina da Costa; Cardoso, José Henrique Leal; de Souza, Andrelina Noronha Coelho; Diniz, Lúcio Ricardo Leite
2015-01-01
Background: Alpha-pinene (α-pinene) is a monoterpene commonly found in essential oils with gastroprotective activity obtained from diverse medicinal plants, including Hyptis species. The genus Hyptis (lamiaceae) consists of almost 400 species widespread in tropical and temperate regions of America. In the north and northeastern Brazil, some Hyptis species are used in traditional medicine to treat gastrointestinal disturbances. Objective: The present study has investigated the gastoprotective effect of purified α-pinene in experimental gastric ulcer induced by ethanol and indomethacin in mice. Materials and Methods: Gastric ulcers were induced in male Swiss mice (20-30 g) by oral administration of absolute ethanol or indomethacin 45 min after oral pretreatment with vehicle, standard control drugs or α-pinene (10, 30, and 100 mg/kg). One hour after the ulcerative challenges, the stomach were removed, and gastric lesions areas measured. The effects of α-pinene on the gastric juice acidity were determined by pylorus ligation model. The gastrointestinal motility and mucus depletion were determined by measuring the gastric levels of phenol red and alcian blue, respectively. Hematoxylin and eosin stained sections of gastric mucosa of the experimental groups were used for histology analysis. Results: α-pinene pretreatment inhibited ethanol-induced gastric lesions, reduced volume and acidity of the gastric juice and increased gastric wall mucus (P < 0.05). Furthermore, we showed an interesting correlation between concentration of α-pinene and gastroprotective effect of Hyptis species (P Pearson = 0.98). Conclusion: Our data showed that the α-pinene exhibited significant antiulcerogenic activity and a great correlation between concentration of α-pinene and gastroprotective effect of Hyptis species was also observed. PMID:25709221
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Real time in situ detection of organic nitrates in atmospheric aerosols.
Rollins, Andrew W; Smith, Jared D; Wilson, Kevin R; Cohen, Ronald C
2010-07-15
A novel instrument is described that quantifies total particle-phase organic nitrates in real time with a detection limit of 0.11 microg m(-3) min(-1), 45 ppt min(-1) (-ONO(2)). Aerosol nitrates are separated from gas-phase nitrates with a short residence time activated carbon denuder. Detection of organic molecules containing -ONO(2) subunits is accomplished using thermal dissociation coupled to laser induced fluorescence detection of NO(2). This instrument is capable of high time resolution (seconds) measurements of particle-phase organic nitrates, without interference from inorganic nitrate. Here we use it to quantify organic nitrates in secondary organic aerosol generated from high-NO(x) photooxidation of limonene, alpha-pinene, Delta-3-carene, and tridecane. In these experiments the organic nitrate moiety is observed to be 6-15% of the total SOA mass.
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Kang, Jian; Liu, Junjie; Pei, Jingjing
2017-06-01
This study investigates the volatile organic compounds (VOCs) constituents and concentration levels on a new university campus, where all of the buildings including classrooms and student dormitories were newly built and decorated within 1 year. Investigated indoor environments include dormitories, classrooms, and the library. About 30 dormitory buildings with different furniture loading ratios were measured. The characteristics of the indoor VOCs species are analyzed and possible sources are identified. The VOCs were analyzed with gas chromatography-mass spectroscopy (GC-MS). It was found that the average total VOC (TVOC) concentration can reach 2.44 mg/m 3 . Alkenes were the most abundant VOCs in dormitory rooms, contributing up to 86.5% of the total VOCs concentration. The concentration of α-pinene is the highest among the alkenes. Unlike the dormitory rooms, there is almost no room with TVOC concentration above 0.6 mg/m 3 in classroom and library buildings. Formaldehyde concentration in the dormitory rooms increased about 23.7% after the installation of furniture, and the highest level reached 0.068 mg/m 3 . Ammonia released from the building antifreeze material results in an average indoor concentration of 0.28 mg/m 3 , which is 100% over the threshold and should be seriously considered. Further experiments were conducted to analyze the source of the α-pinene and some alkanes in dormitory rooms. The results showed that the α-pinene mainly comes from the bed boards, while the wardrobes are the main sources of alkanes. The contribution of the pinewood bed boards to the α-pinene and TVOC concentration can reach up to above 90%. The same type rooms were sampled 1 year later and the decay rate of α-pinene is quite high, close to 100%, so that it almost cannot be detected in the sampled rooms. Analysis of indoor volatile organic compounds (VOCs) in newly built campus buildings in China identified the specific constituents of indoor VOCs contaminants exposed to Chinese college students. The main detected substances α-pinene, β-pinene, and 3-carene originated from solid wood bed boards and should be seriously considered. In addition, the contribution rates of building structure materials and furniture to specific VOCs constituents are quantitative calculated. Also, the decay rates of these specific constituents within 1 year are also quantitative calculated in this paper. This study can help us to better understand the sources and concentration levels of VOC contaminants in campus buildings, and to help select appropriate materials in buildings.
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NASA Astrophysics Data System (ADS)
Yassaa, Noureddine; Williams, Jonathan
A portable dynamic air sampler (PDAS) using a porous polymer solid-phase microextraction (SPME) fibre has been validated for the determination of biogenic enantiomeric and non-enantiomeric monoterpenes in air. These compounds were adsorbed in the field, and then thermally desorbed at 250 °C in a gas chromatograph injector port connected via a β-cyclodextrin capillary separating column to a mass spectrometer. The optimized method has been applied for investigating the emissions of enantiomeric monoterpenes from Pseudotsuga menziesii (Douglas-fir), Rosmarinus officinalis (Rosemary) and Lavandula lanata (Lavender) which were selected as representative of coniferous trees and aromatic plants, respectively. The enantiomers of α-pinene, sabinene, camphene, δ-3-carene, β-pinene, limonene, β-phellandrene, 4-carene and camphor were successfully determined in the emissions from the three plants. While Douglas-fir showed a strong predominance toward (-)-enantiomers, Rosemary and Lavender demonstrated a large variation in enantiomeric distribution of monoterpenes. The simplicity, rapidity and sensitivity of dynamic sampling with porous polymer coated SPME fibres coupled to chiral capillary gas chromatography/mass spectrometry (GC/MS) makes this method potentially useful for in-field investigations of atmosphere-biosphere interactions and studies of optically explicit atmospheric chemistry.
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Zheljazkov, Valtcho D; Horgan, Thomas; Astatkie, Tess; Schlegel, Vicki
2013-01-01
Fennel (Foeniculum vulgare Mill) is an essential oil crop grown worldwide for production of essential oil, as medicinal or as culinary herb. The essential oil is extracted via steam distillation either from the whole aboveground biomass (herb) or from fennel fruits (seed). The hypothesis of this study was that distillation time (DT) can modify fennel oil yield, composition, and antioxidant capacity of the oil. Therefore, the objective of this study was to evaluate the effect of eight DT (1.25, 2.5, 5, 10, 20, 40, 80, and 160 min) on fennel herb essential oil. Fennel essential oil yield (content) reached a maximum of 0.68% at 160 min DT. The concentration of trans-anethole (32.6-59.4% range in the oil) was low at 1.25 min DT, and increased with an increase of the DT. Alpha-phelandrene (0.9-10.5% range) was the lowest at 1.25 min DT and higher at 10, 80, and 160 min DT. Alpha-pinene (7.1-12.4% range) and beta-pinene (0.95-1.64% range) were higher in the shortest DT and the lowest at 80 min DT. Myrcene (0.93-1.95% range), delta-3-carene (2.1-3.7% range), cis-ocimene (0-0.23% range), and gamma-terpinene (0.22-2.67% range) were the lowest at 1.25 min DT and the highest at 160 min DT. In contrast, the concentrations of paracymene (0.68-5.97% range), fenchone (9.8-22.7% range), camphor (0.21-0.51% range), and cis-anethole (0.14-4.66% range) were highest at shorter DT (1.25-5 min DT) and the lowest at the longer DT (80-160 min DT). Fennel oils from the 20 and 160 min DT had higher antioxidant capacity than the fennel oil obtained at 1.25 min DT. DT can be used to obtain fennel essential oil with differential composition. DT must be reported when reporting essential oil content and composition of fennel essential oil. The results from this study may be used to compare reports in which different DT to extract essential oil from fennel biomass were used.
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Neurotoxic Effects of Linalool and β-Pinene on Tribolium castaneum Herbst.
Pajaro-Castro, Nerlis; Caballero-Gallardo, Karina; Olivero-Verbel, Jesus
2017-11-24
Effective, ethical pest control requires the use of chemicals that are highly specific, safe, and ecofriendly. Linalool and β-pinene occur naturally as major constituents of the essential oils of many plant species distributed throughout the world, and thus meet these requirements. These monoterpenes were tested as repellents against Tribolium castaneum , using the area preference method, after four hours of exposure and the effect transcriptional of genes associated with neurotransmission. Changes in gene expression of acetylcholinesterase (Ace1), GABA-gated anion channel splice variant 3a6a (Rdl), GABA-gated ion channel (Grd), glutamate-gated chloride channel (Glucl), and histamine-gated chloride channel 2 (Hiscl2) were assessed and the interaction with proteins important for the insect using in silico methods was also studied. For linalool and β-pinene, the repellent concentration 50 (RC 50 ) values were 0.11 µL/cm² and 0.03 µL/cm², respectively. Both compounds induced overexpression of Hiscl2 gen in adult insects, and β-pinene also promoted the overexpression of Grd and the Ace1 gene. However, β-pinene and linalool had little potential to dock on computer-generated models for GABA-gated ion channel LCCH3, nicotinic acetylcholine receptor subunits alpha1 and alpha2, and putative octopamine/tyramine receptor proteins from T. castaneum as their respective binding affinities were marginal, and therefore the repellent action probably involved mechanisms other than direct interaction with these targets. Results indicated that β-pinene was more potent than linalool in inducing insect repellency, and also had a greater capacity to generate changes in the expression of genes involved in neuronal transmission.
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ESTIMATES OF ALPHA-PINENE EMISSIONS FROM A LOBLOLLY PINE FOREST USING AN ATMOSPHERIC DIFFUSION MODEL
The body of information presented in this paper is directed to atmospheric chemists and modelers who are concerned with assessing the impact of biogenic hydrocarbon emissions. A field study was conducted to determine the emission rate of alpha-pinene from a loblolly pine forest u...
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Essential oil composition and antimicrobial activity of Santiria trimera bark.
Martins, A P; Salgueiro, L R; Gonçalves, M J; Proença da Cunha, A; Vila, R; Cañigueral, S
2003-01-01
The composition and the antimicrobial activity of the bark oil of Santiria trimera (Oliv.) Aubrév., a plant widely used by the traditional healers in S. Tomé and Príncipe, especially for wound healing, are reported for the first time. The analysis of the essential oil was carried out by GC and GC-MS. The oil contains a high content of monoterpenes, alpha-pinene (66.6 %) being the major constituent, followed by beta-pinene (20.0 %). The essential oil was active against both bacteria and fungi strains, except Staphylococcus epidermidis and Aspergillus niger. It exhibited significant antimicrobial activity against Proteus vulgaris and Cryptococcus neoformans with MICs values of 1.11 microl/ml and lower than 0.71 microl/ml, respectively.
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Comparing the variation of needle and wood terpenoids in Scots pine provenances.
Manninen, A M; Tarhanen, S; Vuorinen, M; Kainulaine, P
2002-01-01
We determined variation in both the concentration and composition of terpenoids in needles and wood within nine Scots pine (Pinus sylvestris) provenances. Seedlings of different provenances representing a 1200-km N-S transect from Estonia to northern Finland were cultivated in Suonenjoki nursery field, central Finland, for seven years. Growth of seedlings and the number of vertical resin ducts in wood were also determined. alpha-Pinene and 3-carene were the major monoterpenes both in the needles and wood. The total monoterpene concentration was about five times higher in the needles than in the wood. A strong positive correlation was found between proportional quantities of several terpenes of the needles and wood, particularly for 3-carene, sabinene, and terpinolene. The needles contained both labdane-type and tricyclic resin acids, whereas the wood contained only tricyclic ones. The wood had a four times higher tricyclic resin acid concentration than the needles. The highest total monoterpene concentration in the needles and in the wood occurred in the most northern Muonio provenance and in the most southern Saaremaa provenance plants, respectively. The amount of high 3-carene genotype trees decreased among the northern provenances. The wood of the most northern Muonio provenance showed the lowest total resin acid concentration, but provenance did not affect total tricyclic resin acids in the needles. Korpilahti provenance trees from central Finland had the best growth in height. In addition, Korpilahti and Ruokolahti provenance trees showed largest radial growth of stem and smallest number of vertical resin ducts. The results suggest that especially the proportional quantity of 3-carene in the needles could be used in estimating the amount of this compound in the wood and vice versa.
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Gminski, Richard; Tang, Tao; Mersch-Sundermann, Volker
2010-06-16
Due to the massive reduction of air-change rates in modern, energy-saving houses and dwellings, the contribution of volatile organic compound (VOCs) emissions from wood-based materials to indoor air quality has become increasingly important. To evaluate toxicity of VOC mixtures typically emitted from pine wood and oriented strand boards (OSB) and their main constituents (selected terpenes and aldehydes), cytotoxicity and genotoxicity were investigated in human A549 lung cells. To facilitate exposure directly via gas phase, a 250 L emission chamber was combined with a Vitrocell exposure system. VOC exposure concentrations were measured by GC/MSD. Biological effects were determined after an exposure time of 1h by measuring cytotoxicity (erythrosine B staining) and genotoxicity (comet assay). Neither cytotoxic nor genotoxic effects were observed for VOC mixtures emitted from pine wood or OSB at loading factors of approximately 13 m(2)/m(3) (worst case conditions) of the panels (with maximum VOC levels of about 80 mg/m(3)) in comparison to clean air. While alpha-pinene and Delta(3)-carene did not induce toxic effects even at exposure concentrations of up to 1800 mg/m(3) and 600 mg/m(3), respectively, hexanal showed a cytotoxic effect at 2000 mg/m(3). The alpha,beta-unsaturated aldehydes 2-heptenal and 2-octenal caused genotoxic effects in concentrations exceeding 100mg/m(3) and 40 mg/m(3), respectively. In conclusion, high concentrations of VOCs and VOC mixtures emitted from pine wood and OSB did not lead to adverse effects in A549 human lung cells even at concentrations 10(2) to 10(5)-fold higher than those found in normal indoor air. Attention must be paid to mutagenic and possibly carcinogenic alpha,beta-unsaturated aldehydes. Copyright 2010 Elsevier Ireland Ltd. All rights reserved.
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Mohamed, Amal A.; Ali, Sami I.; El-Baz, Farouk K.
2013-01-01
This research highlights the chemical composition, antioxidant and antibacterial activities of essential oils and various crude extracts (using methanol and methylene chloride) from Syzygium cumini leaves. Essential oils were analyzed by gas chromatography-mass spectrometry (GC-MS).The abundant constituents of the oils were: α-pinene (32.32%), β-pinene (12.44%), trans-caryophyllene (11.19%), 1, 3, 6-octatriene (8.41%), delta-3-carene (5.55%), α-caryophyllene (4.36%), and α-limonene (3.42%).The antioxidant activities of all extracts were examined using two complementary methods, namely diphenylpicrylhydrazyl (DPPH) and ferric reducing power (FRAP). In both methods, the methanol extract exhibited a higher activity than methylene chloride and essential oil extracts. A higher content of both total phenolics and flavonoids were found in the methanolic extract compared with other extracts. Furthermore, the methanol extract had higher antibacterial activity compared to methylene chloride and the essential oil extracts. Due to their antioxidant and antibacterial properties, the leaf extracts from S. cumini may be used as natural preservative ingredients in food and/or pharmaceutical industries. PMID:23593183
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Mohamed, Amal A; Ali, Sami I; El-Baz, Farouk K
2013-01-01
This research highlights the chemical composition, antioxidant and antibacterial activities of essential oils and various crude extracts (using methanol and methylene chloride) from Syzygium cumini leaves. Essential oils were analyzed by gas chromatography-mass spectrometry (GC-MS).The abundant constituents of the oils were: α-pinene (32.32%), β-pinene (12.44%), trans-caryophyllene (11.19%), 1, 3, 6-octatriene (8.41%), delta-3-carene (5.55%), α-caryophyllene (4.36%), and α-limonene (3.42%).The antioxidant activities of all extracts were examined using two complementary methods, namely diphenylpicrylhydrazyl (DPPH) and ferric reducing power (FRAP). In both methods, the methanol extract exhibited a higher activity than methylene chloride and essential oil extracts. A higher content of both total phenolics and flavonoids were found in the methanolic extract compared with other extracts. Furthermore, the methanol extract had higher antibacterial activity compared to methylene chloride and the essential oil extracts. Due to their antioxidant and antibacterial properties, the leaf extracts from S. cumini may be used as natural preservative ingredients in food and/or pharmaceutical industries.
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Invasive bark beetle-associated microbes degrade a host defensive monoterpene.
Xu, Le-Tian; Lu, Min; Sun, Jiang-Hua
2016-04-01
Conifers respond to herbivore attack with defensive chemicals, which are toxic to both insects and their associated microorganisms. Microorganisms associated with insects have been widely reported to metabolize toxic chemicals, which may help both microorganisms and host insects overcome host conifer defense. Dendroctonus valens LeConte, an introduced exotic pest from North America to China, has killed millions of healthy pines. Alpha-pinene is the most abundant defensive monoterpene in Chinese Pinus tabuliformis. Although microorganisms associated with D. valens have already been investigated, little is known about their bioactivities when encountering host defensive monoterpenes. In this study, we evaluated the influences of different concentrations of α-pinene to D. valens and the three most frequently isolated yeasts and bacteria of D. valens, and further assayed microorganisms' capabilities to degrade α-pinene. Results showed that the gallery lengths and body weight changes of bark beetles were significantly affected by 6 mg/mL and 12 mg/mL of α-pinene applied in media compared to controls. The tolerance of experimental microorganisms to α-pinene varied depending on the microbial species. Two out of three yeast strains and all three bacterial strains degraded 20%-50% of α-pinene compared to controls in 24 h in vitro. The microorganisms capable of α-pinene degradation in vitro and their tolerance to high levels of α-pinene suggested that D. valens-associated microorganisms may help both microorganisms and the bark beetle overcome host α-pinene defense. © 2015 Institute of Zoology, Chinese Academy of Sciences.
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Inhibitory effects of α-pinene on hepatoma carcinoma cell proliferation.
Chen, Wei-Qiang; Xu, Bin; Mao, Jian-Wen; Wei, Feng-Xiang; Li, Ming; Liu, Tao; Jin, Xiao-Bao; Zhang, Li-Rong
2014-01-01
Pine needle oil from crude extract of pine needles has anti-tumor effects, but the effective component is not known. In the present study, compounds from a steam distillation extract of pine needles were isolated and characterized. Alpha-pinene was identified as an active anti-proliferative compound on hepatoma carcinoma BEL-7402 cells using the MTT assay. Further experiments showed that α-pinene inhibited BEL-7402 cells by arresting cell growth in the G2/M phase of the cell cycle, downregulating Cdc25C mRNA and protein expression, and reducing cycle dependence on kinase 1(CDK1) activity. Taken together, these findings indicate that α-pinene may be useful as a potential anti-tumor drug.
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Li, Dewen; Chen, Ying; Shi, Yi; He, Xingyuan; Chen, Xin
2009-04-01
In natural environment with ambient air, ginkgo trees emitted volatile organic compounds 0.18 microg g(-1) h(-1) in July, and 0.92 microg g(-1) h(-1) in September. Isoprene and limonene were the most abundant detected compounds. In September, alpha-pinene accounted for 22.5% of the total. Elevated CO(2) concentration in OTCs increased isoprene emission significantly in July (p<0.05) and September (p<0.05), while the total monoterpenes emission was enhanced in July and decreased in September by elevated CO(2). Exposed to elevated O(3) increased the isoprene and monoterpenes emissions in July and September, and the total volatile organic compounds emission rates were 0.48 microg g(-1) h(-1) (in July) and 2.24 microg g(-1) h(-1) (in September), respectively. The combination of elevated CO(2) and O(3) did not have any effect on biogenic volatile organic compounds emissions, except increases of isoprene and Delta3-carene in September.
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Zheljazkov, Valtcho D; Astatkie, Tess; Jeliazkova, Ekaterina A; Schlegel, Vicki
2012-01-01
The objective of this study was to evaluate the effect of 15 distillation times (DT), ranging from 1.25 to 960 min, on oil yield, essential oil profiles, and antioxidant capacity of male J. scopulorum trees. Essential oil yields were 0.07% at 1.25 min DT and reached a maximum of 1.48% at 840 min DT. The concentrations of alpha-thujene (1.76-2.75%), alpha-pinene (2.9-8.7%), sabinene (45-74.7%), myrcene (2.4-3.4%), and para-cymene (0.8-3.1%) were highest at the shortest DT (1.5 to 5 min) and decreased with increasing DT. Cis-sabinene hydrate (0.5-0.97%) and linalool plus trans-sabinene (0.56-1.6%) reached maximum levels at 40 min DT. Maximum concentrations of limonene (2.3-2.8%) and pregeijerene-B (0.06-1.4%) were obtained at 360-480 min DT, and 4-terpinenol (0.7-5.7%) at 480 min DT. Alpha-terpinene (0.16-2.9%), gamma-terpinene (0.3-4.9%) and terpinolene (0.3-1.4%) reached maximum at 720 min DT. The concentrations of delta-cadinene (0.06-1.65%), elemol (0-6.0%), and 8-alpha-acetoxyelemol (0-4.4%) reached maximum at 840 min DT. The yield of the essential oil constituents increased with increasing DT. Only linalool/transsabinene hydrate reached a maximum yield at 360 min DT. Maximum yields of the following constituents were obtained at 720 min DT: alpha-thujene, alpha-pinene, camphene, sabinene, myrcene, alpha-terpinene, para-cimene, limonene, gamma-terpinene, terpinolene, and 4-terpinenol. At 840 min DT, cis-sabinene hydrate, prejeijerene-B, gamma muurolene, delta-cadinene, reached maximum. At 960 min DT, maximum yields of beta-pinene, elemol, alphaeudesmol/betaeudesmol, 8-alpha-acetoxyelemol were reached. These changes were adequately modeled by either the Michaelis-Menten or the Power (Convex) nonlinear regression models. Oils from the 480 min DT showed higher antioxidant activity compared to samples collected at 40, 160, or 960 min DT. These results show the potential for obtaining essential oils with various compositions and antioxidant capacity from male J. scopulorum by varying DT. This study can be used as a reference paper for comparing results of reports where different lengths of the DT were used.
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Cavaleiro, C; Pinto, E; Gonçalves, M J; Salgueiro, L
2006-06-01
The increasing resistance to antifungal compounds and the reduced number of available drugs led us to search therapeutic alternatives among aromatic plants and their essential oils, empirically used by antifungal proprieties. In this work the authors report on the antifungal activity of Juniperus essential oils (Juniperus communis ssp. alpina, J. oxycedrus ssp. oxycedrus and J. turbinata). Antifungal activity was evaluated by determination of MIC and MLC values, using a macrodilution method (NCCLS protocols), on clinical and type strains of Candida, Aspergillus and dermatophytes. The composition of the oils was ascertained by GC and GC/MS analysis. All essential oils inhibited test dermatophyte strains. The oil from leaves of J. oxycedrus ssp. oxycedrus is the most active, with MIC and MLC values ranging from 0.08-0.16 microl ml(-1) to 0.08-0.32 microl ml(-1), respectively. This oil is mainly composed of alpha-pinene (65.5%) and delta-3-carene (5.7%). J. oxycedrus ssp. oxycedrus leaf oil proved to be an emergent alternative as antifungal agent against dermatophyte strains. delta-3-Carene, was shown to be a fundamental compound for this activity. Results support that essential oils or some of their constituents may be useful in the clinical management of fungal infections, justifying future clinical trials to validate their use as therapeutic alternatives for dermatophytosis.
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Rali, Topul; Wossa, Stewart W; Leach, David N; Waterman, Peter G
2007-03-09
Exhaustive hydro-distillation of the leaves of Piper aduncum and fruits of Piper gibbilimbum (Piperaceae) afforded colorless and pale orange colored oils in 0.35 and 0.30 % yields, respectively. Detailed chemical analysis by GC/MS indicated the volatile constituents of Piper aduncum to be composed of dill apiole (43.3%), beta-caryophyllene (8.2%), piperitione (6.7%) and alpha-humulene (5.1%), whilst the oil of P. gibbilimbum is dominated by the gibbilimbols A-D (74.2%), with the remaining major constituents being the terpenes camphene (13.6%) and alpha-pinene (6.5%).
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Ex vivo skin absorption of terpenes from Vicks VapoRub ointment.
Cal, Krzysztof; Sopala, Monika
2008-08-01
The pharmaceutical market offers a wide range of inhalant drug products applied on the skin that contain essential oils and/or their isolated compounds, i.e. terpenes. Because there are few data concerning the skin penetration of terpenes, especially from complex carriers, the goal of this study was to determine the ex vivo skin absorption kinetics of chosen terpenes, namely eucalyptol, menthol, camphor, alpha-pinene, and beta-pinene, from the product Vicks VapoRub. Human cadaver skin was placed in a flow-through diffusion chamber and the product was applied for 15, 30, and 60 min. After the application time the skin was separated into layers using a tape-stripping technique: three fractions of stratum corneum and epidermis with dermis, and terpenes amounts in the samples were determined by gas-chromatography. The investigated terpenes showed different absorption characteristics related to their physicochemical properties and did not permeate through the skin into the acceptor fluid. Eucalyptol had the largest total accumulation in the stratum corneum and in the epidermis with dermis, while alpha-pinene penetrated into the skin in the smallest amount. The short time in which saturation of the stratum corneum with the terpenes occurred and the high accumulation of most of the investigated terpenes in the skin layers proved that these compounds easily penetrate and permeate the stratum corneum and that in vivo they may easily penetrate into the blood circulation.
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NASA Astrophysics Data System (ADS)
Watne, Ågot K.; Westerlund, Jonathan; Hallquist, Åsa M.; Brune, William H.; Hallquist, Mattias
2017-12-01
The behaviour of secondary organic aerosols (SOA) in the atmosphere is highly dependent on their thermal properties. Here we investigate the volatility of SOA formed from alpha-pinene, beta-pinene and limonene upon ozone- and OH-induced oxidation, and the effect of OH-induced ageing on the initially produced SOA. For all three terpenes, the ozone-induced SOA was less volatile than the OH-induced SOA. The thermal properties of the SOA were described using three parameters extracted from the volatility measurements: the temperature at which 50 per cent of the volume has evaporated (TVFR0.5), which is used as a general volatility indicator; a slope factor (SVFR), which describes the volatility distribution; and TVFR0.1, which measures the volatility of the least volatile particle fraction. Limonene-derived SOA generally had higher TVFR0.5 values and shallower slopes than SOA derived from alpha- and beta-pinene. This was especially true for the ozone-induced SOA, partially because the ozonolysis of limonene has a strong tendency to cause SOA formation and to produce extremely low volatility VOCs (ELVOCs). Ageing by OH exposure did not reduce TVFR0.5 for any of the studied terpenes but did increase the breadth of the volatility distribution by increasing the aerosols heterogeneity and contents of substances with different vapour pressures, also leading to increases in TVFR0.1. This stands in contrast to previously reported results from smog chamber experiments, in which TVFR0.5 always increased with ageing. These results demonstrate that there are two opposing processes that influence the evolution of SOAs thermal properties as they age, and that results from both flow reactors and static chambers are needed to fully understand the temporal evolution of atmospheric SOA thermal properties.
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Essential oils from Schinus species of northwest Argentina: Composition and antifungal activity.
Sampietro, Diego A; Belizana, Maria Melina E; Baptista, Zareath P Terán; Vattuone, Marta A; Catalán, Cesar A N
2014-07-01
The composition of the essential oils from leaves (Sal) and fruits of S. areira (Saf), and fruits of S. fasciculatus (Sff) and S. gracilipes (Sgf) were analyzed by GC/MS. The major compounds identified were sabinene (26.0 +/- 0.5%), bicyclogermacrene (14.5 +/- 0.4%), and E-citral (6.7+/- 0.2%) in Sal oil, limonene (27.7 +/- 0.7%), sabinene (16.0+/- 0.5%), beta-phellandrene (14.6 +/- 0.8%) and bicyclogermacrene (8.1 +/- 0.2%) in Saf oil, sabinene (22.7 +/- 0.6%), alpha-phellandrene (18.7 +/- 0.3%), beta-phellandrene (15.7 +/- 0.4%), and bicyclogermacrene (8.1 +/- 0.2%) in Sff oil and beta-pinene (25.4 +/- 0.8%), alpha-pinene (24.7 +/- 0.7%), and sabinene (13.6 +/- 0.4%) in Sgf oil.The antifungal activity of the four oils was evaluated on strains of Fusarium verticillioides and F. graminearum, and the results compared with the effect of epoxyconazole, pyraclostrobin and thyme oil. The Sff oil had the highest antifungal activity among the Schinus oils tested, with MIC100 (F. graminearum) = 6 per thousand and MIC100 (F. verticillioides) = 12 per thousand. A principal component analysis suggests that 9 constituents (alpha-thujene, alpha-terpinene, p-cymene, gamma-terpinene, terpinolene, 1-terpineol, alpha-calacorene, alpha-phellandrene, and terpinen-4-ol) explain the higher antifungal effect of Sff. The MIC100s of Schinus oils were on average 30-60 and 8.5-17 fold lower than those obtained for thyme oil on F. verticillioides and F. graminearum, respectively. In the case of commercial fungicides, their MIC100s were three orders of magnitude lower than those of Schinus oils. The last ones showed an additive interaction when assayed in mixtures with the commecial fungicides and thyme oil. The results suggest that the doses of fungicides required for control of the Fusarium species can be reduced when they are assayed in mixtures with the Schinus oils.
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Antimicrobial activity of juniper berry essential oil (Juniperus communis L., Cupressaceae).
Pepeljnjak, Stjepan; Kosalec, Ivan; Kalodera, Zdenka; Blazević, Nikola
2005-12-01
Juniper essential oil (Juniperi aetheroleum) was obtained from the juniper berry, and the GC/MS analysis showed that the main compounds in the oil were alpha-pinene (29.17%) and beta-pinene (17.84%), sabinene (13.55%), limonene (5.52%), and mircene (0.33%). Juniper essential oil was evaluated for the antimicrobial activity against sixteen bacterial species, seven yeast-like fungi, three yeast and four dermatophyte strains. Juniper essential oil showed similar bactericidal activities against Gram-positive and Gram-negative bacterial species, with MIC values between 8 and 70% (V/V), as well as a strong fungicidal activity against yeasts, yeast-like fungi and dermatophytes, with MIC values below 10% (V/V). The strongest fungicidal activity was recorded against Candida spp. (MIC from 0.78 to 2%, V/V) and dermatophytes (from 0.39 to 2%, V/V).
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Mechanistic and kinetic insights into the thermally induced rearrangement of alpha-pinene.
Stolle, Achim; Ondruschka, Bernd; Findeisen, Matthias
2008-11-07
The thermal rearrangement of alpha-pinene (1) is interesting from mechanistic as well as kinetic point of view. Carrier gas pyrolyses with 1 and its acyclic isomers ocimene (2) and alloocimene (3) were performed to investigate the thermal network of these hydrocarbons. Kinetic analysis of the major reaction steps allows for a deeper insight in the reaction mechanism. Thus it was possible to explain the racemization of 1, the formation of racemic limonene (4), and the absence of the primary pyrolysis product 2 in the reaction mixture resulting from thermal rearrangement of 1. Results supported the conclusion that the reactions starting with 1 involve biradical transition states.
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Nikolić, Miloš M; Jovanović, Katarina K; Marković, Tatjana Lj; Marković, Dejan Lj; Gligorijević, Nevenka N; Radulović, Siniša S; Kostić, Marina; Glamočlija, Jasmina M; Soković, Marina D
2017-11-01
The chemical composition, antimicrobial and synergistic effect, and cytotoxic activity of Citrus limon (lemon), Piper nigrum (green pepper) and Melaleuca alternifoila (tea tree) essential oils (EOs) were investigated. Chemical analyses of essential oils were tested by GC-FID and GC-MS spectroscopy. The antimicrobial activity assay was conducted using microdilution method against several oral bacteria and Candida spp. originating from the humans with oral disorders. The synergistic antimicrobial activity was evaluated using checkerboard method. The cytotoxicity evaluation of EOs was assessed using MTT test. Limonene (37.5%) and β-pinene (17.9%) were the major compounds in C. limon oil, β-pinene (34.4%), δ-3-carene (19.7%), limonene (18.7%) and α-pinene (10.4%) in P. nigrum oil and terpinen-4-ol (38.6%) and γ-terpinene (21.7%) in M. alternifolia oil. The broad-spectrum antimicrobial activity was achieved by tested three EOs, with C. limon oil being the strongest against bacteria and M. alternifolia oil strongest against fungi. The EOs demonstrated synergism; their combined application revealed an increase in antimicrobial activity. All tested essential oils showed lower cytotoxic activity in comparison with the positive control, and the obtained results confirmed a dose-dependent activity. The results of this study encourage use of tested EOs in development of a novel agent intended for prevention or therapy of corresponding oral disorders. © 2017 Royal Pharmaceutical Society.
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Bendaoud, Houcine; Romdhane, Mehrez; Souchard, Jean Pierre; Cazaux, Sylvie; Bouajila, Jalloul
2010-08-01
Essential oils were obtained by steam distillation from berries of Schinus molle L. and Schinus terebinthifolius Raddi originating from southern of Tunisia and analyzed by GC-FID and GC-MS. Among 57 and 62 compounds (%[mg/100 g dry matter]) identified in these oils, the main were alpha-phellandrene (46.52%[1256.15] and 34.38%[859.60]), beta-phellandrene (20.81%[561.74] and 10.61%[265.15]), alpha-terpineol (8.38%[226.26] and 5.60%[140.03]), alpha-pinene (4.34%[117.29] and 6.49%[162.25]), beta-pinene (4.96%[133.81] and 3.09%[77.30]) and p-cymene (2.49%[67.28] and 7.34%[183.40]), respectively. A marked quantity of gamma-cadinene (18.04%[451.05]) was also identified in the S. terebinthifolius essential oil whereas only traces (0.07%[1.81]) were detected in the essential oil of S. molle. The in vitro antioxidant and antiradical scavenging properties of the investigated essential oils were evaluated by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-Azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. Essential oil of S. terebinthifolius expressed stronger antioxidant activity in the ABTS assay, with an IC(50) of 24 +/- 0.8 mg/L, compared to S. molle (IC(50)= 257 +/- 10.3 mg/L). Essential oils were also evaluated for their anticancer activities against human breast cancer cells (MCF-7). S. terebinthifolius essential oil was more effective against tested cell lines (IC(50)= 47 +/- 9 mg/L) than that from S. molle (IC(50)= 54 +/- 10 mg/L). Suggestions on relationships between chemical composition and biological activities are outlined.
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Koutsoudaki, Christina; Krsek, Martin; Rodger, Alison
2005-10-05
The essential oil and gum of Pistacia lentiscus var. chia, commonly known as the mastic tree, are natural antimicrobial agents that have found extensive uses in medicine in recent years. In this work, the chemical composition of mastic oil and gum was studied by GC-MS, and the majority of their components was identified. alpha-Pinene, beta-myrcene, beta-pinene, limonene, and beta-caryophyllene were found to be the major components. The antibacterial activity of 12 components of mastic oil and the oil itself was evaluated using the disk diffusion method. Furthermore, attempts were made to separate the essential oil into different fractions in order to have a better picture of the components responsible for its antibacterial activity. Several trace components that appear to contribute significantly to the antibacterial activity of mastic oil have been identified: verbenone, alpha-terpineol, and linalool. The sensitivity to these compounds was different for different bacteria tested (Escherichia coli, Staphylococcus aureus, and Bacillus subtilis), which suggests that the antibacterial efficacy of mastic oil is due to a number of its components working synergistically. The establishment of a correlation between the antibacterial activity of mastic oil and its components was the main purpose of this research. Mastic gum was also examined, but it proved to be more difficult to handle compared to the essential oil.
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Variation in monoterpene content among geographic sources of eastern white pine
A.R. Gilmore; J.J. Jokela
1977-01-01
Variations of monoterpenes in cortical oleoresins and foliar samples were determined for seed from 16 provenances of eastern white pine (Pinus strobus L.). The experiment was analyzed using the "raw" and the arcsine "transformed" data. Alpha-pinene, camphene, and β-pinene varied between seed sources when "raw" data were analyzed...
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NASA Astrophysics Data System (ADS)
Mutzel, Anke; Rodigast, Maria; Iinuma, Yoshiteru; Böge, Olaf; Herrmann, Hartmut
2016-04-01
Investigation of the consecutive reactions of first-generation terpene oxidation products provides insight into the formation of secondary organic aerosol (SOA). To this end, OH radical reactions with α-pinene, β-pinene, and limonene were examined along with the OH-oxidation of nopinone as a β-pinene oxidation product and pinonaldehyde and myrtenal as α-pinene oxidation products. The SOA yield of β-pinene (0.50) was much higher than that of α-pinene (0.35) and the limonene/OH system (0.30). This is opposite to the ozonolysis SOA yields described in the literature. The growth curve of SOA from β-pinene shows the contribution of secondary reactions, such as further reaction of nopinone. This contribution (17%) and the high SOA yield of nopinone (0.24) might lead to the high SOA formation potential observed for β-pinene. The majority of the C9 oxidation products observed from β-pinene can be attributed to the consecutive reaction of nopinone, whereas in the case of pinonaldehyde, only a few α-pinene oxidation products were identified. Nopinone contributes significantly to the formation of pinic acid (51%), homoterpenylic acid (74%), and 3-methyl-1,2,3-butane-tricarboxylic acid (MBTCA, 88%) during β-pinene oxidation. The oxidation of pinonaldehyde was expected to produce important SOA markers, but only negligible amounts were identified. This indicates that their formation by oxidation of α-pinene must proceed via different pathways from the further oxidation of pinonaldehyde. Only pinonic acid and MBTCA were found in considerable amounts and were formed in α-pinene oxidation with 57% yield, while that for the pinonaldehyde/OH reaction was 33%. The lack of important SOA marker compounds might cause the low SOA yield (0.07) observed for pinonaldehyde. Based on the low SOA yield, pinonaldehyde contributes only 4.5% to α-pinene SOA. Myrtenal was identified among the gas-phase products of α-pinene oxidation. A majority of α-pinene SOA marker compounds was indeed formed by myrtenal oxidation, especially terebic acid (84%), pinic acid (76%), and diaterpenylic acid acetate (DTAA; 40%). In general, the contribution of myrtenal to α-pinene SOA is estimated to be as high as 23%. Among the detected compounds, homoterpenylic acid was positively identified as a new SOA marker compound, which was formed from β-pinene/OH and nopinone/OH but not from α-pinene/OH. A new reaction pathway yielding MBTCA was also identified in the β-pinene/OH system formed by the oxidation of nopinone, while in the case of α-pinene, the oxidation of pinonaldehyde yielded MBTCA.
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Costello, Sheryl L; Negrón, José F; Jacobi, William R
2008-04-01
Recent large-scale wildfires have increased populations of wood-boring insects in the Black Hills of South Dakota. Because little is known about possible impacts of wood-boring insects in the Black Hills, land managers are interested in developing monitoring techniques such as flight trapping with semiochemical baits. Two trap designs and four semiochemical attractants were tested in a recently burned ponderosa pine, Pinus ponderosa Dougl. ex Laws., forest in the Black Hills. Modified panel and funnel traps were tested in combination with the attractants, which included a woodborer standard (ethanol and alpha-pinene), standard plus 3-carene, standard plus ipsenol, and standard plus ipsdienol. We found that funnel traps were equally efficient or more efficient in capturing wood-boring insects than modified panel traps. Trap catches of cerambycids increased when we added the Ips spp. pheromone components (ipsenol or ipsdienol) or the host monoterpene (3-carene) to the woodborer standard. During the summers of 2003 and 2004, 18 cerambycid, 14 buprestid, and five siricid species were collected. One species of cerambycid, Monochamus clamator (LeConte), composed 49 and 40% of the 2003 and 2004 trap catches, respectively. Two other cerambycids, Acanthocinus obliquus (LeConte) and Acmaeops proteus (Kirby), also were frequently collected. Flight trap data indicated that some species were present throughout the summer, whereas others were caught only at the beginning or end of the summer.
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Impacts of simulated herbivory on VOC emission profiles from coniferous plants
DOE Office of Scientific and Technical Information (OSTI.GOV)
Faiola, C. L.; Jobson, B. T.; VanReken, T. M.
The largest global source of volatile organic compounds (VOCs) in the atmosphere is from biogenic emissions. Plant stressors associated with a changing environment can alter both the quantity and composition of the compounds that are emitted. This study investigated the effects of one global change stressor, increased herbivory, on plant emissions from five different coniferous species: bristlecone pine ( Pinus aristata), blue spruce ( Picea pungens), western redcedar ( Thuja plicata), grand fir ( Abies grandis), and Douglas-fir ( Pseudotsugas menziesii). Herbivory was simulated in the laboratory via exogenous application of methyl jasmonate, an herbivory proxy. Gas-phase species were measuredmore » continuously with a gas chromatograph coupled to a mass spectrometer and flame ionization detector (GC-MS-FID). Stress responses varied between the different plant types and even between experiments using the same set of saplings. The compounds most frequently impacted by the stress treatment were alpha-pinene, beta-pinene, 1,8-cineol, beta-myrcene, terpinolene, limonene, and the cymene isomers. Individual compounds within a single experiment often exhibited a different response to the treatment from one another.« less
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Impacts of simulated herbivory on volatile organic compound emission profiles from coniferous plants
DOE Office of Scientific and Technical Information (OSTI.GOV)
Faiola, C. L.; Jobson, B. T.; VanReken, T. M.
The largest global source of volatile organic compounds (VOCs) in the atmosphere is from biogenic emissions. Plant stressors associated with a changing environment can alter both the quantity and composition of the compounds that are emitted. This study investigated the effects of one global change stressor, increased herbivory, on plant emissions from five different coniferous species: bristlecone pine ( Pinus aristata), blue spruce ( Picea pungens), western redcedar ( Thuja plicata), grand fir ( Abies grandis), and Douglas-fir ( Pseudotsuga menziesii). Herbivory was simulated in the laboratory via exogenous application of methyl jasmonate (MeJA), a herbivory proxy. Gas-phase species weremore » measured continuously with a gas chromatograph coupled to a mass spectrometer and flame ionization detector (GC–MS–FID). Stress responses varied between the different plant types and even between experiments using the same set of saplings. Here, the compounds most frequently impacted by the stress treatment were alpha-pinene, beta-pinene, 1,8-cineol, beta-myrcene, terpinolene, limonene, and the cymene isomers. Individual compounds within a single experiment often exhibited a different response to the treatment from one another.« less
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Impacts of simulated herbivory on VOC emission profiles from coniferous plants
Faiola, C. L.; Jobson, B. T.; VanReken, T. M.
2014-09-18
The largest global source of volatile organic compounds (VOCs) in the atmosphere is from biogenic emissions. Plant stressors associated with a changing environment can alter both the quantity and composition of the compounds that are emitted. This study investigated the effects of one global change stressor, increased herbivory, on plant emissions from five different coniferous species: bristlecone pine ( Pinus aristata), blue spruce ( Picea pungens), western redcedar ( Thuja plicata), grand fir ( Abies grandis), and Douglas-fir ( Pseudotsugas menziesii). Herbivory was simulated in the laboratory via exogenous application of methyl jasmonate, an herbivory proxy. Gas-phase species were measuredmore » continuously with a gas chromatograph coupled to a mass spectrometer and flame ionization detector (GC-MS-FID). Stress responses varied between the different plant types and even between experiments using the same set of saplings. The compounds most frequently impacted by the stress treatment were alpha-pinene, beta-pinene, 1,8-cineol, beta-myrcene, terpinolene, limonene, and the cymene isomers. Individual compounds within a single experiment often exhibited a different response to the treatment from one another.« less
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Impacts of simulated herbivory on volatile organic compound emission profiles from coniferous plants
Faiola, C. L.; Jobson, B. T.; VanReken, T. M.
2015-01-28
The largest global source of volatile organic compounds (VOCs) in the atmosphere is from biogenic emissions. Plant stressors associated with a changing environment can alter both the quantity and composition of the compounds that are emitted. This study investigated the effects of one global change stressor, increased herbivory, on plant emissions from five different coniferous species: bristlecone pine ( Pinus aristata), blue spruce ( Picea pungens), western redcedar ( Thuja plicata), grand fir ( Abies grandis), and Douglas-fir ( Pseudotsuga menziesii). Herbivory was simulated in the laboratory via exogenous application of methyl jasmonate (MeJA), a herbivory proxy. Gas-phase species weremore » measured continuously with a gas chromatograph coupled to a mass spectrometer and flame ionization detector (GC–MS–FID). Stress responses varied between the different plant types and even between experiments using the same set of saplings. Here, the compounds most frequently impacted by the stress treatment were alpha-pinene, beta-pinene, 1,8-cineol, beta-myrcene, terpinolene, limonene, and the cymene isomers. Individual compounds within a single experiment often exhibited a different response to the treatment from one another.« less
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Predictors of monoterpene exposure in the Danish furniture industry.
Hagström, Katja; Jacobsen, Gitte; Sigsgaard, Torben; Schaumburg, Inger; Erlandsen, Mogens; Schlunssen, Vivi
2012-04-01
Individuals who work with pine in the furniture industry may be exposed to monoterpenes, the most abundant of which are α-pinene, β-pinene, and Δ(3)-carene. Monoterpenes are suspected to cause dermatitis and to harm the respiratory system. An understanding of the predictors of monoterpene exposure is therefore important in preventing these adverse effects. These predictors may include general characteristics of the work environment and specific work operations. We sought to assess the extent to which workers are exposed to monoterpenes and to identify possible predictors of monoterpene exposure in the pine furniture industry in Denmark. Passive measurements of the levels of selected monoterpenes (α-pinene, β-pinene, and Δ(3)-carene) were performed on 161 subjects from 17 pine furniture factories in Viborg County, Denmark; one sample was acquired from each worker. Additionally, wood dust samples were collected from 145 workers. Data on potential predictors of exposure were acquired over the course of the day on which the exposure measurements were recorded and could be assigned to one of four hierarchic ordered levels: worker, machine, department, and factory. In addition to univariate analyses, a mixed model was used to account for imbalances within the data and random variation with each of the hierarchically ordered levels. The geometric mean (GM) monoterpene content observed over the 161 measurements was 7.8 mg m(-3) [geometric standard deviation (GSD): 2.4]; the GM wood dust level over 145 measurements was 0.58 mg m(-3) (GSD: 1.49). None of the measured samples exceeded the occupational exposure limit for terpenes in Denmark (25 ppm, 150 mg m(-3)). In the univariate analyses, half of the predictors tested were found to be significant; the multivariate model indicated that only three of the potential predictors were significant. These were the recirculation of air in rooms used for the processing of wood (a factory level predictor), the presence of a supplementary cold air intake (departmental level), and the operation of a glue press (machine level). However, only one factory of the 17 examined used a supplementary cold air intake, and while very high monoterpene levels were observed there, this may be due to factors other than the supplementary intake. In contrast to the situation with wood dust, we found that the bulk of the variation in the data (65%) was attributable to variability on the factory level, with comparatively little being due to the departmental (16%) and machine (0.5%) levels. The fixed terms in the model accounted for 31.8% of the total variance. The predictors of monoterpenes are not the same as those for wood dust exposure; this has implications for the implementation of preventative measures in factories. In order to decrease monoterpene exposure, efforts should be focused on minimizing the recirculation of air in rooms used for woodworking and on increasing awareness of the importance of effective ventilation and enclosure when operating a glue press.
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Martin, Diane M; Fäldt, Jenny; Bohlmann, Jörg
2004-08-01
Constitutive and induced terpenoids are important defense compounds for many plants against potential herbivores and pathogens. In Norway spruce (Picea abies L. Karst), treatment with methyl jasmonate induces complex chemical and biochemical terpenoid defense responses associated with traumatic resin duct development in stems and volatile terpenoid emissions in needles. The cloning of (+)-3-carene synthase was the first step in characterizing this system at the molecular genetic level. Here we report the isolation and functional characterization of nine additional terpene synthase (TPS) cDNAs from Norway spruce. These cDNAs encode four monoterpene synthases, myrcene synthase, (-)-limonene synthase, (-)-alpha/beta-pinene synthase, and (-)-linalool synthase; three sesquiterpene synthases, longifolene synthase, E,E-alpha-farnesene synthase, and E-alpha-bisabolene synthase; and two diterpene synthases, isopimara-7,15-diene synthase and levopimaradiene/abietadiene synthase, each with a unique product profile. To our knowledge, genes encoding isopimara-7,15-diene synthase and longifolene synthase have not been previously described, and this linalool synthase is the first described from a gymnosperm. These functionally diverse TPS account for much of the structural diversity of constitutive and methyl jasmonate-induced terpenoids in foliage, xylem, bark, and volatile emissions from needles of Norway spruce. Phylogenetic analyses based on the inclusion of these TPS into the TPS-d subfamily revealed that functional specialization of conifer TPS occurred before speciation of Pinaceae. Furthermore, based on TPS enclaves created by distinct branching patterns, the TPS-d subfamily is divided into three groups according to sequence similarities and functional assessment. Similarities of TPS evolution in angiosperms and modeling of TPS protein structures are discussed.
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Influence of light and temperature on monoterpene emission rates from slash pine.
Tingey, D T; Manning, M; Grothaus, L C; Burns, W F
1980-05-01
There is a growing awareness of vegetation's role as a source of potentially reactive hydrocarbons that may serve as photochemical oxidant precursors. This study assessed the influence of light and temperature, independently, on monoterpene emissions from slash pine (Pinus elliottii Engelm.). Plants were preconditioned in a growth chamber, then transferred to an environmentally controlled gas exchange chamber. Samples of the chamber atmosphere were collected; the monoterpenes were concentrated cryogenically and measured by gas chromatography. Five monoterpenes (alpha-pinene, beta-pinene, myrcene, limonene, and beta-phellandrene) were present in the vapor phase surrounding the plants in sufficient quantity for reliable measurement. Light did not directly influence monoterpene emission rates since the emissions were similar in both the dark and at various light intensities. Monoterpene emission rates increased exponentially with temperature (i. e. emissions depend on temperature in a log-linear manner). The summed emissions of the five monoterpenes ranged from 3 to 21 micrograms C per gram dry weight per hour as temperature was increased from 20 to 46 C. Initially, emission rates from heat-stressed needles were similar to healthy needles, but rates decreased 11% per day. Daily carbon loss through monoterpene emissions accounted for approximately 0.4% of the carbon fixed during photosynthesis.
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El Alami, Mohammed Samir Ibn; El Amrani, Mohamed Amin; Agbossou-Niedercorn, Francine; Suisse, Isabelle; Mortreux, André
2015-01-19
The preparation of optically pure secondary alcohols in the presence of catalysts based on chiral ligands derived from monoterpenes, such as pinenes, limonenes and carenes, is reviewed. A wide variety of these ligands has been synthesized and used in several catalytic reactions, including hydrogen transfer, C-C bond formation via addition of organozinc compounds to aldehydes, hydrosilylation, and oxazaborolidine reduction, leading to high activities and enantioselectivities. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Maxia, Andrea; Marongiu, Bruno; Piras, Alessandra; Porcedda, Silvia; Tuveri, Enrica; Gonçalves, Maria J; Cavaleiro, Carlos; Salgueiro, Ligia
2009-01-01
The essential oils and supercritical CO(2) extracts of wild Daucus carota L. subsp. carota growing spontaneously in Sardinia and in Portugal were investigated. The main components in the Sardinian essential oil of flowering and mature umbels with seeds are beta-bisabolene (17.6-51.0%) and 11-alpha-(H)-himachal-4-en-1-beta-ol (9.0-21.6%); instead, the oils from Portuguese samples are predominantly composed of geranyl acetate (5.2-65.0%) and alpha-pinene (3.5-37.9%). Supercritical extracts contain lower amounts of monoterpenes and higher amounts of sesquiterpene hydrocarbons. Antifungal activities of the Sardinian oils were the highest, particularly for dermatophytes and Cryptococcus neoformans, with MIC values of 0.16-0.64 microL mL(-1).
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High-Density Renewable Fuels Based on the Selective Dimerization of Pinenes
2009-01-01
spectrometry (GC/MS), revealing that the principal reaction was isomerization to a mixture of camphene, limonene , and R-pinene, with some β-pinene...ratio of R-pinene/ camphene/β-pinene/ limonene was roughly 3:5:2:4. Heating the mixture to the reflux temperature of heptane led to a vigorous...important product is p-cymene, which is derived from limonene . Pre- vious studies suggest that the mechanism for formation of p-cymene proceeds
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Salomon, María Victoria; Bottini, Rubén; de Souza Filho, Gonçalo Apolinário; Cohen, Ana Carmen; Moreno, Daniela; Gil, Mariana; Piccoli, Patricia
2014-08-01
Eleven bacterial strains were isolated at different soil depths from roots and rhizosphere of grapevines from a commercial vineyard. By 16S rRNA gene sequencing 10 different genera and 8 possible at species level were identified. From them, Bacillus licheniformis Rt4M10 and Pseudomonas fluorescens Rt6M10 were selected according to their characteristics as plant growth promoting rhizobacteria (PGPR). Both produced abscisic acid (ABA), indole-3-acetic acid (IAA) and the gibberellins A1 and A3 in chemically-defined medium. They also colonized roots of in vitro grown Vitis vinifera cv. Malbec plants. As result of bacterization ABA levels in 45 days-old in vitro plants were increased 76-fold by B. licheniformis and 40-fold by P. fluorescens as compared to controls. Both bacteria diminished plant water loss rate in correlation with increments of ABA. Twenty and 30 days post bacterization the plants incremented terpenes. The monoterpenes α-pinene, terpinolene, 4-carene, limonene, eucalyptol and lilac aldehyde A, and the sesquiterpenes α-bergamotene, α-farnesene, nerolidol and farnesol were assessed by gas chromatography-electron impact mass spectrometry analysis. α-Pinene and nerolidol were the most abundant (µg per g of tissue in plants bacterized with P. fluorescens). Only α-pinene, eucalyptol and farnesol were identified at low concentration in non-bacterized plants treated with ABA, while no terpenes were detected in controls. The results obtained along with others from literature suggest that B. licheniformis and P. fluorescens act as stress alleviators by inducing ABA synthesis so diminishing water losses. These bacteria also elicit synthesis of compounds of plant defense via an ABA independent mechanism. © 2013 Scandinavian Plant Physiology Society.
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BVOC emissions from 2 Asian Eucalyptus species,E.camadulensis and E.robusta
NASA Astrophysics Data System (ADS)
Tsui, J.; Guenther, A. B.; Chan, C. K.; Lau, A. P.
2009-12-01
Eucalyptus species dominate native forests in Australia and are planted over vast regions in Asia and other continents for afforestation and for pulp due to their fast growth rates. However, they have also been identified as high emitters of biogenic volatile organic compounds (BVOCs). BVOCs, when emitted to the atmosphere, react to form air pollutants such as ozone (O3) and secondary organic aerosols (SOA). The large areas of Eucalyptus forests in Australia and Asia, and high BVOC emission rates of Eucalyptus species, imply a potential significant effect of BVOC emissions from Eucalyptus on the air quality of these regions. A better understanding of BVOC emissions from this genus is thus needed. Here we present data of BVOC measurements from E.camadulensis and E.robusta. BVOC emissions of the 2 Eucalyptus species were measured by a branch enclosure approach in an environmental chamber, in which light and temperature were carefully controlled to mimic their changes throughout the day under natural conditions. E. camadulensis was found to emit isoprene, α-pinene, camphene and limonene, while E. robusta was found to emit isoprene, α-pinene, β-pinene, α-phellandrene, 3-carene and ocimene. Diurnal variations in BVOC emissions from the 2 species were observed. The 2 Eucalyptus species were also treated with methyl jasmonate (MeJA), a plant hormone which has found to induce elevated BVOC emissions similar to response to insect attacks in other plant species. The emission profiles of the 2 species before and after MeJA treatment were contrasted to examine the effects of the MeJA on their BVOC emissions. Acknowledgment: This work was supported by the General Research Fund of the Research Grants Council of the Hong Kong Special Administrative Region, China (Project No. 610909).
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Payne, T.L.; Berisford, C.W.; Blum, M.S.
1982-05-01
In a laboratory and field bioassays, the response of Dendroctonus frontalis was significantly greater to the mixture of (1S,55R)-(-)-frontalin and alpha-pinene than to (1R,5S)-(+)-frontalin and alpha-pinene. Electrophysiologrical studies revealed that antennal olfactory receptor cells were significantly more responsive to (1S,5R)-(-)-frontalin than to 1R,5S)-(+) -frontalin. Both enanitiomers stimulated the same olfactory cells which suggests that each cell possesses at least two types of enanitomer-specific acceptors.
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NASA Astrophysics Data System (ADS)
Mochizuki, Tomoki; Watanabe, Makoto; Koike, Takayoshi; Tani, Akira
2017-01-01
We measured monoterpene emissions from needles of hybrid larch F1 (Larix gmelinii var. japonica × Larix kaempferi) to evaluate the response of monoterpene emission rates and their composition to elevated CO2 (600 μmol mol-1) and O3 (60 nmol mol-1) conditions. The dominant monoterpenes were α-pinene and β-pinene. The emission rate of total monoterpenes significantly decreased under elevated CO2 conditions (P < 0.05). The ratio of carbon emission in the form of monoterpenes to photosynthetically fixed carbon also significantly decreased under elevated CO2 conditions. By contrast, elevated O3 did not significantly affect the emission rate of total monoterpenes. The ratios of α-pinene/β-pinene, limonene/β-pinene, and myrcene/β-pinene were all significantly decreased by O3 exposure (P < 0.05). High reactivity of α-pinene, limonene, and myrcene when combining with O3 may be able to mitigate oxidative damage inside the larch needles. No significant combined effects of elevated CO2 and O3 on individual or total monoterpene emissions were detected.
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Alma, Mehmet Hakki; Nitz, Siegfried; Kollmannsberger, Hubert; Digrak, Metin; Efe, Fatih Tuncay; Yilmaz, Necmettin
2004-06-16
The essential oil from the gum of Pistachio (Pistacia vera L. (Anacardiaceae)) grown in Turkey was obtained by the hydro-distillation method, and its chemical composition was analyzed by GC and GC-MS. Moreover, the antimicrobial activities of the oil against the growth of 13 bacteria and 3 pathogenic yeasts were evaluated using the agar-disk diffusion and minimum inhibitory concentration (MIC) methods. The results showed that the essential oil contained about 89.67% monoterpenes, 8.1% oxygenated monoterpenes and 1.2% diterpenes. alpha-Pinene (75.6%), beta-pinene (9.5%), trans-verbenol (3.0%), camphene (1.4%), trans-pinocarveol (about 1.20%), and limonene (1.0%) were the major components. The antimicrobial results showed that the oil inhibited nine bacteria and all the yeasts studied, and the activities were considerably dependent upon concentration and its bioactive compounds such as carvacrol, camphene, and limonene. Moreover, the essential oil of the gum was found to be more effective yeastcide than Nystatin, synthetic yeastcide. Furthermore, the antibacterial activities of the oil were lower than those of standard antibiotics, ampicillin sodium, and streptomycine sulfate under the conditions studied.
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Teale, Stephen A; Wickham, Jacob D; Zhang, Feiping; Su, Jun; Chen, Yi; Xiao, Wei; Hanks, Lawrence M; Millar, Jocelyn G
2011-10-01
The beetle Monochamus alternatus Hope (Coleoptera: Cerambycidae) is an efficient vector of pine wood nematode, the causal pathogen of pine wilt disease, that has resulted in devastating losses of pines in much of Asia. We assessed the response of adult M. alternatus to 2-(undecyloxy)-ethanol, the male-produced pheromone of the congeneric M. galloprovincialis Dejean, in field experiments in Fujian Province, People's Republic of China. Both sexes of M. alternatus were attracted to lures consisting of 2-(undecyloxy)-ethanol combined with the host plant volatiles alpha-pinene and ethanol. A follow-up experiment showed that 2-(undecyloxy)-ethanol was synergized by both ethanol and alpha-pinene. Coupled gas-chromatography mass-spectrometry analyses of volatiles sampled from field-collected beetles of both sexes revealed that 2-(undecyloxy)-ethanol was a sex-specific pheromone component produced only by males. The combination of 2- (undecyloxy) -ethanol with ethanol and/or alpha-pinene will provide a valuable and badly needed tool for quarantine detection, monitoring, and management of M. alternatus.
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Kim, Kwang-Ho; Yi, Chang-Geun; Ahn, Young-Joon; Kim, Soon Il; Lee, Sang-Guei; Kim, Jun-Ran
2015-09-01
This study was aimed at assessing the fumigant toxicity to adult Thrips palmi (a serious insect pest) and Orius strigicollis (a beneficial predator insect) of basil (Ocimum basilicum) essential oil compounds and structurally related compounds using vapour-phase toxicity bioassays. Against adult T. palmi, linalool (LD50 0.0055 mg cm(-3) ) was the most toxic fumigant and was 15.2-fold more effective than dichlorvos (0.0837 mg cm(-3) ). Strong fumigant toxicity was also observed in pulegone (0.0095 mg cm(-3) ), (±)-camphor (0.0097 mg cm(-3) ) and 1,8-cineole (0.0167 mg cm(-3) ). Moderate toxicity was produced by camphene, 3-carene, (-)-menthone, (+)-α-pinene, (+)-β-pinene, α-terpineol and (-)-α-thujone (0.0215-0.0388 mg cm(-3) ). Against adult O. strigicollis, dichlorvos (LD50 9.0 × 10(-10) mg cm(-3) ) was the most toxic fumigant, whereas the LD50 values of these compounds ranged from 0.0127 to >0.23 mg cm(-3) . Based upon the selective toxicity ratio, the compounds described are more selective than dichlorvos. The basil oil compounds described merit further study as potential insecticides for control of T. palmi in greenhouses because of their generally lower toxicity to O. strigicollis and their greater activity as a fumigant than dichlorvos. © 2014 Society of Chemical Industry.
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Park, Young-Uk; Koo, Hyun-Na; Kim, Gil-Hah
2012-09-01
Thymus magnus, an endemic species, is found in the Republic of Korea. The volatile compounds extracted by SPME from T. magnus were investigated for their chemical composition and electrophysiological response against the Asian tiger mosquito, Aedes albopictus. The volatile compounds of T. magnus as determined by gas chromatography mass spectrometry were gamma-terpinene (33.0%), thymol (29.9%), beta-bisabolene (8.9%), p-cymene (8.3%), alpha-terpinene (5.0%), myrcene (4.7%), beta-caryophyllene (4.0%), alpha-thujene (2.7%), camphene (1.3%), carvacrol (1.2%), and alpha-pinene (1.1%). Among these candidates, thymol exhibited complete (100%) repellent activity against female Ae. albopictus, an effect that was confirmed through evaluating the electrophysiological response on the antenna of Ae. albopictus. The effectiveness of a binary 1:2 mixture of thymol and vanillin (0.05:0.1 microl per cm2) was found to be significantly more effective than thymol alone for a period of 120 min. In addition, thymol, alpha-terpinene, and carvacrol showed high larvicidal activity against on the third-stage larvae with LC50 values of 0.9 microl per 100 ml.
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Shamzhy, Mariya; Opanasenko, Maksym; Shvets, Oleksiy; Čejka, Jiří
2013-01-01
Catalytic behavior of isomorphously substituted B-, Al-, Ga-, and Fe-containing extra-large pore UTL zeolites was investigated in Knoevenagel condensation involving aldehydes, Pechmann condensation of 1-naphthol with ethylacetoacetate, and Prins reaction of β-pinene with formaldehyde and compared with large-pore aluminosilicate zeolite beta and representative Metal-Organic-Frameworks Cu3(BTC)2 and Fe(BTC). The yield of the target product over the investigated catalysts in Knoevenagel condensation increases in the following sequence: (Al)beta < (Al)UTL < (Ga)UTL < (Fe)UTL < Fe(BTC) < (B)UTL < Cu3(BTC)2 being mainly related to the improving selectivity with decreasing strength of active sites of the individual catalysts. The catalytic performance of Fe(BTC), containing the highest concentration of Lewis acid sites of the appropriate strength is superior over large-pore zeolite (Al)beta and B-, Al-, Ga-, Fe-substituted extra-large pore zeolites UTL in Prins reaction of β-pinene with formaldehyde and Pechmann condensation of 1-naphthol with ethylacetoacetate. PMID:24790940
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2013-01-01
Background The mountain pine beetle (MPB, Dendroctonus ponderosae) epidemic has affected lodgepole pine (Pinus contorta) across an area of more than 18 million hectares of pine forests in western Canada, and is a threat to the boreal jack pine (Pinus banksiana) forest. Defence of pines against MPB and associated fungal pathogens, as well as other pests, involves oleoresin monoterpenes, which are biosynthesized by families of terpene synthases (TPSs). Volatile monoterpenes also serve as host recognition cues for MPB and as precursors for MPB pheromones. The genes responsible for terpene biosynthesis in jack pine and lodgepole pine were previously unknown. Results We report the generation and quality assessment of assembled transcriptome resources for lodgepole pine and jack pine using Sanger, Roche 454, and Illumina sequencing technologies. Assemblies revealed transcripts for approximately 20,000 - 30,000 genes from each species and assembly analyses led to the identification of candidate full-length prenyl transferase, TPS, and P450 genes of oleoresin biosynthesis. We cloned and functionally characterized, via expression of recombinant proteins in E. coli, nine different jack pine and eight different lodgepole pine mono-TPSs. The newly identified lodgepole pine and jack pine mono-TPSs include (+)-α-pinene synthases, (-)-α-pinene synthases, (-)-β-pinene synthases, (+)-3-carene synthases, and (-)-β-phellandrene synthases from each of the two species. Conclusion In the absence of genome sequences, transcriptome assemblies are important for defence gene discovery in lodgepole pine and jack pine, as demonstrated here for the terpenoid pathway genes. The product profiles of the functionally annotated mono-TPSs described here can account for the major monoterpene metabolites identified in lodgepole pine and jack pine. PMID:23679205
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Tabanca, Nurhayat; Demirci, Betul; Crockett, Sara L; Başer, Kemal Hüsnü Can; Wedge, David E
2007-10-17
Essential oils from three different Asteraceae obtained by hydrodistillation of aerial parts were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC/MS). Main compounds obtained from each taxon were found as follows: Arnica longifolia carvacrol 37.3%, alpha-bisabolol 8.2%; Aster hesperius hexadecanoic acid 29.6%, carvacrol 15.2%; and Chrysothamnus nauseosus var. nauseosus beta-phellandrene 22.8% and beta-pinene 19.8%. Essential oils were also evaluated for their antimalarial and antimicrobial activity against human pathogens, and antifungal activities against plant pathogens. No antimalarial and antimicrobial activities against human pathogens were observed. Direct bioautography demonstrated antifungal activity of the essential oils obtained from three Asteraceae taxa and two pure compounds, carvacrol and beta-bisabolol, to the plant pathogens Colletotrichum acutatum, C. fragariae and C. gloeosporioides. Subsequent evaluation of antifungal compounds using a 96-well micro-dilution broth assay indicated that alpha-bisabolol showed weak growth inhibition of the plant pathogen Botrytis cinerea after 72 h.
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Antioxidative properties of the essential oil from Pinus mugo.
Grassmann, Johanna; Hippeli, Susanne; Vollmann, Renate; Elstner, Erich F
2003-12-17
The essential oil from Pinus mugo (PMEO) was tested on its antioxidative capacity. For this purpose, several biochemical test systems were chosen (e.g., the Fenton System, the xanthine oxidase assay, or the copper-induced oxidation of low-density lipoprotein (LDL)). The results show that there is moderate or weak antioxidative activity when tested in aqueous environments, like in the Fenton system, xanthine oxidase induced superoxide radical formation, or in the HOCl driven fragmentation of 1-aminocyclopropane-1-carboxylic acid (ACC). In contrast, when tested in more lipophilic environments (e.g., the ACC-cleavage by activated neutrophils in whole blood) the PMEO exhibits good antioxidative activity. PMEO does also show good antioxidative capacity in another lipophilic test system (i.e., the copper induced oxidation of LDL). Some components of PMEO (i.e., Delta(3)-carene, camphene, alpha-pinene, (+)-limonene and terpinolene) were also tested. As the PMEO, they showed weak or no antioxidant activity in aqueous environments, but some of them were effective antioxidants regarding ACC-cleavage by activated neutrophils in whole blood or copper-induced LDL-oxidation. Terpinolene, a minor component of PMEO, exhibited remarkable protection against LDL-oxidation.
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Laboratory studies of monoterpene secondary organic aerosol formation and evolution
NASA Astrophysics Data System (ADS)
Thornton, J. A.; D'Ambro, E.; Zhao, Y.; Lee, B. H.; Pye, H. O. T.; Schobesberger, S.; Shilling, J.; Liu, J.
2017-12-01
We have conducted a series of chamber experiments to study the molecular composition and properties of secondary organic aerosol (SOA) formed from monoterpenes under a range of photochemical and dark conditions. We connect variations in the SOA mass yield to molecular composition and volatility, and use a detailed Master Chemical Mechanism (MCM) based chemical box model with dynamic gas-particle partitioning to examine the importance of various peroxy radical reaction mechanisms in setting the SOA yield and properties. We compare the volatility distribution predicted by the model to that inferred from isothermal room-temperature evaporation experiments using the FIGAERO-CIMS where SOA particles collected on a filter are allowed to evaporate under humidified pure nitrogen flow stream for up to 24 hours. We show that the combination of results requires prompt formation of low volatility SOA from predominantly gas-phase mechanisms, with important differences between monoterpenes (alpha-Pinene and delta-3-Carene) followed by slower non-radical particle phase chemistry that modulates both the chemical and physical properties of the SOA. Implications for the regional evolution of atmospheric monoterpene SOA are also discussed.
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Chemical variability of the needle oil of Juniperus communis ssp. alpina from Corsica.
Ottavioli, Josephine; Gonny, Marcelle; Casanova, Joseph; Bighelli, Ange
2009-12-01
The composition of 109 samples of essential oil isolated from the needles of Juniperus communis ssp. alpina growing wild in Corsica was investigated by GC (in combination with retention indices), GC/MS, and 13C-NMR. Forty-four compounds accounting for 86.7-96.7% of the oil were identified. The oils consisted mainly of monoterpene hydrocarbons, in particular, limonene (9.2-53.9%), beta-phellandrene (3.7-25.2%), alpha-pinene (1.4-33.7%), and sabinene (0.1-33.6%). The 109 oil compositions were submitted to k-means partitioning and principal component analysis, which allowed the distinction of two groups within the oil samples. The composition of the major group (92% of the samples) was dominated by limonene and beta-phellandrene, while the second group contained mainly sabinene beside limonene and beta-phellandrene.
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NASA Astrophysics Data System (ADS)
Nah, T.; Sanchez, J.; Boyd, C.; Ng, N. L.
2015-12-01
The nitrate radical (NO3), one of the most important oxidants in the nocturnal atmosphere, can react rapidly with a variety of biogenic volatile organic compounds (BVOCs) to form high mass concentrations of secondary organic aerosol (SOA) and organic nitrates (ON). Despite its critical importance in aerosol formation, the mechanisms and products from the NO3 oxidation of BVOCs have been largely unexplored, and the fates of their SOA and ON after formation are not well characterized. In this work, we studied the formation of SOA and ON from the NO3 oxidation of α-pinene and β-pinene and investigated for the first time how they evolve during dark and photochemical aging through a series of chamber experiments performed at the Georgia Tech Environmental Chamber (GTEC) facility. The α-pinene and β-pinene SOA are characterized using real-time gas- and particle-phase measurements, which are used to propose mechanisms for SOA and organic nitrate formation and aging. Highly oxygenated gas- and particle-phase ON (containing as many as 9 oxygen atoms) are detected during the NO3 reaction. In addition, the β-pinene SOA and α-pinene SOA exhibited drastically different behavior during photochemical aging. Our results indicate that nighttime ON formed by NO3+monoterpene chemistry can serve as either NOx reservoirs or sinks depending on the monoterpene precursor. Results from this study provide fundamental data for evaluating the contributions of NO3+monoterpene reactions to ambient OA measured in the Southeastern U.S.
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Real time in situ detection of organic nitrates in atmospheric aerosols
DOE Office of Scientific and Technical Information (OSTI.GOV)
Rollins, Andrew W.; Smith, Jared D.; Wilson, Kevin R.
2010-06-11
A new field instrument is described that quantifies total particle phase organic nitrates. The instrument is based on the thermal dissociation laser induced fluorescence (TD-LIF) method that thermally converts nitrates to NO2 which is then detected by LIF. This instrument is unique in its ability to provide fast sensitive measurements of particle phase organic nitrates, without interference from inorganic nitrate. Here we use it to quantify organic nitrates in SOA generated from high-NOx photooxidation of limonene, a-pinene, D-3-carene, and tridecane. In these experiments the organic nitrate moiety is observed to be 6-15percent of the total SOA mass, depending on themore » organic precursor.« less
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NASA Astrophysics Data System (ADS)
Kristensen, Kasper; Normann Jensen, Louise; Bilde, Merete
2016-04-01
The oxidation of volatile organic compounds (VOC) is considered a major source of secondary organic aerosols (SOA) in the atmosphere. Recently, extremely low volatility organic compounds, or ELVOC, formed from the oxidation of VOCs have been shown to play a crucial role in new particle formation (Ehn et al., 2014). In addition, higher molecular weight dimer esters originating from the oxidation of the biogenic VOC alpha-pinene have been observed in both laboratory-generated and ambient SOA (Kristensen et al., 2013). The low volatility of the dimer esters along with an observed rapid formation makes these high molecular weight compounds likely candidates involved in new particle formation from the oxidation of alpha-pinene. Furthermore, laboratory experiments show that the dimer esters only form in the presence of ozone, thus may be used as tracers for the ozone-initiated oxidation of alpha-pinene, and are therefore indicative of enhanced anthropogenic activities. In this work, we present the results of a series of oxidation experiments performed in the newly constructed cold-room smog chamber at Aarhus University. This unique and state-of-the-art Teflon chamber allows for atmospheric simulations of the oxidation VOCs and subsequent SOA formation at temperatures down to -16 °C. In this study, ozonolysis and photochemical oxidations of alpha-pinene are performed at temperatures ranging from +20 to -16 °C. Chemical characterization of the formed SOA is performed using liquid chromatography coupled to quadrupole time-of-flight mass spectrometry. The results show significant differences in the chemical composition related to the experiment temperature. In particularly, the concentration of the high molecular weight dimer esters showed to be highly affected by temperature. Interestingly, preliminary results show higher formation of dimer esters related to increased SOA formation rate, thus indicating that these particle-phase ELVOCs may be linked with new particle formation. Ehn, M., Thornton, J. A., Kleist, E., Sipila, M., Junninen, H., Pullinen, I., Springer, M., Rubach, F., Tillmann, R., Lee, B., Lopez-Hilfiker, F., Andres, S., Acir, I. H., Rissanen, M., Jokinen, T., Schobesberger, S., Kangasluoma, J., Kontkanen, J., Nieminen, T., Kurten, T., Nielsen, L. B., Jorgensen, S., Kjaergaard, H. G., Canagaratna, M., Dal Maso, M., Berndt, T., Petaja, T., Wahner, A., Kerminen, V. M., Kulmala, M., Worsnop, D. R., Wildt, J., and Mentel, T. F.: A large source of low-volatility secondary organic aerosol, Nature, 506, 476-+, 10.1038/nature13032, 2014. Kristensen, K., Enggrob, K. L., King, S. M., Worton, D. R., Platt, S. M., Mortensen, R., Rosenoern, T., Surratt, J. D., Bilde, M., Goldstein, A. H., and Glasius, M.: Formation and occurrence of dimer esters of pinene oxidation products in atmospheric aerosols, Atmospheric Chemistry and Physics, 13, 3763-3776, 2013.
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Dubessay, Pascal; Larroche, Christian; Fontanille, Pierre
2017-12-28
The alpha-pinene oxide lyase (Prα-POL) from Pseudomonas rhodesiae CIP107491 belongs to catabolic alpha-pinene degradation pathway. In this study, the gene encoding Prα-POL has been identified using mapping approach combined to inverse PCR (iPCR) strategy. The Prα-POL gene included a 609-bp open reading frame encoding 202 amino acids and giving rise to a 23.7 kDa protein, with a theoretical isoelectric point (pI) of 5.23. The amino acids sequence analysis showed homologies with those of proteins with unknown function from GammaProteobacteria group. Identification of a conserved domain in amino acid in positions 18 to 190 permitted to classify Prα-POL among the nuclear transport factor 2 (NTF2) protein superfamily. Heterologous expression of Prα-POL, both under its native form and with a histidin tag, was successfully performed in Escherichia coli, and enzymatic kinetics were analyzed. Bioconversion assay using recombinant E. coli strain allowed to reach a rate of isonovalal production per gramme of biomass about 40-fold higher than the rate obtained with P. rhodesiae.
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Toxic effects of two essential oils and their constituents on the mealworm beetle, Tenebrio molitor.
Martínez, L C; Plata-Rueda, A; Colares, H C; Campos, J M; Dos Santos, M H; Fernandes, F L; Serrão, J E; Zanuncio, J C
2017-12-14
The study identified insecticidal effects from the cinnamon and clove essential oils in Tenebrio molitor L. (Coleoptera: Tenebrionidae). The lethal concentrations (LC50 and LC90), lethal time, and repellent effect on larvae, pupae, and adults of T. molitor after exposure to six concentrations of each essential oil and toxic compounds were evaluated. The chemical composition of the cinnamon oil was also determined and primary compounds were eugenol (10.19%), trans-3-caren-2-ol (9.92%), benzyl benzoate (9.68%), caryophyllene (9.05%), eugenyl acetate (7.47%), α-phellandrene (7.18%), and α-pinene (6.92%). In clove essential oil, the primary compounds were eugenol (26.64%), caryophyllene (23.73%), caryophyllene oxide (17.74%), 2-propenoic acid (11.84%), α-humulene (10.48%), γ-cadinene (4.85%), and humulene oxide (4.69%). Cinnamon and clove essential oils were toxic to T. molitor. In toxic chemical compounds, eugenol have stronger contact toxicity in larvae, pupae, and adult than caryophyllene oxide, followed by α-pinene, α-phellandrene, and α-humulene. In general, the two essential oils were toxic and repellent to adult T. molitor. Cinnamon and clove essential oils and their compounds caused higher mortality and repellency on T. molitor and, therefore, have the potential for integrated management programs of this insect.
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Density of α-pinene, Β-pinene, limonene, and essence of turpentine
NASA Astrophysics Data System (ADS)
Tavares Sousa, A.; Nieto de Castro, C. A.
1992-03-01
Densities of ga-pinene, Β-pinene, limonene, and essence of turpentine have been measured at 293.15, 298.15, 303.15, 308.15, and 313.15 K, at atmospheric pressure, with a mechanical oscillator densimeter. Benzene and cyclohexane were used as calibration fluids. The precision is of the order of 0.01 kg · m-3, while the accuracy is estimated to be 0.1%. A linear representation of the variation of the density with temperature reproduces the experimental data within 0.2%.
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NASA Astrophysics Data System (ADS)
van Meeningen, Ylva; Schurgers, Guy; Rinnan, Riikka; Holst, Thomas
2017-09-01
Light is an important environmental factor controlling biogenic volatile organic compound (BVOC) emissions, but in natural conditions its impact is hard to separate from other influential factors such as temperature. We studied the light response of foliar BVOC emissions, photosynthesis and stomatal conductance on three common European tree species, namely English oak (Quercus robur), European beech (Fagus sylvatica) and two provenances of Norway spruce (Picea abies) in Taastrup, Denmark. Leaf scale measurements were performed on the lowest positioned branches of the tree in July 2015. Light intensity was increased in four steps (0, 500, 1000 and 1500 µmol m-2 s-1), whilst other chamber conditions such as temperature, humidity and CO2 levels were fixed. Whereas the emission rate differed between individuals of the same species, the relative contributions of compounds to the total isoprenoid emission remained similar. Whilst some compounds were species specific, the compounds α-pinene, camphene, 3-carene, limonene and eucalyptol were emitted by all of the measured tree species. Some compounds, like isoprene and sabinene, showed an increasing emission response with increasing light intensity, whereas other compounds, like camphene, had no significant emission response to light for most of the measured trees. English oak and European beech showed high light-dependent emission fractions from isoprene and sabinene, but other emitted compounds were light independent. For the two provenances of Norway spruce, the compounds α-pinene, 3-carene and eucalyptol showed high light-dependent fractions for many of the measured trees. This study highlights differences between compound emissions in their response to a change in light and a possible light independence for certain compounds, which might be valid for a wider range of tree species. This information could be of importance when improving emission models and to further emphasize the discussion regarding light or temperature dependencies for individual compounds across species.
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The storage stability of biogenic volatile organic compounds (BVOCs) in polyester aluminum bags
NASA Astrophysics Data System (ADS)
Ahn, Jeong-Hyeon; Deep, Akash; Kim, Ki-Hyun
2016-09-01
In this study, the sorptive loss properties of biogenic volatile organic compounds (BVOCs) in polyester aluminum bags were investigated as a function of storage duration. To this end, the relative recovery of gas phase standards of BVOCs, obtained via vaporization of liquid phase standards, was computed by calibrating their standards (response factors: RF) represnting each phase. Accordingly, the results indicated either slight loss (-5.59% (isoprene), -2.39% (camphene), -1.69% ((R)-(+)-limonene), -0.88% (p-cymene)) or gain (1.47% (γ-terpinene), 2.27% (α-terpinene), 2.63% (α-phellandrene), 2.73% ((+)-3-carene), 3.93% ((+)-β-pinene), and 5.98% ((+)-α-pinene)). Through comparison of the calibration results across storage time, the temporal stability of BVOCs was assessed. Longer BVOC storage time in polyester aluminum (PEA) bags lowered the relative recovery of BVOCs. The relative loss of BVOCs, if calculated in terms of mean bag standard RF ratios (relative to liquid standard) across elapsed time, decreased systematically: 0.99 ± 0.05 (0 h), 0.88 ± 0.06 (24 h), 0.66 ± 0.11 (72 h), and 0.62 ± 0.14 (120 h). It is thus recommended to complete the analysis of BVOC in PEA bags within 24 h of sample acquisition. As such, it is important to apply appropriate sampling approaches with a proper storage plan when measuring ambient BVOCs collected by bag sampling methods.
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Volatile composition and sensory quality of Spanish pomegranates (Punica granatum L.).
Calín-Sánchez, Angel; Martínez, Juan J; Vázquez-Araújo, Laura; Burló, Francisco; Melgarejo, Pablo; Carbonell-Barrachina, Angel A
2011-02-01
Pomegranate is highly valued for its health-promoting effects. Fruits of nine pomegranate cultivars were analysed for volatile compounds, antioxidant activity and quality parameters, including maturity index and CIEL*a*b* colour. Volatile compounds were isolated from fresh juices using hydrodistillation; extracts were analysed using gas chromatography/mass spectrometry. Fruit colour was influenced by cultivar and grouping of cultivars according to their taste (sweet, sour-sweet or sour), with sweet fruits having more intense red colour and higher lightness values. A total of 18 compounds were found in pomegranate aroma profiles, including monoterpenes, aldehydes, alcohols, monoterpenoids and linear hydrocarbons. The most abundant compound were trans-2-hexenal, 3-carene, α-terpinene and α-terpineol. The total concentration of volatiles ranged from 1.7 to 10.9 g kg(-1) . Overall consumer liking of pomegranate juices was associated with the presence of monoterpenes such as α-pinene, β-pinene, β-myrcene, limonene and γ-terpinene. The presence of aldehydes such as hexanol, hexanal and cis-3-hexenol was correlated with poor overall consumer liking. Fruits from the cultivar Mollar de Elche 2 were those most suited for juice processing because they had the highest total concentration of volatiles, which was related to high overall consumer liking, intense and acceptable fresh pomegranate odour and flavour (high scores of satisfaction degree), medium intensity of red colour and low sourness. 2010 Society of Chemical Industry.
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Hua, Kuo-Feng; Yang, Tzu-Jung; Chiu, Huan-Wen; Ho, Chen-Lung
2014-06-01
The essential oil from Liquidambar formosana leaves (EOLF) was demonstrated to exhibit anti-inflammatory activity in mouse macrophages. EOLF reduced nitrite oxide generation, secretion levels of tumor necrosis factor-alpha and interleukin-6, and expression levels of prointerleukin-beta, inducible nitric oxide synthase, and cyclooxygenase-2 in lipopolysaccharide (LPS)-activated mouse macrophages. EOLF also reduced NLRP3 inflammasome-derived interleukin-1beta secretion. The underlying mechanisms for the EOLF-mediated anti-inflammatory activity were (1) reduction of LPS-induced reactive oxygen species generation; (2) reduction of LPS-induced activation of c-Jun N-terminal kinase, extracellular signal-regulated kinase, and p38 MAP kinase; (3) reduction of LPS-induced nuclear factor-kappaBeta activation. Furthermore, 25 compounds were identified in the EOLF using GC-FID and GC-MS and the major compounds were terpinen-4-ol (32.0%), beta-pinene (18.0%), gamma-terpinene (13.8%), and alpha-terpinene (9.7%). We found that LPS-induced nitrite oxide generation was inhibited significantly by terpinen-4-ol. Our results indicated that EOLF has anti-inflammatory activity and may provide a molecular rationale for future therapeutic interventions in immune modulation.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Yu, Yong; Ezell, Michael J.; Zelenyuk, Alla
2008-06-01
The photooxidation of ~1 ppm alpha-pinene in the presence of increasing concentrations of NO2 was studied in a Teflon chamber at relative humidities from 70 - 88% and temperatures from 296 - 304 K. The loss of alpha-pinene and formation of gas phase products were followed using proton transfer reaction mass spectrometry (PTR-MS). Gas phase reaction products measured by PTR-MS and their yields include formaldehyde (5 + 1%), formic acid (2.5 + 1.4%), methanol (0.6 + 0.3%), acetaldehyde (3.9 + 1.7%), acetic acid (10 + 2%), acetone (11.5 + 3.1%), pinonaldehyde (22 + 6%), and pinene oxide (0.9 + 0.1%).more » There was evidence of organic nitrates in the gas phase and small peaks were tentatively assigned to norpinonaldehyde, 4-oxopinonaldehyde, propanedial, 2,3-dioxobutanal and 3,5,6-trioxoheptanal or 3-hydroxymethyl-2,2-dimethylcyclobutylethanone. The formation and growth of new particles were followed using a scanning mobility particle sizer (SMPS), and their chemical composition was probed using single particle mass spectrometry (SPLAT II). SPLAT II analysis also provided measurements of the vacuum aerodynamic diameters of the newly formed secondary organic aerosol (SOA) particles and, in combination with the electrical mobility diameter, a particle density of 1.21 + 0.02 g cm-3 was calculated, 20% larger than often assumed in calculating SOA yields. SPLAT II showed that the suspended SOA consisted of a complex mixture of organic nitrates and organics, possibly including pinonic acid, pinic acid and trans-sobrerol. Three-wavelength light scattering measurements made using an integrating nephelometer were consistent with particles having a refractive index characteristic of organic compounds, but the data could not be well matched at all three wavelengths with a single refractive index. The effect of addition of cyclohexane or NO on particle formation showed that ozonolysis was the major mechanism of SOA formation in this system. However, unlike simple ozonolysis, organic nitrates are formed in both the gas and particle phases. Identifying and measuring specific organic nitrates in both the gas and particle phases in air may help to elucidate why SOA formation has been reported in field studies to be associated with polluted urban areas, yet the carbon in these particles is largely contemporary, i.e., non-fossil fuel carbon.« less
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Kristensen, K; Jensen, L N; Glasius, M; Bilde, M
2017-10-18
This study presents a newly constructed temperature controlled cold-room smog chamber at Aarhus University, Denmark. The chamber is herein utilized to study the effect of sub-zero temperature on the formation and chemical composition of secondary organic aerosol (SOA) from ozone initiated oxidation of α-pinene. The chemical composition of α-pinene SOA formed from dark ozonolysis of α-pinene at 293 K and 258 K was investigated using High-Resolution Time-of-Flight Aerosol Mass Spectrometry (HR-ToF-AMS) and Ultra-High Performance Liquid Chromatography/Electrospray Ionization Quadrupole Time-of-Flight Mass Spectrometry (UHPLC/ESI-qToF-MS). For comparison, an OH-initiated oxidation experiment was performed at 293 K. In ozonolysis experiments it was found that oxygen-to-carbon (O : C) ratios were higher in the particles formed at 293 K compared to 258 K. A total of 16 different organic acids and 30 dimers esters were quantified in the collected particles composing up to 34% of the total α-pinene SOA mass with increased mass fraction of carboxylic acids in particles from α-pinene ozonolysis at 258 K compared to 293 K. In contrast, dimer esters showed suppressed formation at the sub-zero reaction temperature, thus contributing 3% to SOA mass at 258 K while contributing 9% at 293 K. SOA formed in the OH-initiated oxidation of α-pinene at 293 K resulted in low concentrations of dimer esters supporting Criegee intermediates as a possible pathway to dimer ester formation. Vapour pressure estimates of the identified carboxylic acids and dimer esters are presented and show how otherwise semi-volatile carboxylic acids at sufficiently low temperatures may classify as low or even extremely low volatile organic compounds (ELVOC), thus may add to an enhanced particle formation observed at the sub-zero temperature through gas-to-particle conversion. The change in chemical composition of the SOA particles with temperature is ascribed to a combination of effects: the decreased vapour pressures and hence increased condensation of carboxylic acids from the gas phase to the particle phase along with suppressed formation of the high molecular weight dimer esters and different gas and particle phase chemistry results in particles of different chemical composition as a consequence of low reaction temperatures.
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Moein, M. R.; Ghasemi, Y.; Moein, S.; Nejati, M.
2010-01-01
Juniperus excelsa M.B subsp. Polycarpos (K.Koch), collected from south of Iran, was subjected to hydrodistillation using clevenger apparatus to obtain essential oil. The essential was analyzed by gas chromatography/mass spectrometry (GC/MS) and studied for antimicrobial, antifungal and antioxidant activities. The results indicated α-pinene (67.71%) as the major compound and α-cedral (11.5%), δ3-carene (5.19%) and limonene (4.41%) in moderate amounts. Antimicrobial tests were carried out using disk diffusion method, followed by the measurement of minimum inhibitory concentration (MIC). All the Gram positive and Gram negative bacteria were susceptible to essential oil. The oil showed radical scavenging and antioxidant effects. PMID:21808554
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Study of Biogenic Volatile Organic Compounds at the French Guiana Tropical Forest
NASA Astrophysics Data System (ADS)
Corain Lopes, P.; Guenther, A. B.; Turnipseed, A.; Burban, B.; Bonal, D.; Serca, D.; Emmons, L. K.; Bustillos, J. W.
2012-12-01
Biogenic volatile organic compound (BVOCs) emissions play an important role in regional air quality and global atmospheric chemistry. In addition, these natural VOC emissions serve important biological functions including attracting and repelling pollinators and herbivores. Some biological organisms use ambient air as a communication medium and the oxidation of these compounds brings about the concentration gradients sensed by insects and other organisms. Isoprene is the predominant BVOC emitted by vegetation and tropical forests are the dominant global source. This compound is very reactive in the atmosphere and contributes to the reactions that control tropospheric oxidant concentrations and thus the concentrations and lifetimes of longer-lived species. This paper presents a study of isoprene and some other significant BVOCs such as α-pinene, β-pinene, limonene, e-β ocimene and longifolene, measured at the Paracou Tower located in a wet tropical forest in Cayenne, French Guiana, during the year of 2011, using the Relaxed Eddy Accumulation technique at 30 meters high above the canopy. The results show a lower concentration of isoprene during the month of February and March which correspond to the wet season with an average of 0,545 μg/m3 and 0,341 μg/m3, respectively with a slight increase in middle April which is a period of transition between wet and dry and a higher concentration later in mid-June which corresponds to the transition from wet to dry season (Figure 1). The same behavior was observed for α-pinene with higher concentrations for the same periods as isoprene however with a smaller increase. All the other compounds had concentrations below 1 μg/m3 during the whole year. The monoterpene, e-β ocimene, was observed and is known as a stress compound but the vegetation at the site did not face any known severe stress condition such as excessive drought or flooding. Concerning the fluxes, the results showed that just a small amount of BVOCs were deposited and the majority of them were released in the atmosphere. Isoprene was by far the biogenic volatile organic compound with the highest concentration and flux followed by alpha-pinene (Figure 2). The lowest concentration and flux rate for all the studied compounds was observed during the months of March and late July and beginning of August indicating a lower production of those BVOCs by vegetation during those periods. Previous limited studies in Amazonia and the Congo suggested a higher concentration and flux rate of isoprene and alpha pinene should be expected during the dry season with lower emissions during the wet season, which is in general agreement with what was observed at this tropical forest site in French Guiana. The only exception was observed in June which corresponds to a wet season period in which the concentration of isoprene and alpha-pinene increased more than it was expected for this time of the year. The observations will be compared to output from the global chemistry transport model CAM-chem, which includes the MEGAN biogenic emissions model.
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The aqueous photolysis of α-pinene in solution with humic acid
Goldberg, Marvin C.; Cunningham, Kirkwood M.; Aiken, George R.; Weiner, Eugene R.; ,
1992-01-01
Terpenes are produced abundantly by environmental processes but are found in very low concentrations in natural waters. Aqueous photolysis of solutions containing α-pinene, a representative terpene, in the presence of humic acid resulted in degradation of the pinene. Comparison of this reaction to photolysis of α-pinene in the presence of methylene blue leads to the conclusion that the reactive pathway for the abiotic degradation of α-pinene is due to reaction with singlet oxygen produced by irradiation of the humic material. The initial product of single oxygen and α-pinene is a hydroperoxide. Since humic materials are prevalent in most natural waters, this mechanism of photodecomposition for α-pinene probably also applies to other terpenes in surface waters and may be reasonably considered to contribute to their low environmental concentration.
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NASA Astrophysics Data System (ADS)
Kristensen, K.; Cui, T.; Zhang, H.; Gold, A.; Glasius, M.; Surratt, J. D.
2013-12-01
The formation of secondary organic aerosol (SOA) from both ozonolysis and hydroxyl radical (OH)-initiated oxidation of α-pinene under conditions of high nitric oxide (NO) concentrations with varying relative humidity (RH) and aerosol acidity was investigated in the University of North Carolina dual outdoor smog chamber facility. SOA formation from ozonolysis of α-pinene was enhanced relative to that from OH-initiated oxidation in the presence of initially high NO conditions. However, no effect of RH on SOA mass was evident. Ozone (O3)-initiated oxidation of α-pinene in the presence of ammonium sulfate (AS) seed coated with organic aerosol from OH-initiated oxidation of α-pinene showed reduced nucleation compared to ozonolysis in the presence of pure AS seed aerosol. The chemical composition of α-pinene SOA was investigated by ultra-performance liquid chromatography/electrospray ionization high-resolution quadrupole time-of-flight mass spectrometry (UPLC/ESI-HR-Q-TOFMS), with a focus on the formation of carboxylic acids and high-molecular weight dimer esters. A total of eight carboxylic acids and four dimer esters were identified, constituting between 8 and 12% of the total α-pinene SOA mass. OH-initiated oxidation of α-pinene in the presence of nitrogen oxides (NOx) resulted in the formation of highly oxidized carboxylic acids, such as 3-methyl-1,2,3-butanetricarboxylic acid (MBTCA) and diaterpenylic acid acetate (DTAA). The formation of dimer esters was observed only in SOA produced from the ozonolysis of α-pinene in the absence of NOx, with increased concentrations by a~factor of two at higher RH (50-90%) relative to lower RH (30-50%). The increased formation of dimer esters correlates with an observed increase in new particle formation at higher RH due to nucleation. Increased aerosol acidity was found to have a negligible effect on the formation of the dimer esters. SOA mass yield did not influence the chemical composition of SOA formed from α-pinene ozonolysis with respect to carboxylic acids and dimer esters. The results support the formation of the high-molecular weight dimer esters through gas-phase reactions of the stabilized Criegee Intermediate (sCI) formed from the ozonolysis of α-pinene. The high molecular weight and polar nature of dimer esters formed in the gas-phase may explain increased particle number concentration as a~result of homogenous nucleation. Since three of these dimer esters (i.e., pinyl-diaterpenyl ester (MW 358), pinyl-diaterebyl ester (MW 344) and pinonyl-pinyl ester (MW 368)) have been observed in both laboratory-generated and ambient fine organic aerosol samples, we conclude that the dimer esters observed in this study can be used as tracers for the O3-initiated oxidation of α-pinene, and are therefore indicative of enhanced anthropogenic activities, and that the high molecular weight and low volatility esters result in homogenous nucleation under laboratory conditions, increasing the particle number concentration.
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NASA Astrophysics Data System (ADS)
Kristensen, K.; Cui, T.; Zhang, H.; Gold, A.; Glasius, M.; Surratt, J. D.
2014-04-01
The formation of secondary organic aerosol (SOA) from both ozonolysis and hydroxyl radical (OH)-initiated oxidation of α-pinene under conditions of high nitric oxide (NO) concentrations with varying relative humidity (RH) and aerosol acidity was investigated in the University of North Carolina dual outdoor smog chamber facility. SOA formation from ozonolysis of α-pinene was enhanced relative to that from OH-initiated oxidation in the presence of initially high-NO conditions. However, no effect of RH on SOA mass was evident. Ozone (O3)-initiated oxidation of α-pinene in the presence of ammonium sulfate (AS) seed coated with organic aerosol from OH-initiated oxidation of α-pinene showed reduced nucleation compared to ozonolysis in the presence of pure AS seed aerosol. The chemical composition of α-pinene SOA was investigated by ultra-performance liquid chromatography/electrospray ionization high-resolution quadrupole time-of-flight mass spectrometry (UPLC/ESI-HR-Q-TOFMS), with a focus on the formation of carboxylic acids and high-molecular weight dimers. A total of eight carboxylic acids and four dimers were identified, constituting between 8 and 12% of the total α-pinene SOA mass. OH-initiated oxidation of α-pinene in the presence of nitrogen oxides (NOx) resulted in the formation of highly oxidized carboxylic acids, such as 3-methyl-1,2,3-butanetricarboxylic acid (MBTCA) and diaterpenylic acid acetate (DTAA). The formation of dimers was observed only in SOA produced from the ozonolysis of α-pinene in the absence of NOx, with increased concentrations by a factor of two at higher RH (50-90%) relative to lower RH (30-50%). The increased formation of dimers correlates with an observed increase in new particle formation at higher RH due to nucleation. Increased aerosol acidity was found to have a negligible effect on the formation of the dimers. SOA mass yield did not influence the chemical composition of SOA formed from α-pinene ozonolysis with respect to carboxylic acids and dimers. The results support the formation of the high-molecular weight dimers through gas-phase reactions of the stabilized Criegee Intermediate (sCI) formed from the ozonolysis of α-pinene. The high molecular weight and polar nature of dimers formed in the gas phase may explain increased particle number concentration as a result of homogenous nucleation. Since three of these dimers (i.e. pinyl-diaterpenyl dimer (MW 358), pinyl-diaterebyl dimer (MW 344) and pinonyl-pinyl dimer (MW 368)) have been observed in both laboratory-generated and ambient fine organic aerosol samples, we conclude that the dimers observed in this study can be used as tracers for the O3-initiated oxidation of α-pinene, and are therefore indicative of enhanced anthropogenic activities, and that the high molecular weight and low volatility dimers result in homogenous nucleation under laboratory conditions, increasing the particle number concentration.
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Do multiple herbivores maintain chemical diversity of Scots pine monoterpenes?
Iason, Glenn R.; O'Reilly-Wapstra, Julianne M.; Brewer, Mark J.; Summers, Ron W.; Moore, Ben D.
2011-01-01
A central issue in our understanding of the evolution of the diversity of plant secondary metabolites (PSMs) is whether or not compounds are functional, conferring an advantage to the plant, or non-functional. We examine the hypothesis that the diversity of monoterpene PSMs within a plant species (Scots pine Pinus sylvestris) may be explained by different compounds acting as defences against high-impact herbivores operating at different life stages. We also hypothesize that pairwise coevolution, with uncorrelated interactions, is more likely to result in greater PSM diversity, than diffuse coevolution. We tested whether up to 13 different monoterpenes in Scots pine were inhibitory to herbivory by slugs (Arion ater), bank voles (Clethrionomys glareolus), red deer (Cervus elaphus) and capercaillie (Tetrao urogallus), each of which attack trees at a different life stage. Plants containing more α-pinene were avoided by both slugs and capercaillie, which may act as reinforcing selective agents for this dominant defensive compound. Herbivory by red deer and capercaillie were, respectively, weakly negatively associated with δ3-carene, and strongly negatively correlated with the minor compound β-ocimene. Three of the four herbivores are probably contributory selective agents on some of the terpenes, and thus maintain some, but by no means all, of the phytochemical diversity in the species. The correlated defensive function of α-pinene against slugs and capercaillie is consistent with diffuse coevolutionary processes. PMID:21444308
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Hajlaoui, Hafedh; Mighri, Hedi; Noumi, Emira; Snoussi, Mejdi; Trabelsi, Najla; Ksouri, Riadh; Bakhrouf, Amina
2010-01-01
Essential oil extracted by hydrodistillation from Tunisian variety of Cuminumcyminum was characterized by means of GC and GC-MS. Twenty-one components were identified and C. cyminum contained cuminlaldehyde (39.48%), gamma-terpinene (15.21%), O-cymene (11.82%), beta-pinene (11.13%), 2-caren-10-al (7.93%), trans-carveol (4.49%) and myrtenal (3.5%) as a major components. Moreover, C. cyminum oil exhibited higher antibacterial and antifungal activities with a high effectiveness against Vibrio spp. strains with a diameter of inhibition zones growth ranging from 11 to 23 mm and MIC and MBC values ranging from (0.078-0.31 mg/ml) to (0.31-1.25mg/ml), respectively. On the other hand, the cumin oil was investigated for its antioxidant activities using four different tests then compared with BHT. Results showed that cumin oil exhibit a higher activity in each antioxidant system with a special attention for beta-carotene bleaching test (IC(50): 20 microg/ml) and reducing power (EC(50): 11 microg/ml). In the light of these findings, we suggested that C. cyminum essential oil may be considered as an interesting source of antibacterial, antifungal and antioxidants components used as potent agents in food preservation and for therapeutic or nutraceutical industries. Copyright (c) 2010. Published by Elsevier Ltd.
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Dariusz Czokajlo; Stephen A. Teale
1999-01-01
a-Pinene and ethanol were released in the approximate proportions 1:0.1, 1:0.9 and 1:9 (at 21oC). Ethanol, released in the range of 3-279 mg/day, generally synergized the attraction of T. piniperda to a-pinene(30 mg/day at 21oC), although attraction to the mixtures...
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High Molecular Weight Dimer Esters in α-Pinene Secondary Organic Aerosol
NASA Astrophysics Data System (ADS)
Kristensen, Kasper; Cui, Tianqu; Zhang, Haofei; Gold, Avram; Glasius, Marianne; Surratt, Jason D.
2014-05-01
Monoterpenes, such as α-pinene, constitute an important group of biogenic volatile organic compounds (BVOC). Once emitted into the atmosphere α-pinene is removed by oxidization by the hydroxyl radical (OH), reactions with ozone (O3), and with nitrate radicals (NO3) resulting in the formation of first-generation oxidation products, such as semi-volatile carboxylic acids. In addition, higher molecular weight dimer esters originating from the oxidation of α-pinene have been observed in both laboratory-generated and ambient secondary organic aerosols (SOA). While recent studies suggest that the dimers are formed through esterification between carboxylic acids in the particle phase, the formation mechanism of the dimer esters is still ambiguous. In this work, we present the results of a series of smog chamber experiments to assess the formation of dimer esters formed from the oxidation of α-pinene. Experiments were conducted in the University of North Carolina (UNC) dual outdoor smog chamber facility to investigate the effect of oxidant species (OH versus O3), relative humidity (RH), and seed aerosol acidity in order to obtain a better understanding of the conditions leading to the formation of the dimer esters and how these parameters may affect the formation and chemical composition of SOA. The chemical composition of α-pinene SOA was investigated by ultra-performance liquid chromatography/electrospray ionization high-resolution quadrupole time-of-flight mass spectrometry (UPLC/ESI-HR-Q-TOFMS), and a total of eight carboxylic acids and four dimer esters were identified, constituting between 8 and 12 % of the total α-pinene SOA mass.
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Flamini, Guido; Bader, Ammar; Cioni, Pier Luigi; Katbeh-Bader, Ahmad; Morelli, Ivano
2004-02-11
Pistacia palaestina Boiss. (Pistacia terebinthus L. var. palaestina (Boiss.) Engl.) is a medicinal and foodstuff plant. The ripe fruits are used largely in the Middle East as a component of the so-called Zaatar, a mix of aromatic and food plants. Results of GC and GC-MS analyses of the essential oils of leaves, galls produced by Baizongia pistaciae (L.), and ripe and unripe fruits of Pistacia palaestinaBoiss. collected in Jordan are reported. Both qualitative and quantitative differences between different parts of the plant were observed. The oil was rich in monoterpenes, and the main constituents were alpha-pinene (63.1%) and myrcene (13.3%) in the leaves and alpha-pinene (49.4%), sabinene (22.8%), and limonene (8.1%) in the galls. (E)-Ocimene (33.8-41.3%), sabinene (20.3-24.1%), and (Z)-ocimene (3.8-13.0%) were the main ones in both unripe and ripe fruits. Sesquiterpenes have been detected in small quantities in leaves and fruits and in trace amounts in galls.
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Plata-Rueda, Angelica; Campos, Juliana Mendonça; da Silva Rolim, Gabriela; Martínez, Luis Carlos; Dos Santos, Marcelo Henrique; Fernandes, Flávio Lemes; Serrão, José Eduardo; Zanuncio, José Cola
2018-07-30
This study evaluated toxic effects, repellency and respiration rate caused by terpenoid constituents of cinnamon and clove essential oils and against Sitophilus granarius L. (Coleoptera: Curculionidae). The lethal concentrations (LC 50 and LC 90 ), repellent effect, and behavior repellency response on adults of S. granarius after exposure to six concentrations of each essential oil and terpenoids were evaluated. The chemical composition of the cinnamon oil was also determined and primary compounds were eugenol (10.5%), trans-3-caren-2-ol (10.2%), benzyl benzoate (9.99%), caryophyllene (9.34%), eugenyl acetate (7.71%), α-phellandrene (7.41%), and α-pinene (7.14%). In clove essential oil, the primary compounds were eugenol (27.1%), caryophyllene (24.5%), caryophyllene oxide (18.3%), 2-propenoic acid (12.2%), α-humulene (10.8%), γ-cadinene (5.01%), and humulene oxide (4.84%). Cinnamon and clove essential oil was toxic to S. granarius. In toxic terpenoids compounds, eugenol has stronger contact toxicity in S. granarius than caryophyllene oxide, followed by α-pinene, α-humulene, and α-phellandrene. Insects reduced their respiratory rates after being exposed to essential oil terpenoids and avoided or reduced their mobility on terpenoid-treated surfaces. Cinnamon and clove essential oil, and their terpenoid constituents were toxic and repellent to adult S. granarius and, therefore, have the potential to prevent or retard the development of insecticide resistance. Copyright © 2018 Elsevier Inc. All rights reserved.
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Influence of tree provenance on biogenic VOC emissions of Scots pine (Pinus sylvestris) stumps
NASA Astrophysics Data System (ADS)
Kivimäenpää, Minna; Magsarjav, Narantsetseg; Ghimire, Rajendra; Markkanen, Juha-Matti; Heijari, Juha; Vuorinen, Martti; Holopainen, Jarmo K.
2012-12-01
Resin-storing plant species such as conifer trees can release substantial amounts of volatile organic compounds (VOCs) into the atmosphere under stress circumstances that cause resin flow. Wounding can be induced by animals, pathogens, wind or direct mechanical damage e.g. during harvesting. In atmospheric modelling of biogenic VOCs, actively growing vegetation has been mostly considered as the source of emissions. Root systems and stumps of resin-storing conifer trees could constitute a significant store of resin after tree cutting. Therefore, we assessed the VOC emission rates from the cut surface of Scots pine stumps and estimated the average emission rates for an area with a density of 2000 stumps per ha. The experiment was conducted with trees of one Estonian and three Finnish Scots pine provenances covering a 1200 km gradient at a common garden established in central Finland in 1991. VOC emissions were dominated by monoterpenes and less than 0.1% of the total emission was sesquiterpenes. α-Pinene (7-92% of the total emissions) and 3-carene (0-76% of the total emissions) were the dominant monoterpenes. Proportions of α-pinene and camphene were significantly lower and proportions of 3-carene, sabinene, γ-terpinene and terpinolene higher in the southernmost Saaremaa provenance compared to the other provenances. Total terpene emission rates (standardised to +20 °C) from stumps varied from 27 to 1582 mg h-1 m-2 when measured within 2-3 h after tree cutting. Emission rates decreased rapidly to between 2 and 79 mg h-1 m-2 at 50 days after cutting. The estimated daily terpene emission rates on a hectare basis from freshly cut stumps at a cut tree density of 2000 per ha varied depending on provenance. Estimated emission ranges were 100-710 g ha-1 d-1 and 137-970 g ha-1 d-1 in 40 and in 60 year-old forest stands, respectively. Our result suggests that emission directly from stump surfaces could be a significant source of monoterpene emissions for a few weeks after logging in a Scots pine stand, but provenance properties strongly affect resin flow from root to stump surface.
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Peter de Groot; Gary L. DeBarr; Goran Birgersson
1998-01-01
Four major monoterpenes, (±)-a-pinene,1 (S)-(-)-Ã-pinene,(R)-(+)-limonene, and myrcene are found in the cones of eastern white pines, Pinus strobus L. Mixtures ofthese, as well as. a-pinene or Ã-pinene alone. increased catches of male white pine cone...
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Chemical composition and biological activities of essential oils of Pinus patula.
Amri, Ismail; Lamia, Hamrouni; Gargouri, Samia; Hanana, Mohsen; Mahfoudhia, Mariem; Fezzani, Tarek; Ezzeddine, Ferjani; Jamoussi, Bassem
2011-10-01
Essential oils isolated from needles of Pinus patula by hydrodistillation were analyzed by gas chromatography-flame ionization detection (GC-FID) and gas chromatography mass spectrometry (GC-MS). Thirty-eight compounds were identified, representing 98.3% of the total oil. The oil was rich in monoterpene hydrocarbons (62.4%), particularly alpha-pinene (35.2%) and beta-phellandrene (19.5%). The in vitro antifungal assay showed that P. patula oil significantly inhibited the growth of 9 plant pathogenic fungi. The oil, when tested on Sinapis arvensis, Lolium rigidum, Phalaris canariensis and Trifolium campestre, completely inhibited seed germination and seedling growth of all species. Our preliminary results showed that P. patula essential oil could be valorized for the control of weeds and fungal plant diseases.
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NASA Astrophysics Data System (ADS)
Kjonaas, Richard; Soller, Jean L.; McCoy, Leslee A.
1997-09-01
By placing a piece of chewing gum (Wrigley's) or a crushed piece of hard candy (LifeSavers or Runts) into a vial, followed by GC/MS analysis of a five microliter sample of the headspace, students are able to identify several of the volatile flavoring components which are present. The experiment has been used successfully with sophomore organic chemistry students, and with visiting groups of talented high school students over a three year period. Identification is simplified by handing out a list of the structural formulas of some likely candidates. Some of the components that these students easily identity include ethyl acetate, isobutyl acetate, isoamyl acetate, ethyl butyrate, benzaldehyde, benzyl alcohol, limonene, and cinnamaldehyde. Some of the more difficult to identify components include menthol, menthone, carvone, cineole, myrcene, alpha-pinene, beta-pinene, para-cymene, and gama-terpinene. Most of the major headspace components give signals whose size is comparable to that of the carbon dioxide which is present in each injection. Even with split injection, the background noise is trivial compared to the signals from the major components. The experiments were carried out with a commercially available tabletop GC/MS (Varian 3400 with Saturn MS).
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Essential oil from the leaves of Annona vepretorum: chemical composition and bioactivity.
Costa, Emmanoel Vilaça; Dutra, Lívia Macedo; Nogueira, Paulo Cesar de Lima; Moraes, Valéria Regina de Souza; Salvador, Marcos José; Ribeiro, Luis Henrique Gonzaga; Gadelha, Fernanda Ramos
2012-02-01
The essential oil from the leaves of Annona vepretorun was obtained by hydrodistillation using a Clevenger-type apparatus and analyzed by GC-MS and GC-FID. Eighteen compounds representing 98.1% of the crude essential oil were identified. The major compounds identified were bicyclogermacrene (43.7%), spathulenol (11.4%), alpha-felandrene (10.0%), alpha-pinene (7.1%), (E)-beta-ocimene (6.8%), germacrene D (5.8%), and p-cymene (4.2%). The trypanocidal activity against Trypanosoma cruzi epimastigote forms, as well as, the antimicrobial and antioxidant proprieties was investigated. The essential oil showed a potent trypanocidal activity with IC50 value of 31.9 +/-1.3 microg x mL(-1). For antimicrobial activity, the best result was observed against Candida tropicalis with a MIC value of 100 microg x mL(-1). For antioxidant capacity the essential oil showed weak activity.
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Ma, Xiaohui; Guo, Juan; Ma, Ying; Jin, Baolong; Zhan, Zhilai; Yuan, Yuan; Huang, Luqi
2016-07-01
To identify a terpene synthase that catalyzes the conversion of geranyl pyrophosphate (GPP) to α-pinene and is involved in the biosynthesis of paeoniflorin. Two new terpene synthase genes were isolated from the transcriptome data of Peaonia lactiflora. Phylogenetic analysis and sequence characterization revealed that one gene, named PlPIN, encoded a monoterpene synthase that might be involved in the biosynthesis of paeoniflorin. In vitro enzyme assay showed that, in contrast to most monoterpene synthases, PlPIN encoded an α-pinene synthase which converted GPP into α-pinene as a single product. This newly identified α-pinene synthase could be used for improving paeoniflorin accumulation by metabolic engineering or for producing α-pinene via synthetic biology.
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Is the gas-particle partitioning in alpha-pinene secondary organic aerosol reversible?
NASA Astrophysics Data System (ADS)
Grieshop, Andrew P.; Donahue, Neil M.; Robinson, Allen L.
2007-07-01
This paper discusses the reversibility of gas-particle partitioning in secondary organic aerosol (SOA) formed from α-pinene ozonolysis in a smog chamber. Previously, phase partitioning has been studied quantitatively via SOA production experiments and qualitatively by perturbing temperature and observing particle evaporation. In this work, two methods were used to isothermally dilute the SOA: an external dilution sampler and an in-chamber technique. Dilution caused some evaporation of SOA, but repartitioning took place on a time scale of tens of minutes to hours-consistent with an uptake coefficient on the order of 0.001-0.01. However, given sufficient time, α-pinene SOA repartitions reversibly based on comparisons with data from conventional SOA yield experiments. Further, aerosol mass spectrometer (AMS) data indicate that the composition of SOA varies with partitioning. These results suggest that oligomerization observed in high-concentration laboratory experiments may be a reversible process and underscore the complexity of the kinetics of formation and evaporation of SOA.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Song, Chen; Gyawali, Madhu; Zaveri, Rahul A.
2013-10-25
It is well known that light absorption from dust and black carbon aerosols has a warming effect on climate while light scattering from sulfate, nitrate, and sea salt aerosols has a cooling effect. However, there are large uncertainties associated with light absorption and scattering by different types of organic aerosols, especially in the near-UV and UV spectral regions. In this paper, we present the results from a systematic laboratory study focused on measuring light absorption by secondary organic aerosols (SOAs) generated from dark α-pinene + O 3 and α-pinene + NO x + O 3 systems in the presence ofmore » neutral and acidic sulfate seed aerosols. Light absorption was monitored using photoacoustic spectrometers at four different wavelengths: 355, 405, 532, and 870 nm. Significant light absorption at 355 and 405 nm was observed for the SOA formed from α-pinene + O 3 + NO 3 system only in the presence of highly acidic sulfate seed aerosols under dry conditions. In contrast, no absorption was observed when the relative humidity was elevated to greater than 27% or in the presence of neutral sulfate seed aerosols. Organic nitrates in the SOA formed in the presence of neutral sulfate seed aerosols were found to be nonabsorbing, while the light-absorbing compounds are speculated to be aldol condensation oligomers with nitroxy organosulfate groups that are formed in highly acidic sulfate aerosols. Finally and overall, these results suggest that dark α-pinene + O 3 and α-pinene + NO x + O 3 systems do not form light-absorbing SOA under typical atmospheric conditions.« less
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Woguem, Verlaine; Maggi, Filippo; Fogang, Hervet P D; Tapondjoua, Léon A; Womeni, Hilaire M; Luana, Quassinti; Bramuccic, Massimo; Vitali, Luca A; Petrelli, Dezemona; Lupidi, Giulio; Papa, Fabrizio; Vittori, Sauro; Barboni, Luciano
2013-12-01
Wild pepper (Piper capense L.f., Piperaceae) is a spice traditionally used in western Cameroon to make soups called 'Nkui' and 'Nah poh'. In the present work, the essential oil hydrodistilled from fruits was analyzed by GC-FID and GC-MS, and for in vitro biological activities, namely cytotoxic, antioxidant and antimicrobial, by MTT, DPPH, ABTS and agar disc diffusion methods. The oil composition was dominated by monoterpene hydrocarbons (56.5%) responsible for the pepper odor, such as (beta-pinene (33.2%), sabinene (10.0%) and alpha-pinene (8.9%). The oil induced a concentration-dependent inhibitory effect on human tumor cells MDA-MB 231 (breast adenocarcinoma), A375 (malignant melanoma) and HCT116 (colon carcinoma), showing IC50 values of 26.3, 76.0 and 22.7 microg/ml, respectively. The oil showed total antioxidant activity with a Trolox equivalent antioxidant concentration (TEAC) value of 140 micromol/g. The essential oil of P. capense proved to be an effective scavenger of the ABTS+ radical, with an activity only about 30 times lower than that of Trolox. Moderate activity was observed against the Gram-positive species Staphylococcos aureus and Enterococcusfaecalis, and the yeast Candida albicans. The notable inhibition of some human tumor cells is worthy of further investigation to discover the possible mechanisms of action responsible for the observed cytotoxic effect of this essential oil.
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Chemical composition of Schinus molle essential oil and its cytotoxic activity on tumour cell lines.
Díaz, Cecilia; Quesada, Silvia; Brenes, Oscar; Aguilar, Gilda; Cicció, José F
2008-01-01
The leaf essential oil hydrodistilled from Schinus molle grown in Costa Rica was characterised in terms of its chemical composition, antioxidant activity, ability to induce cytotoxicity and the mechanism of cell death involved in the process. As a result, 42 constituents, accounting for 97.2% of the total oil, were identified. The major constituents of the oil were beta-pinene and alpha-pinene. The antioxidant activity showed an IC(50) of 36.3 microg mL(-1). The essential oil was cytotoxic in several cell lines, showing that it is more effective on breast carcinoma and leukemic cell lines. The LD(50) for cytotoxicity at 48 h in K562 corresponded to 78.7 microg mL(-1), which was very similar to the LD(50) obtained when apoptosis was measured. The essential oil did not induce significant necrosis up to 200 microg mL(-1), which together with the former results indicate that apoptosis is the main mechanism of toxicity induced by S. molle essential oil in this cell line. In conclusion, the essential oil tested was weak antioxidant and induced cytotoxicity in different cell types by a mechanism related to apoptosis. It would be interesting to elucidate the role that different components of the oil play in the effect observed here, since some of them could have potential anti-tumoural effects, either alone or in combination.
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Anti-inflammation activity of fruit essential oil from Cinnamomum insularimontanum Hayata.
Lin, Chien-Tsong; Chen, Chi-Jung; Lin, Ting-Yu; Tung, Judia Chen; Wang, Sheng-Yang
2008-12-01
In this study, the fruit essential oil of Cinnamomum insularimontanum was prepared by using water distillation. Followed by GC-MS analysis, the composition of fruit essential oil was characterized. The main constituents of essential oil were alpha-pinene (9.45%), camphene (1.70%), beta-pinene (4.30%), limonene (1.76%), citronellal (24.64%), citronellol (16.78%), and citral (35.89%). According to the results obtained from nitric oxide (NO) inhibitory activity assay, crude essential oil and its dominant compound (citral) presented the significant NO production inhibitory activity, IC(50) of crude essential oil and citral were 18.68 and 13.18microg/mL, respectively. Moreover, based on the results obtained from the protein expression assay, the expression of IKK, iNOS, and nuclear NF-kappaB was decreased and IkappaBalpha was increased in dose-dependent manners, it proved that the anti-inflammatory mechanism of citral was blocked via the NF-kappaB pathway, but it could not efficiently suppress the activity on COX-2. In addition, citral exhibited a potent anti-inflammatory activity in the assay of croton oil-induced mice ear edema, when the dosage was 0.1 and 0.3mg per ear, the inflammation would reduce to 22% and 83%, respectively. The results presented that the fruit essential oil of C. insularimontanum and/or citral may have a great potential to develop the anti-inflammatory medicine in the future.
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Stashenko, Elena E; Jaramillo, Beatriz E; Martínez, Jairo René
2004-01-30
Hydrodistillation (HD), simultaneous distillation-solvent extraction (SDE), microwave-assisted hydrodistillation (MWHD), and supercritical fluid (CO2) extraction (SFE), were employed to isolate volatile secondary metabolites from Colombian Xylopia aromatica (Lamarck) fruits. Static headspace (S-HS), simultaneous purge and trap (P&T) in solvent (CH2Cl2), and headspace (HS) solid-phase microextraction (SPME) were utilised to obtain volatile fractions from fruits of X. aromatica trees, which grow wild in Central and South America, and are abundant in Colombia. Kováts indices, mass spectra or standard compounds, were used to identify more than 50 individual components in the various volatile fractions. beta-Phellandrene was the main component found in the HD and MWHD essential oils, SDE and SFE extracts (61, 65, 57, and ca. 40%, respectively), followed by beta-myrcene (9.1, 9.3, 8.2 and 5.1%), and alpha-pinene (8.1, 7.3, 8.1 and 5.9%). The main components present in the volatile fractions of the X. aromatica fruits, isolated by S-HS, P&T and HS-SPME were beta-phellandrene (53.8, 35.7 and 39%), beta-myrcene (13.3, 12.3 and 10.1%), p-mentha-1(7),8-diene (7.1, 10.6 and 10.4%), alpha-phellandrene (2.2, 5.0 and 6.4%), and p-cymene (2.2,4.7 and 4.4%), respectively.
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Kugel, Roger W; Ault, Bruce S
2015-01-15
The reactions of ozone with three bicyclic alkenes, α-pinene, norbornene, and norbornadiene, were studied by low-temperature (14 K), argon matrix isolation infrared spectroscopy including (18)O isotope-labeling studies. Theoretical calculations of some of the proposed reaction intermediates and products were carried out using the Gaussian 09 suite of programs, applying density functional theory (DFT), the B3LYP functional, and the 6-311G++(d,2p) basis set. In the α-pinene/ozone system, the thermal reaction between α-pinene and ozone was too slow to observe under the twin-jet or merged-jet deposition conditions of these experiments. However, red light (λ ≥ 600 nm) irradiation of the argon matrixes containing α-pinene and ozone caused new infrared peaks to appear that could be readily assigned to reaction products of α-pinene with O((3)P) resulting from ozone photolysis: α-pinene oxide (with an epoxide ring) and two isomeric ketones. Norbornene and norbornadiene were both found to react with ozone in the gas phase during twin-jet or merged-jet deposition of these mixtures with argon. New peaks observed in the infrared spectra were assigned to the primary ozonides, Criegee intermediates, and secondary ozonides of norbornene and norbornadiene, indicating that the bulk of these reactions proceeded via the "classic" Criegee mechanism for ozonolysis of alkenes. Calculated infrared frequencies and molecular energies support these conclusions. Ultraviolet irradiation of these mixtures resulted in complete decomposition of the early intermediates and the formation of acids, aldehydes, alcohols, carbon dioxide, and carbon monoxide. In any case, no evidence for "unusual" chemistry, prompted by the bicyclic nature of the reactants, was observed.
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Ložienė, Kristina; Švedienė, Jurgita; Paškevičius, Algimantas; Raudonienė, Vita; Sytar, Oksana; Kosyan, Anatoliy
2018-04-22
Although the nature-identical chemical compounds are cheaper, they not always repeat biological activity of plant origin natural chemical compounds, often react allergies and resistance of microorganisms. The aim of this study was to investigate effects of Juniperus communis origin α-pinene with different enantiomeric composition on bacteria, yeasts and fungi. Results showed that different enantiomeric composition of α-pinene have different activities on microorganisms: essential oil with (1S)-(-) ≈ (1R)-(+) enantiomeric composition of α-pinene influenced on some microorganisms stronger than essential oil with (1S)-(-) < (1R)-(+) enantiomeric composition of α-pinene; the pure natural α-pinene with enantiomeric composition S < R more strongly inhibited growth of investigated bacteria and Candida yeasts, α-pinene with enantiomeric composition S ≈ R - growth of Trichophyton and Aspergillus. (1S)-(-) and (1R)-(+) enantiomeric forms of α-pinene can have also different synergistic effects with other compounds of essential oil. The results of study showed that the same amount of α-pinene with different enantiomeric composition can have diverse antimicrobial potential due different specific interactions with other chemical compounds of essential oil. Therefore, it is very important to determine and present the enantiomeric composition of those plant origin compounds, which are characterized by enantiomerisation, during the course of research of biological activities of natural plant products (essential oils and other) and their isolated compounds. Copyright © 2018 Elsevier B.V. All rights reserved.
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Taft, Spencer; Najar, Ahmed; Godbout, Julie; Bousquet, Jean; Erbilgin, Nadir
2015-01-01
The secondary compounds of pines (Pinus) can strongly affect the physiology, ecology and behaviors of the bark beetles (Coleoptera: Curculionidae, Scolytinae) that feed on sub-cortical tissues of hosts. Jack pine (Pinus banksiana) has a wide natural distribution range in North America (Canada and USA) and thus variations in its secondary compounds, particularly monoterpenes, could affect the host expansion of invasive mountain pine beetle (Dendroctonus ponderosae), which has recently expanded its range into the novel jack pine boreal forest. We investigated monoterpene composition of 601 jack pine trees from natural and provenance forest stands representing 63 populations from Alberta to the Atlantic coast. Throughout its range, jack pine exhibited three chemotypes characterized by high proportions of α-pinene, β-pinene, or limonene. The frequency with which the α-pinene and β-pinene chemotypes occurred at individual sites was correlated to climatic variables, such as continentality and mean annual precipitation, as were the individual α-pinene and β-pinene concentrations. However, other monoterpenes were generally not correlated to climatic variables or geographic distribution. Finally, while the enantiomeric ratios of β-pinene and limonene remained constant across jack pine's distribution, (-):(+)-α-pinene exhibited two separate trends, thereby delineating two α-pinene phenotypes, both of which occurred across jack pine's range. These significant variations in jack pine monoterpene composition may have cascading effects on the continued eastward spread and success of D. ponderosae in the Canadian boreal forest.
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Quartz Crystal Microbalance: Aerosol Viscoelastic Measurement Calibration and Subsiquent H2O Uptake
NASA Astrophysics Data System (ADS)
Farland, D. R., Jr.; Gilles, M. K.; Harder, T.; Weis, J.; Mueller, S.
2015-12-01
Aerosol particles exposed to various atmospheric relative humidity (RH) levels exhibit hygroscopic properties which are not fully understood. Water adsorption or diffusion depends on particle viscosity in semi-solid to liquid states. This relationship between particle viscosity as a function of RH and the corresponding hygroscopic behavioral response is the purpose of this study. However, reliable techniques for viscosity quantification have been limited. A Quartz Crystal Microbalance with Dissipation (QCM-D) was used for viscosity measurements and to determine phase changes. Prior to studies on field samples, microscope immersion/viscosity standard oils, salt crystals, sugars and alpha-pinene secondary organic aerosol (SOA) surrogates are used for viscosity, RH calibrations, water uptake and phase change measurements. RH was controlled by flowing N2 gas saturated with H2O for RH's between 0-75% RH. For higher RH values, (75-100% RH range) saturated salt solutions were flowed over a gore membrane to protect the QCM sensor from direct contact with the solutions. The viscosity calibration constructed via QTools fitting software illustrates the limitations as well as the ranges of reliability of the QCM viscosity measurements. Deliquescing salt crystals of differing deliquescence relative humidity's (DRH), sugars and alpha-pinene SOA's provided insight into the detection of various phase change behaviors. Water uptake experiments performed on alpha-pinene SOA and sucrose sugar yielded significantly different frequency and dissipation responses than the deliquescing salts. Future work will apply these experimental methods and analysis on aerosol particles collected during the GoAmazon field campaign.
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Reid, Mary L; Sekhon, Jagdeep K; LaFramboise, Lanielle M
2017-04-01
A high diversity of plant defenses may be a response to herbivore diversity or may be collectively more toxic than single compounds, either of which may be important for understanding insect-plant associations. Monoterpenes in conifers are particularly diverse. We tested the fumigant toxicity of four monoterpenes, alone and in combination, to mountain pine beetles, Dendroctonus ponderosae, in the context of the beetles' individual body traits. Chemical structures of tested monoterpene hydrocarbons had modest effects on beetle survival, mass loss, water content and fat content, with (R)-(+)-limonene tending to be more toxic than (-)-α-pinene, (-)-β-pinene, and (+)-3-carene. Monoterpene diversity (all qualitative combinations of one to four monoterpenes) did not affect toxicity. Concentration (0 to 1200 ppm) of individual monoterpenes was a strong determinant of toxicity. Beetle body size and body condition index strongly and positively affected survival during monoterpene treatments. Larger beetles in better condition lost proportionally less mass during exposure, where proportion mass loss negatively affected survivorship. Toxicity was much more associated with water loss than with fat loss, suggesting that a main cost of detoxification is excretion, a process that has received little attention. These results provide insight into the determinants of beetle success in historic and novel hosts that differ in monoterpene composition and concentration. We also suggest that water availability will affect beetle success directly through their ability to tolerate detoxification as well as indirectly through host responses to drought.
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Evaluating the Potential Importance of Monoterpene Degradation for Global Acetone Production
NASA Astrophysics Data System (ADS)
Kelp, M. M.; Brewer, J.; Keller, C. A.; Fischer, E. V.
2015-12-01
Acetone is one of the most abundant volatile organic compounds (VOCs) in the atmosphere, but estimates of the global source of acetone vary widely. A better understanding of acetone sources is essential because acetone serves as a source of HOx in the upper troposphere and as a precursor to the NOx reservoir species peroxyacetyl nitrate (PAN). Although there are primary anthropogenic and pyrogenic sources of acetone, the dominant acetone sources are thought to be from direct biogenic emissions and photochemical production, particularly from the oxidation of iso-alkanes. Recent work suggests that the photochemical degradation of monoterpenes may also represent a significant contribution to global acetone production. We investigate that hypothesis using the GEOS-Chem chemical transport model. In this work, we calculate the emissions of eight terpene species (α-pinene, β-pinene, limonene, Δ3-carene, myrcene, sabinene, trans-β-ocimene, and an 'other monoterpenes' category which contains 34 other trace species) and couple these with upper and lower bound literature yields from species-specific chamber studies. We compare the simulated acetone distributions against in situ acetone measurements from a global suite of NASA aircraft campaigns. When simulating an upper bound on yields, the model-to-measurement comparison improves for North America at both the surface and in the upper troposphere. The inclusion of acetone production from monoterpene degradation also improves the ability of the model to reproduce observations of acetone in East Asian outflow. However, in general the addition of monoterpenes degrades the model comparison for the Southern Hemisphere.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Ho, Junming; Psciuk, Brian T.; Chase, Hilary M.
2016-06-16
A rotationally fluid state of α-pinene at fused silica/vapor interfaces is revealed by computational and experimental vibrational sum frequency generation (SFG) studies. We report the first assignment of the vibrational modes in the notoriously congested C-H stretching region of α-pinene and identify its bridge methylene group on the four-membered ring ("βCH2") as the origin of its dominant spectral feature. We find that the spectra are perfused with Fermi resonances that need to be accounted for explicitly in the computation of vibrational spectra of strained hydrocarbons such α-pinene. The preferred orientations of α-pinene are consistent with optimization of van der Waalsmore » contacts with the silica surface that results in a bimodal distribution of highly fluxional orientations in which the βCH2 group points "towards" or "away from” the surface. The reported findings are particularly relevant to the exposure of α-pinene to primary oxidants in heterogeneous catalytic pathways that exploit α-pinene as a sustainable feedstock for fine chemicals and polymers.« less
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Huong, Le T; Thang, Tran D; Ogunwande, Isiaka A
2015-02-01
The essential oils obtained from the leaves, stems, roots and fruits of Alpinia polyantha D. Fang (Zingiberaceae) have been studied. The leaf oil was comprised mainly of camphor (16.1%), α-pinene (15.2%) and β-agarofuran (12.9%), while the major constituents of the stem oil were α-pinene (12.4%), β-cubebene (10.6%), β-agarofuran (10.3%) and globulol (8.8%). However, β-cubebene (12.6%), fenchyl acetate (10.8%), β-maaliene (9.0%), aristolone (8.8%) and α-pinene (8.2%) were the compounds occurring in higher amounts in the root oil. The quantitatively significant compounds of the fruit oil were δ-cadinene (10.9%), β-caryophyllene (9.1%), β-pinene (8.7%) and α-muurolene (7.7%).
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Lee, Jeong-Ho; Lee, Byung-Kyu; Kim, Jong-Hee; Lee, Sang Hee; Hong, Soon-Kwang
2009-04-01
The chemical compositions, and antibacterial and antifungal effects of essential oils extracted from three coniferous species, Pinus densiflora, Cryptomeria japonica, and Chamaecyparis obtusa, were investigated. Gas chromatography mass analysis of the essential oils revealed that the major components and the percentage of each essential oil were 16.66% beta-phellandrene and 14.85% alpha-pinene in P. densiflora; 31.45% kaur-16-ene and 11.06% sabinene in C. japonica; and 18.75% bicyclo [2, 2, 1] heptan-2-ol and 17.41% 2-carene in Ch. obtusa. The antimicrobial assay by agar disc diffusion method showed that 2.2 microg of Ch. obtusa oil inhibited most effectively the growth of Escherichia coli ATCC 33312 and Klebsiella oxytoca ATCC 10031, whereas the C. japonica oil gave weak antimicrobial activity. The minimal inhibitory concentration (MIC) values for bacterial strains were in the range of 5.45-21.8 mg/ml depending on essential oils, but most Gram-negative bacteria were resistant even at 21.8 mg oil/ml. P. densiflora oil showed the most effective antifungal activity and the MIC values for Cryptococcus neoformans B42419 and Candida glabrata YFCC 062CCM 11658 were as low as 0.545 and 2.18 mg/ml, respectively. Cryp. neoformans B42419 was the most sensitive to all essential oils in the range of 0.545-2.18 mg/ml. Our data clearly showed that the essential oils from the three conifers had effective antimicrobial activity, especially against fungi.
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Essential oil composition from two species of Piperaceae family grown in Colombia.
Pino Benitez, Nayive; Meléndez León, Erika M; Stashenko, Elena E
2009-10-01
Essential oil compositions of aerial parts from two species in the Piper (Piperaceae family) genera: Piper lanceaefolium Kunth and Piper hispidum Sw., frequently called deflated (for the anti-inflammatory activity) or cord. Piperaceae leaves were collected in different regions of the Chocó department in northwestern Colombia and identified by botanists from Colombian National Herbarium, where a voucher of each specimen were deposited (No- COL 519993 and No- COL 519969, respectively). The essential oils were obtained by microwave-assisted hydrodistillation (MWHD) and analyzed by gas chromatography-mass spectrometry (GC-MS). The P. lanceaefolium essential oil was sesquiterpenoid type (71.7%). This composition was represented by sesquiterpenes hydrocarbons (58.5%) and by their oxygenated derivates (13.2%); the main compounds were, trans-beta-caryophyllene (11.6%) and germacrene D (10.7%) followed by alpha-selinene (7.8%), beta-pinene (5.4%), beta-selinene (4.8%), and alpha-cubebene (4.3%). The Piper hispidum essential oil also was sesquiterpene type (74.4%) and oxygenated sesquiterpenes (46.4%) followed by sesquiterpenes hydrocarbons (28.0%). The main compounds were trans-nerolidol (23.6%) and caryophyllene oxide (5.4%) followed by beta-elemene (5.1%), trans-beta-caryophyllene (5.1%), curzerene (4.9%), and germacrene B (4.5%). Trans-beta-caryophyllene presents the higher percentage of the common compounds in the two species' essential oil (11.6% and 5.1% in P. lanceaefolium and P. hispidum, respectively).
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NASA Astrophysics Data System (ADS)
Narayanan, Ananthakrishnan
In this research, structural, electrical and nonlinear optical characteristics of: (a) single crystal films involving a noncentrosymmetric molecule DAST and a laser dye IR125 and (b) specific nonconjugated conducting polymers including poly(beta-pinene) and polynorbornene have been studied. 4'-dimethylamino-N-methyl-4-stilbazolium tosylate (DAST) is a well known second order nonlinear optical material. This material has exceptionally high electro-optic coefficients, high thermal stability and ultrafast response time. In this work single crystal films involving a combination of DAST and IR125 have been prepared using modified shear method and the films have been characterized using polarized optical microscopy, X-ray diffraction, polarization dependent optical absorption and photoluminescence spectroscopy. The electro-optic coefficient of these films measured at 633nm was found to be 300pm/V. Since IR-125 has a strong absorption band from 500nm to 800nm, these films are promising for various applications in nonlinear optics at longer wavelength and for light emission. Nonconjugated conducting polymers are a class of polymers that have at least one double bond in their repeat units. 1,4-cis polyisoprene, polyalloocimene, styrene butadiene rubber, poly(ethylenepyrrolediyl) derivatives, and poly(beta-pinene) are some of the well known examples of nonconjugated conducting polymers. In this work, polynorborne, a new addition to the class of nonconjugated conducting polymers is discussed. Like other polymers in this class, polynorbornene exhibits increase in electrical conductivity by many orders of magnitude upon doping with iodine. The maximum electrical conductivity of this material is 0.01 S/cm. As shown by using FTIR microscopy, the C=C bonds are transformed into cation radicals when polynorborne is doped. This is due to the charge-transfer from the double bond to the dopant (iodine). These materials like other nonconjugated conducting polymers have significant applications in electro-optics and photonics. Electron paramagnetic resonance measurements on poly(beta-pinene) before and after doping with iodine are reported in this work. The EPR signal of this polymer increases proportionally with the iodine concentration due to the formation of cation radicals upon doping and charge-transfer. The results agree well with the doping mechanism of nonconjugated conducting polymers discussed earlier in literature. Hyperfine splitting in heavily doped polymers is observed due to the reduced distance between the cation radical and the iodine anion. Off-resonant electro-optic measurements in doped poly(beta-pinene) at 790nm, 800nm, 810nm and 1.55microm using field-induced birefringence technique have been studied. The results show that this material exhibits the highest cubic nonlinearities of all known materials. The Kerr coefficient measured at 1.55microm is 1.6x10-10 m/V2 which is about 30 times higher than that of conjugated polymers. Results of two photon measurements in this doped polymer using pump-probe technique with a pulsed, mode-locked (150 fs pulses) beam from a Ti-Sapphire laser are reported. The measured value of alpha2 at 790 nm and 795 nm were found to be 2.28+/-0.1 cm/MW and 2.5+/-0.1 cm/MW respectively. The data confirms that the nonlinearity in this material is ultrafast and electronic in nature. Such large nonlinearities in these materials are attributed the charge confinement in these materials in a sub-nanometer domain (upon doping) resulting in a metal-like quantum dot structure. Photovoltaic measurements in a composite involving poly(beta-pinene) and C60 are discussed. This is the first time a nonconjugated conducting polymer based photovoltaic cell has been fabricated. A composite involving 4% C60 by weight produced a photovoltage of 280mV for an incident light intensity of 6mW/sq.cm. These low cost devices have applications in solar cells, photodetectors etc. A nonlinear optical waveguide was prepared by casting a thin film of poly(beta-pinene) on bare multi-mode optical fiber and doping it with iodine. The doped fibers were of excellent optical quality. Two-photon absorption experiments were conducted using these waveguides and large changes in transmission upto 28% was observed in 15cm long fiber. More work needs to be done to confirm this result. This is a significant step in the direction of making these materials a viable choice for ultrafast (femtosecond time-scale) optical devices. To summarize, these works included detailed investigations of structural, electrical and nonlinear optical characteristics of specific molecular crystal films and nonconjugated conducting polymers.
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Iqbal, Mohammad Asif; Kim, Ki-Hyun
2014-12-19
In the analysis of biogenic volatile organic compounds (BVOCs) in ambient air, preparation of a sub-ppb level standard is an important factor. This task is very challenging as most BVOCs (e.g., monoterpenes) are highly volatile and reactive in nature. As a means to produce sub-ppb gaseous standards for BVOCs, we investigated the dynamic headspace (HS) extraction technique through which their vapors are generated from a liquid standard (mixture of 10 BVOCs: (1) α-pinene, (2) β-pinene, (3) 3-carene, (4) myrcene, (5) α-phellandrene, (6) α-terpinene, (7) R-limonene, (8) γ-terpinene, (9) p-cymene, and (10) Camphene) spiked into a chamber-style impinger. The quantification of BVOCs was made by collection on multiple-bed sorbent tubes (STs) and subsequent analysis by thermal desorption-gas chromatography-mass spectrometry (TD-GC-MS). Using this approach, sub-ppb level mixtures of gaseous BVOCs were generated at different sweep cycles. The mean concentrations of 10 BVOCs generated from the most stable conditions (i.e., in the third sweep cycle) varied in the range of 0.37±0.05 to 7.27±0.86ppb depending on the initial concentration of liquid standard spiked into the system. The reproducibility of the gaseous BVOCs generated as mixture standards, if expressed in terms of relative standard error using the concentration datasets acquired under stable conditions, ranged from 1.64 (α-phellandrene) to 9.67% (R-limonene). Copyright © 2014 Elsevier B.V. All rights reserved.
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Biogenic volatile organic compounds (BVOCs) emissions from Abies alba in a French forest.
Moukhtar, S; Couret, C; Rouil, L; Simon, V
2006-02-01
Air quality studies need to be based on accurate and reliable data, particularly in the field of the emissions. Biogenic emissions from forests, crops, and grasslands are now considered as major compounds in photochemical processes. Unfortunately, depending on the type of vegetation, these emissions are not so often reliably defined. As an example, although the silver fir (Abies alba) is a very widespread conifer tree in the French and European areas, its standard emission rate is not available in the literature. This study investigates the isoprene and monoterpenes emission from A. alba in France measured during the fieldwork organised in the Fossé Rhénan, from May to June 2003. A dynamic cuvette method was used. Limonene was the predominant monoterpene emitted, followed by camphene, alpha-pinene and eucalyptol. No isoprene emission was detected. The four monoterpenes measured showed different behaviours according to micrometeorological conditions. In fact, emissions of limonene, alpha-pinene and camphene were temperature-dependant while eucalyptol emissions were temperature and light dependant. Biogenic volatile organic compounds emissions were modeled using information gathered during the field study. Emissions of the three monoterpenes previously quoted were achieved using the monoterpenes algorithm developed by Tingey et al. (1980) [Tingey D, Manning M, Grothaus L, Burns W. Influence of light and temperature on monoterpene emission rates from slash pine. Plant Physiol 1980;65: 797-801.] and the isoprene algorithm [Guenther, A., Monson, R., Fall, R., 1991. Isoprene and monoterpene emission rate variability: observations with eucalyptus and emission rate algorithm development. J Geophys Res 26A: 10799-10808.]; [Guenther, A., Zimmerman, P., Harley, P., Monson, R., Fall, R., 1993. Isoprene and monoterpene emission rate variability: model evaluation and sensitivity analysis. J Geophys Res 98D: 12609-12617.]) was used for the eucalyptol emission. With these methods, simulation results and observations agreed fairly well. The standard emission rate (303 K) and beta-coefficient averaged for limonene, camphene and alpha-pinene were respectively of 0.63 microg gdw-1 h-1 and 0.06 K-1. For eucalyptol, the standard emission rate (T=303 K and PAR=1000 micromol m-2 s-1) was 0.26 microg gdw-1 h-1. This classified A. alba as a weak monoterpenes emitter.
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Satyal, Prabodh; Powers, Chelsea N; Parducci V, Rafael; McFeeters, Robert L; Setzer, William N
2017-09-23
Background: Protium species (Burseraceae) have been used in the treatment of various diseases and conditions such as ulcers and wounds. Methods: The essential oil from the oleoresin of Protium amazonicum was obtained by hydrodistillation and analyzed by GC-MS, GC-FID, and chiral GC-MS. P. amazonicum oleoresin oil was screened for antifungal activity against Candida albicans , Aspergillus niger , and Cryptococcus neoformans . Results: A total of 54 components representing 99.6% of the composition were identified in the oil. The essential oil was dominated by δ-3-carene (47.9%) with lesser quantities of other monoterpenoids α-pinene (4.0%), p -cymene (4.1%), limonene (5.1%), α-terpineol (5.5%) and p -cymen-8-ol (4.8%). Chiral GC-MS revealed most of the monoterpenoids to have a majority of levo enantiomers present with the exceptions of limonene and α-terpineol, which showed a dextro majority. P. amazonicum oleoresin oil showed promising activity against Cryptococcus neoformans , with MIC = 156 μg/mL. Conclusions: This account is the first reporting of both the chemical composition and enantiomeric distribution of the oleoresin essential oil of P. amazonicum from Ecuador. The oil was dominated by (-)-δ-3-carene, and this compound, along with other monoterpenoids, likely accounts for the observed antifungal activity of the oil.
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Rodrigues, Klinger Antonio da Franca; Amorim, Layane Valéria; Dias, Clarice Noleto; Moraes, Denise Fernandes Coutinho; Carneiro, Sabrina Maria Portela; Carvalho, Fernando Aécio de Amorim
2015-02-03
Syzygium cumini (L.) Skeels (Myrtaceae), commonly known as "jambolão" in Brazil is widely used in folk medicine against leishmaniasis, inflammation, chronic diarrhea, and ulcers. It is one of the most commonly used plants for the treatment of diabetes worldwide. In previous studies, Syzygium cumini was shown to possess antihyperlipidemic and anti-allergic properties, and to exhibit good performance as an antimicrobial agent against bacteria, fungi, and protozoa parasites of the genus Leishmania and Trypanosoma. This study was aimed at evaluating the effects of S. cumini essential oil (ScEO) and its major component α-pinene on Leishmania (Leishmania) amazonensis, as well as their cytotoxicity and possible mechanisms of action. To evaluate the anti-proliferative effect on Leishmania, effects on promastigote and axenic amastigote forms were assessed using tetrazolium salt (MTT) assay. The intramacrophagic amastigotes were exposed to ScEO and α-pinene to determine the survival index. To gain insight into the mechanism of action involved in the effect on the samples, we evaluated the modulation of macrophage activation state by observing structural (phagocytic and lysosomal activities) and cellular (nitric oxide increase) changes. To assess the safety profile of ScEO and α-pinene, murine macrophages and human red blood cells were treated with ScEO and α-pinene and the selectivity index was calculated for each treatment. α-Pinene was effective against Leishmania amazonensis promastigote forms, with a half-maximal inhibitory concentration (IC50) value of 19.7µg/mL. α-Pinene was more active (IC50 values of 16.1 and 15.6µg/mL against axenic and intracellular amastigotes, respectively) than ScEO (IC50 values of 43.9 and 38.1µg/mL against axenic and intracellular amastigotes, respectively). Our results showed that the anti-Leishmania effects were mediated by immunomodulatory activity, as evidenced by the observed increases in both phagocytic and lysosomal activity, and the elevated NO levels. ScEO and α-pinene exhibited low cytotoxicity against murine macrophages and human erythrocytes. The 50% cytotoxicity concentration (CC50) values for the macrophages in the MTT assay were 614.1 and 425.2µg/mL for ScEO and α-pinene, respectively, while the corresponding half-maximal hemolytic concentration (HC50) values were 874.3 and 233.3µg/mL. Taken together, the results demonstrate that ScEO and its major constituent α-pinene have significant anti-Leishmania activity, modulated by macrophage activation, with acceptable levels of cytotoxicity in murine macrophages and human erythrocytes. Further work is warranted, involving more in-depth mechanistic studies and in vivo investigations. Copyright © 2014 Elsevier Ireland Ltd. All rights reserved.
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[Analysis of the chemical constituents of volatile oils of Metasequoia glyptostroboides leave].
Shong, E; Lui, R
1997-10-01
The chemical constituents of volatile oils of Metasequoia glyptostroboides leave were analyzed by GC-MS-DS. 27 constituents were identified, alpha-pinene (70.65%) and caryophyllene (10.38%) of them are main components.
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Potential of sustainable hierarchical zeolites in the valorization of α-pinene.
Nuttens, Nicolas; Verboekend, Danny; Deneyer, Aron; Van Aelst, Joost; Sels, Bert F
2015-04-13
In the valorization of α-pinene, which is an important biomass intermediate derived from turpentine oil, hierarchical (mesoporous) zeolites represent a superior class of catalysts. Hierarchical USY, ZSM-5, and beta zeolites have been prepared, characterized, and catalytically evaluated, with the aim of combining the highest catalytic performance with the most sustainable synthetic protocol. These zeolites are prepared by alkaline treatment in aqueous solutions of NH4 OH, NaOH, diethylamine, and NaOH complemented with tetrapropylammonium bromide. The hierarchical USY zeolite is the most attractive catalyst of the tested series, and is able to combine an overall organic-free synthesis with an up to sixfold activity enhancement and comparable selectivity over the conventional USY zeolite. This superior performance relates to a threefold greater activity than that of the commercial standard, namely, H2 SO4 /TiO2 . Correlation of the obtained benefits to the amount of solid lost during the postsynthetic modifications highlights that the highest activity gains are obtained with minor leaching. Furthermore, a highly zeolitic character, as determined by bulk XRD, is beneficial, but not crucial, in the conversion of α-pinene. The alkaline treatments not only result in a higher overall activity, but also a more functional external surface area, attaining up to four times the pinene conversions per square nanometer. The efficiency of the hierarchical USY zeolite is concomitantly demonstrated in the conversion of limonene and turpentine oil, which emphasizes its industrial potential. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Synergism of turpentine and ethanol as attractants for certain pine-infesting beetles (Coleoptera)
DOE Office of Scientific and Technical Information (OSTI.GOV)
Phillips, T.W.; Wilkening, A.J.; Atkinson, T.H.
1988-06-01
Responses of seven species of pine-infesting beetles to traps baited with either turpentine, ethanol, turpentine and ethanol released from separate dispensers, or a 1:1 solution of turpentine and ethanol released from one dispenser were assessed in three field experiments. The weevil species, Pachylobius picivorus (Germar), and the cerambycid pine sawyer, Monochamus carolinenis (Olivier), were attracted to turpentine and were unaffected by the addition of ethanol. The ambrosia beetle, Xyleborus affinis Eichhoff, responded to ethanol alone but was not attracted to turpentine, nor did the presence of turpentine significantly affects its response to ethanol. The remaining four species) hylobius pales, M.more » titillator, Dendroctonus terebrans and x. pubescens) displayed responses to turpentine that were enhanced by the addition of ethanol, but in different ways according to the method of deployment. Reasons for increased responses by some species to a solution of turpentine and ethanol over the two released separately are not clear; they may lie in different dosages of evaporation rates of volatiles in the field. Laboratory analyses of trapped headspace volatiles from dispensers containing only turpentine and those containing a solution of turpentine and ethanol revealed no differences in the amounts of four principal monoterpene hydrocarbons (..cap alpha..-pinene, camphene, ..beta..-pinene, and limonene) released over time.« less
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The effect of selected monoterpenoids on the cellular slime mold, Dictyostelium discoideum NC4.
Hwang, J Y; Kim, J H; Yun, K W
2004-06-01
We tested the activity of 11 main compounds identified from Pinus plants on the growth of Dictyostelium discoideum NC4. Four concentrations (1, 0.1, 0.01, 0.001 microg/microl) of each compound were tested using a disk volatilization technique following germination of D. discoideum NC4 spores. Photographs of D. discoideum NC4 fruiting bodies were taken 2 days after treatment. Fenchone (at 0.1, 0.01, and 0.001 microg/microl) and camphene (at 0.01 microg/microl) stimulated growth of D. discoideum NC4. (1S)-(-)-verbenone, (1S)-(-)-alpha-pinene, (+)-beta-pinene, myrcene, (-)-menthone, (-)-bornyl acetate, (S)-(+)-carvone, (-)-camphene, and (R)-(+)-limonene inhibit its growth. All of the compounds at 1 microg/microl had a strong inhibitory effect on cell growth of D. discoideum NC4. Microscopic observation of the fruiting bodies matched the results of growth rate analysis. Most of the inhibitory effects were represented by changes in the shapes of the fruiting bodies. These changes include short sorophores, smaller sized sori, and sori without spores. Our results suggest that inhibition of growth is the most common effect of monoterpenoids on D. discoideum NC4. Nevertheless, some of them, like fenchone and camphene, seem to enhance its growth.
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Isolation and characterization of allelopathic volatiles from mugwort (Artemisia vulgaris).
Barney, Jacob N; Hay, Anthony G; Weston, Leslie A
2005-02-01
Several volatile allelochemicals were identified and characterized from fresh leaf tissue of three distinct populations of the invasive perennial weed, mugwort (Artemisia vulgaris). A unique bioassay was used to demonstrate the release of volatile allelochemicals from leaf tissues. Leaf volatiles were trapped and analyzed via gas chromatography coupled with mass spectrometry. Some of the components identified were terpenes, including camphor, eucalyptol, alpha-pinene, and beta-pinene. Those commercially available were tested individually to determine their phytotoxicity. Concentrations of detectable volatiles differed in both absolute and relative proportions among the mugwort populations. The three mugwort populations consisted of a taller, highly branched population (ITH-1); a shorter, lesser-branched population (ITH-2) (both grown from rhizome fragments from managed landscapes); and a population grown from seed with lobed leaves (VT). Considerable interspecific variation existed in leaf morphology and leaf surface chemistry. Bioassays revealed that none of the individual monoterpenes could account for the observed phytotoxicity imparted by total leaf volatiles, suggesting a synergistic effect or activity of a component not tested. Despite inability to detect a single dominant phytotoxic compound, decreases in total terpene concentration with increase in leaf age correlated with decreases in phytotoxicity. The presence of bioactive terpenoids in leaf surface chemistry of younger mugwort tissue suggests a potential role for terpenoids in mugwort establishment and proliferation in introduced habitats.
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Chemical Components of Four Essential Oils in Aromatherapy Recipe.
Tadtong, Sarin; Kamkaen, Narisa; Watthanachaiyingcharoen, Rith; Ruangrungsi, Nijsiri
2015-06-01
This study focused on characterization of the chemical components of an aromatherapy recipe. The formulation consisted of four blended essential oils; rosemary oil, eucalyptus oil, pine oil and lime oil (volume ratio 6 : 2 : 1 : 1). The single and combination essential oils were identified by gas chromatography-mass spectrometry (GC-MS). The analysis of GC-MS data revealed that several components exist in the mixture. The five most important components of the blended essential oils were 1,8-cineole (35.6 %), α-pinene (11.1%), limonene (9.6%), camphor (8.4%), and camphene (6.6%). The main components of rosemary oil were 1,8-cineole (37.3%), α-pinene (19.3%), camphor (14.7%), camphene (8.8%), and β-pinene (5.5%); of eucalyptus oil 1,8-cineole (82.6%) followed by limonene (7.4%), o-cymene (4.3%), γ-terpinene (2.7%), and α-pinene (1.5%); of pine oil terpinolene (26.7%), α-terpineol (20.50%), 1-terpineol (10.8%), α-pinene (6.0%), and γ-terpineol (5.3%); and of lime oil limonene (62.9%), γ-terpinene (11.5%), α-terpineol (7.6%), terpinolene (6.0%), and α-terpinene (2.8%). The present study provided a theoretical basis for the potential application of blended essential oils to be used as an aromatherapy essential oil recipe. GC-MS serves as a suitable and reliable method for the quality control of the chemical markers.
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Lee, Su-Yeon; Kim, Seon-Hong; Hong, Chang-Young; Park, Se-Yeong; Choi, In-Gyu
2015-07-01
In this study, the monoterpenes, α-pinene and geraniol, were biotransformed to synthesize monoterpene alcohol compounds. Polyporus brumalis which is classified as a white rot fungus was used as a biocatalyst. Consequently α-terpineol was synthesized from α-pinene by P. brumalis mycelium, after three days. Moreover, another substrate, the acyclic monoterpenoids geraniol was transformed into the cyclic compound, p-menthane-3, 8-diol (PMD). The main metabolites, i.e., α-terpineol and PMD, are known to be bioactive monoterpene alcohol compounds. This study highlights the potential of fungal biocatalysts for monoterpene transformation.
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Król, Sylwia; Namieśnik, Jacek; Zabiegała, Bożena
2014-01-15
Monoterpenes are among most ubiquitous volatile organic compounds (VOCs) to be detected in indoor air. Since the quality of indoor air is considered important for inhabitants' well-being, the present study aimed at investigating impact of human activity on levels of selected monoterpenes applying passive sampling technique followed by thermal desorption and gas chromatography coupled mass spectrometry. One of the objectives of the present work was to identify and characterize main emission sources as well as to investigate relationship between selected monoterpenes in indoor air. Concentration levels obtained for studied monoterpenes varied from 3 μg m(-3) for 3-carene to 1261 μg m(-3) for d-limonene. D-limonene was reported the most abundant of studied monoterpenes in indoor air. The strong correlation observed between monoterpenes suggests that studied compounds originate from same emission sources, while the I/O >1 proves the strong contribution of endogenous emission sources. The in-depth study of day-night fluctuations in concentrations of monoterpenes lead to the conclusion that human presence and specific pattern of behavior strongly influences presence and concentrations of VOCs in indoor environment. The evaluation of human exposure to selected monoterpenes via inhalation of air revealed that infants, toddlers and young children were the highly exposed individuals. © 2013.
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The "Mushroom Cloud" Demonstration Revisited
ERIC Educational Resources Information Center
Panzarasa, Guido; Sparnacci, Katia
2013-01-01
A revisitation of the classical "mushroom cloud" demonstration is described. Instead of aniline and benzoyl peroxide, the proposed reaction involves household chemicals such as alpha-pinene (turpentine oil) and trichloroisocyanuric acid ("Trichlor") giving an impressive demonstration of oxidation and combustion reactions that…
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Pellegrini, María C; Alonso-Salces, Rosa M; Umpierrez, María L; Rossini, Carmen; Fuselli, Sandra R
2017-04-01
This study aimed to characterize the chemical composition of Aloysia polystachia, Acantholippia seriphioides, Schinus molle, Solidago chilensis, Lippia turbinata, Minthostachys mollis, Buddleja globosa, and Baccharis latifolia essential oils (EOs), and to evaluate their antibacterial activities and their capacity to provoke membrane disruption in Paenibacillus larvae, the bacteria that causes the American Foulbrood (AFB) disease on honey bee larvae. The relationship between the composition of the EOs and these activities on P. larvae was also analyzed. Monoterpenes were the most abundant compounds in all EOs. All EOs showed antimicrobial activity against P. larvae and disrupted the cell wall and cytoplasmic membrane of P. larvae provoking the leakage of cytoplasmic constituents (with the exception of B. latifolia EO). While, the EOs' antimicrobial activity was correlated most strongly to the content of pulegone, carvone, (Z)-β-ocimene, δ-cadinene, camphene, terpinen-4-ol, elemol, β-pinene, β-elemene, γ-cadinene, α-terpineol, and bornyl acetate; the volatiles that better explained the membrane disruption were carvone, limonene, cis-carvone oxide, pentadecane, trans-carvyl acetate, trans-carvone oxide, trans-limonene oxide, artemisia ketone, trans-carveol, thymol, and γ-terpinene (positively correlated) and biciclogermacrene, δ-2-carene, verbenol, α-pinene, and α-thujene (negatively correlated). The studied EOs are proposed as natural alternative means of control for the AFB disease. © 2017 Wiley-VHCA AG, Zurich, Switzerland.
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3-methyl-1,2,3-butanetricarboxylic acid: An atmospheric tracer for terpene secondary organic aerosol
NASA Astrophysics Data System (ADS)
Szmigielski, Rafal; Surratt, Jason D.; Gómez-González, Yadian; Van der Veken, Pieter; Kourtchev, Ivan; Vermeylen, Reinhilde; Blockhuys, Frank; Jaoui, Mohammed; Kleindienst, Tadeusz E.; Lewandowski, Michael; Offenberg, John H.; Edney, Edward O.; Seinfeld, John H.; Maenhaut, Willy; Claeys, Magda
2007-12-01
Highly oxygenated compounds assigned to be oxidation products of α-pinene have recently been observed in substantial concentrations in ambient aerosols. Here, we confirm the unknown α-pinene tracer compound with molecular weight (MW) 204 as the C8-tricarboxylic acid 3-methyl-1,2,3-butanetricarboxylic acid. Its gas and liquid chromatographic behaviors and its mass spectral characteristics in electron ionization and negative ion electrospray ionization perfectly agree with those of a synthesized reference compound. The formation of this compound is explained by further reaction of cis-pinonic acid involving participation of the OH radical. This study illustrates that complex, multi-generation chemistry holds for the photooxidation of α-pinene in the presence of NOx.
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Herrera, Claudia; Morocho, Vladimir; Vidari, Giovanni; Bicchi, Carlo; Gilardoni, Gianluca
2018-02-01
This article reports the chemical composition of the essential oils obtained by hydrodistillation of male and female H. scabrum fresh leaves. The essential oils, HSMO and HSFO, respectively, were analyzed by GC/MS and GC-FID. A total of 93 components were detected, accounting for 94.8% and 95.3% of HSMO and HSFO, respectively. The prevalent constituents of HSMO were pinocarvone (13.1%), d-germacren-4-ol (12.6%), 1,8-cineole (10.8%), α-pinene (6.4%), and β-pinene (4.8%), whereas the major components of HSFO were 1,8-cineole (20.5%), linalool (16.5%), α-pinene (15.0%), β-pinene (6.4%), and sabinene (6.3%). The different enantiomeric distribution of β-pinene, sabinene, limonene, linalool in the two oils, was determined. The non-volatile esters of p-coumaric and ferulic acids with borneol (1 and 4), cis-chrysanthenol (2 and 5), and cis-pinocarveol (3 and 6) were identified in the leaves after basic hydrolysis and analysis of the NMR spectra of the free acids, and GC/MS spectra of the monoterpene alcohols, respectively. Compounds 2, 3, 5, and 6 have been found in nature for the first time. These findings demonstrated that, from a chemical point of view, male and female individuals of H. scabrum collected in Ecuador seem quite differentiated between each other and from samples of the same species growing in Bolivia and in Peru. © 2018 Wiley-VHCA AG, Zurich, Switzerland.
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Nerg, A M; Heijari, J; Noldt, U; Viitanen, H; Vuorinen, M; Kainulainen, P; Holopainen, J K
2004-01-01
We tested how terpenoid (i.e., monoterpenes and resin acids) composition and concentration in wood affects resistance against wood-borers and decaying fungi. Scots pine (Pinus sylvestris) wood from nine provenances having variable terpenoid profiles was studied against the old house borer, Hylotrupes bajulus, and the decay fungus, Coniophora puteana. Provenances represented a 1200-km N-S transect from Estonia to northern Finland, but they were all cultivated for 7 years in the same nursery field, in central Finland. Mean relative growth rate (MRGR) of small H. hajulus larvae positively correlated with the total monoterpene concentration of wood, and feeding was associated with high proportion of levopimaric+palustric acid in wood. Provenance did not affect the MRGR of small or big larvae, but big larvae consumed more wood and produced more frass on the northern Ylitornio trees than on the southern Rakvere and Ruokolahti trees. Low beta-pinene and total monoterpene concentration and low beta: alpha-pinene ratio in wood were all associated with a high number of eggs. The most northern Muonio provenance was the most favored as an oviposition site, differing significantly from Saaremaa, Tenhola, and Suomussalmi. Wood from Saaremaa, Tenhola, Ruokolahti, and Suomussalmi provenance was most resistant against decay fungus, differing significantly from that of Kinnula provenance. However, decay resistance was not clearly associated with the concentrations of wood terpenoids. These results suggest that monoterpene composition of wood affects resistance against wood-boring Cerambycid beetles, but resistance against wood-decaying fungi is not as clearly associated with wood terpenoids.
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Daniel R. Miller; Christopher M. Crowe; Christopher Asaro; Gary L. DeBarr
2003-01-01
The white pine cone beetle, Conophthorus coniperda, exhibited dose and enantiospecific responses to a-pinene in stands of mature eastern white pine, Pinus strobus, in a seed orchard near Murphy, North Carolina, USA. (-)-a-Pinene significantly increased catches of cone beetles to...
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Yapi, Thierry Acafou; Boti, Jean Brice; Ahibo, Coffy Antoine; Bighelli, Ange; Castola, Vincent; Casanova, Joseph; Tomi, Félix
2012-12-01
The chemical composition of 48 essential-oil samples isolated from the leaves of Xylopia aethiopica harvested in six Ivoirian forests was investigated by GC-FID and (13) C-NMR analyses. In total, 23 components accounting for 82.5-96.1% of the oil composition were identified. The composition was dominated by the monoterpene hydrocarbons β-pinene (up to 61.1%) and α-pinene (up to 18.6%) and the sesquiterpene hydrocarbon germacrene D (up to 28.7%). Hierarchical cluster and principal component analyses allowed the distinction of two groups on the basis of the β-pinene and germacrene D contents. The chemical composition of the oils of Group I (38 oil samples) was clearly dominated by β-pinene, while those of Group II (10 samples) were characterized by the association of β-pinene and germacrene D. The leaves collected in the four inland forests produced β-pinene-rich oils (Group I), while the oil samples belonging to Group II were isolated from leaves harvested in forests located near the littoral. Copyright © 2012 Verlag Helvetica Chimica Acta AG, Zürich.
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Santana, Jeferson S; Sartorelli, Patricia; Guadagnin, Rafael C; Matsuo, Alisson L; Figueiredo, Carlos R; Soares, Marisi G; da Silva, Adalberto M; Lago, João Henrique G
2012-10-01
In folk medicine, Schinus terebinthifolius Raddi (Anacardiaceae), has been used as a remedy for ulcers, respiratory problems, wounds, rheumatism, gout, diarrhea, skin ailments and arthritis, as well as to treat tumors and leprosy. To investigate the chemical composition and cytotoxicity of essential oil from leaves of S. terebinthifolius as well as the identification of active compounds from this oil. Essential oil from S. terebinthifolius leaves, obtained by hydrodistillation using a Clevenger-type apparatus, was characterized in terms of its chemical composition. Also, the crude oil was subjected to chromatographic separation procedures to afford an active fraction composed of α- and β-pinenes. These compounds, including hydrogenation (pinane) and epoxydation (α-pinene oxide) derivatives from α-pinene, were tested in vitro against murine melanoma cell line (B16F10-Nex2) and human melanoma (A2058), breast adenocarcinoma (MCF7), leukemia (human leukemia (HL-60) and cervical carcinoma (HeLa) cell lines. Forty-nine constituents were identified in the oil (97.9% of the total), with germacrene D (23.7%), bicyclogermacrene (15.0%), β-pinene (9.1%) and β-longipinene (8.1%) as the main compounds. The crude essential oil showed cytotoxic effects in several cell lines, mainly on leukemia and human cervical carcinoma. Fractions composed mainly of α- and β-pinenes as well as those composed of individually pinenes showed effective activities against all tested cell lines. Aiming to determinate preliminary structure/activity relationships, α-pinene was subjected to epoxydation and hydrogenation procedures whose obtained α-pinene oxide showed an expressive depression in its cytotoxicity effect, similar as observed to pinane derivative. The obtained results indicated that the monoterpenes α- and β-pinenes could be responsible to the cytotoxic activity detected in the crude oil from leaves of S. terebinthifolius. In addition, it was possibly inferred that the presence of double bond in their structures, mainly at endocyclic position, is crucial to cytotoxic potential detected in these derivatives.
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Poly-beta-pinene, a Novel Nonconjugated Conductive Polymer
NASA Astrophysics Data System (ADS)
Thakur, Mrinal; Vippa, Prakash; Rajagopalan, Harish
2004-03-01
Electrical conductivity in a novel nonconjugated conductive polymer, poly-beta-pinene, has been measured as a function of iodine doping. The conductivity increases about ten orders of magnitude to a maximum value ˜ 0.01 S/cm. The molar concentration of iodine corresponding to saturation is ˜ 0.8. The optical absorption measurements after light doping have shown two peaks: one at 4.1 eV and the other at 3.1 eV. The first peak is due to the radical cation and the second due the charge-transfer between the double bond and the dopant. As observed in other nonconjugated conductive polymers, the second peak becomes broader and undergoes a red-shift upon higher doping [1,2]. The FTIR spectroscopic studies have shown that the C=C stretching vibration at 1610 cm-1 and the =C-H bending vibration band at 728 cm-1 decrease upon doping as observed in other nonconjugated conductive polymers. Preliminary measurements have shown large quadratic electro-optic effects in this material. 1. M. Thakur, J. Macromol. Sci.-PAC,2001,A38(12),1337. 2. M. Thakur, S. Khatavkar and E.J. Parish, J. Macromol. Sci.-PAC,2003,A40(12),1397.
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Sorption of the monoterpenes α-pinene and limonene to carbonaceous geosorbents including biochar.
Hale, Sarah E; Endo, Satoshi; Arp, Hans Peter H; Zimmerman, Andrew R; Cornelissen, Gerard
2015-01-01
The sorption of two monoterpenes, α pinene and limonene to the carbonaceous geosorbents graphite, bituminous coal, lignite coke, biochar and Pahokee peat was quantified. Polyethylene (PE) passive samplers were calibrated for the first time for these compounds by determining the PE-water partitioning coefficients and used as a tool to determine sorption to the carbonaceous geosorbents. Log KPE-water values were 3.49±0.58 for α pinene and 4.08±0.27 for limonene. The sorption of limonene to all materials was stronger than that for α pinene (differences of 0.2-1.3 log units between distribution coefficients for the monoterpenes). Placing Kd values in increasing order for α pinene gave biochar≈Pahokee peat≈bituminous coal≈lignite coke
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Investigation on minimum ignition energy of mixtures of α-pinene-benzene/air.
Coudour, B; Chetehouna, K; Rudz, S; Gillard, P; Garo, J P
2015-01-01
Minimum ignition energies (MIE) of α-pinene-benzene/air mixtures at a given temperature for different equivalence ratios and fuel proportions are experimented in this paper. We used a cylindrical chamber of combustion using a nanosecond pulse at 1,064 nm from a Q-switched Nd:YAG laser. Laser-induced spark ignitions were studied for two molar proportions of α-pinene/benzene mixtures, respectively 20-80% and 50-50%. The effect of the equivalence ratio (Φ) has been investigated for 0.7, 0.9, 1.1 and 1.5 and ignition of fuel/air mixtures has been experimented for two different incident laser energies: 25 and 33 mJ. This study aims at observing the influence of different α-pinene/benzene proportions on the flammability of the mixture to have further knowledge of the potential of biogenic volatile organic compounds (BVOCs) and smoke mixtures to influence forest fires, especially in the case of the accelerating forest fire phenomenon (AFF). Results of ignition probability and energy absorption are based on 400 laser shots for each studied fuel proportions. MIE results as functions of equivalence ratio compared to data of pure α-pinene and pure benzene demonstrate that the presence of benzene in α-pinene-air mixture tends to increase ignition probability and reduce MIE without depending strongly on the α-pinene/benzene proportion. Copyright © 2014 Elsevier B.V. All rights reserved.
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Application of two-stage biofilter system for the removal of odorous compounds.
Jeong, Gwi-Taek; Park, Don-Hee; Lee, Gwang-Yeon; Cha, Jin-Myeong
2006-01-01
Biofiltration is a biological process which is considered to be one of the more successful examples of biotechnological applications to environmental engineering, and is most commonly used in the removal of odoriferous compounds. In this study, we have attempted to assess the efficiency with which both single and complex odoriferous compounds could be removed, using one- or two-stage biofiltration systems. The tested single odor gases, limonene, alpha-pinene, and iso-butyl alcohol, were separately evaluated in the biofilters. Both limonene and alpha-pinene were removed by 90% or more EC (elimination capacity), 364 g/m3/h and 321 g/m3/h, respectively, at an input concentration of 50 ppm and a retention time of 30 s. The iso-butyl alcohol was maintained with an effective removal yield of more than 90% (EC 375 g/m3/h) at an input concentration of 100 ppm. The complex gas removal scheme was applied with a 200 ppm inlet concentration of ethanol, 70 ppm of acetaldehyde, and 70 ppm of toluene with residence time of 45 s in a one- or two-stage biofiltration system. The removal yield of toluene was determined to be lower than that of the other gases in the one-stage biofilter. Otherwise, the complex gases were sufficiently eliminated by the two-stage biofiltration system.
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Could essential oils of green and black pepper be used as food preservatives?
Nikolić, Miloš; Stojković, Dejan; Glamočlija, Jasmina; Ćirić, Ana; Marković, Tatjana; Smiljković, Marija; Soković, Marina
2015-10-01
Black and green pepper essential oils were used in this study in order to determine the chemical composition, in vitro antimicrobial activity against food spoilage microorganisms and in situ oils effect on food microorganism, after incorporation in chicken soup, by suggested methodology for calculation of Growth inhibition concentrations (GIC50). Chemical analysis revealed a total of 34 components. The major constituent of black pepper oil was trans-caryophyllene (30.33 %), followed by limonene (12.12 %), while β-pinene (24.42 %), δ(3)-carene (19.72 %), limonene (18.73 %) and α-pinene (10.39 %) were dominant compounds in green pepper oil. Antimicrobial activity was determined by microdilution technique and minimal inhibitory (MIC) and minimal bactericidal/fungicidal concentrations (MBC/MFC) were determined. Green pepper oil showed stronger antibacterial and antifungal activity (MIC 0.50-1.87; MBC 0.63-2.5 mg/ml; MIC 0.07-0.16; MFC 0.13-1.25 mg/ml) against black pepper oil (MIC 0.07-3.75; MBC 0.60-10.00 mg/ml; MIC 0.63-5.00; MFC 1.25-10.00 mg/ml. Oils successfully inhibited the growth of S. aureus in chicken soup in a dose dependent manner. GIC50 values were calculated after 24, 48 and 72 h and were in range of 0.156-0.689 mg/ml. The 50 % inhibitory concentrations (IC50) of EOs were 36.84 and 38.77 mg/ml with in 2, 2-diphenyl-1-picrylhydrazyl (DPPH) assay respectively. The obtained results revealed that black and green pepper volatiles are efficient in controlling the growth of known food-spoilage microorganisms.
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Moosavi-Nasab, Marzieh; Shad, Ehsan; Ziaee, Esmaeil; Yousefabad, Seyyed Hossein Asadi; Golmakani, Mohammad Taghi; Azizinia, Mehdi
2016-06-01
Chitosan (Ch) coating incorporated with black pepper essential oil (Ch+BPEO) was studied to extend the shelf life of common carp (Cyprinus carpio) during refrigerated storage at 4 ± 1°C. The chemical composition of BPEO was characterized using gas chromatography-mass spectrometry (GC-MS). Antibacterial properties of BPEO were determined by disk diffusion agar, MIC, and MBC. Ch (2% [wt/vol]) and Ch+BPEO (2% [wt/vol] Ch with 1.5% [vol/vol] BPEO) were used for common carp fillet coating. The samples were analyzed periodically for chemical (pH, total volatile basic nitrogen) and microbiological (aerobic plate count, psychrophilic bacteria count, lactic acid bacteria, and Enterobacteriaceae bacterial counts) characteristics during 16 days. The GC-MS results indicated that main components in BPEO were carene, caryophyllene, limonene, β-pinene, and α-pinene. The samples coated with Ch and Ch+BPEO resulted in lower pH and total volatile basic nitrogen values in comparison with the control. The microbiological analysis of fish fillets during refrigerated storage clearly indicated that Ch+BPEO coating significantly reduced the fish fillet microbial load. The aerobic plate count, psychrophilic bacteria count, lactic acid bacteria count, and Enterobacteriaceae bacterial count of samples coated with Ch+BPEO were reduced approximately 4.1, 3.9, 2.3, and 2.8 log CFU/g, respectively, at the end of the storage period. Finally, Ch and Ch+BPEO effectively improved the quality of fish fillet during refrigerated storage and extended the shelf life of fish fillets from 8 to 16 days. Black pepper; Chitosan; Common carp; Essential oil.
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D. Czokajlo; B. Hrasovec; M. Pernek; J. Hilszczanski; A. Kolk; S. Teale; J. Wickham; P. Kirsch
2003-01-01
An optimized, patented lure for the larger pine shoot beetle, Tomicus piniperda has been developed and tested in the United States, Poland, and Croatia. Seven different beetle attractants were tested: α-pinene, α-pinene oxide, ethanol, nonanal, myrtenal, myrtenol, and trans-verbenol. α-pinene was tested...
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Secondary organic aerosol (SOA) was generated by irradiating a series of a-pinene/toluene/NOx mixtures in the absence and presence of isoprene or sulfur dioxide. The purpose of the experiment was to evaluate the extent to which chemical perturbations to this base-case (a-pinene/...
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Liu, Qinghua; Zhou, Zhichun; Wei, Yongcheng; Shen, Danyu; Feng, Zhongping; Hong, Shanping
2015-01-01
Masson pine is an important timber and resource for oleoresin in South China. Increasing yield of oleoresin in stems can raise economic benefits and enhance the resistance to bark beetles. However, the genetic mechanisms for regulating the yield of oleoresin were still unknown. Here, high-throughput sequencing technology was used to investigate the transcriptome and compare the gene expression profiles of high and low oleoresin-yielding genotypes. A total of 40,690,540 reads were obtained and assembled into 137,499 transcripts from the secondary xylem tissues. We identified 84,842 candidate unigenes based on sequence annotation using various databases and 96 unigenes were candidates for terpenoid backbone biosynthesis in pine. By comparing the expression profiles of high and low oleoresin-yielding genotypes, 649 differentially expressed genes (DEGs) were identified. GO enrichment analysis of DEGs revealed that multiple pathways were related to high yield of oleoresin. Nine candidate genes were validated by QPCR analysis. Among them, the candidate genes encoding geranylgeranyl diphosphate synthase (GGPS) and (-)-alpha/beta-pinene synthase were up-regulated in the high oleoresin-yielding genotype, while tricyclene synthase revealed lower expression level, which was in good agreement with the GC/MS result. In addition, DEG encoding ABC transporters, pathogenesis-related proteins (PR5 and PR9), phosphomethylpyrimidine synthase, non-specific lipid-transfer protein-like protein and ethylene responsive transcription factors (ERFs) were also confirmed to be critical for the biosynthesis of oleoresin. The next-generation sequencing strategy used in this study has proven to be a powerful means for analyzing transcriptome variation related to the yield of oleoresin in masson pine. The candidate genes encoding GGPS, (-)-alpha/beta-pinene, tricyclene synthase, ABC transporters, non-specific lipid-transfer protein-like protein, phosphomethylpyrimidine synthase, ERFs and pathogen responses may play important roles in regulating the yield of oleoresin. These DEGs are worthy of special attention in future studies. PMID:26167875
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Essential oil composition of Eucalyptus microtheca and Eucalyptus viminalis.
Maghsoodlou, Malek Taher; Kazemipoor, Nasrin; Valizadeh, Jafar; Falak Nezhad Seifi, Mohsen; Rahneshan, Nahid
2015-01-01
Eucalyptus (Fam. Myrtaceae) is a medicinal plant and various Eucalyptus species possess potent pharmacological actions against diabetes, hepatotoxicity, and inflammation. This study aims to investigate essential oil composition from leaves and flowers of E. microtheca and E. viminalis leaves growing in the Southeast of Iran. The aerial parts of these plants were collected from Zahedan, Sistan and Baluchestan province, Iran in 2013. After drying the plant materials in the shade, the chemical composition of the essential oils was obtained by hydro-distillation method using a Clevenger-type apparatus and analyzed by GC/MS. In the essential oil of E. microtheca leaves, 101 compounds representing 100%, were identified. Among them, α-phellandrene (16.487%), aromadendrene (12.773%), α-pinene (6.752%), globulol (5.997%), ledene (5.665%), P-cymen (5.251%), and β-pinene (5.006%) were the major constituents. In the oil of E. microtheca flowers, 88 compounds representing 100%, were identified in which α-pinene (16.246%), O-cymen (13.522%), β-pinene (11.082%), aromadendrene (7.444%), α-phellandrene (7.006%), globulol (5.419%), and 9-octadecenamide (5.414%) were the major components. Sixty six compounds representing 100% were identified in the oil of E. viminalis leaves. The major compounds were 1, 8-cineole (57.757%), α-pinene (13.379%), limonene (5.443%), and globulol (3.054%). The results showed the essential oils from the aerial parts of Eucalyptus species are a cheap source for the commercial isolation of α-phellandrene, α-pinene, and 1, 8-cineole compounds to be used in medicinal and food products. Furthermore, these plants could be an alternative source of insecticide agents.
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An organic tracer method, recently proposed for estimating individual contributions of toluene and α-pinene to secondary organic aerosol (SOA) formation, was evaluated by conducting a laboratory study where a binary hydrocarbon mixture, containing the anthropogenic aromatic hydro...
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Daniel R. Miller
2006-01-01
Ethanol and a-pinene were tested as attractants for large wood-boring pine beetles in Alabama, Florida, Georgia, North Carolina, and South Carolina in 2002-2004. Multiple-funnel traps baited with (-)-a-pinene (released at about 2 g/d at 25-28°C) were attractive to the following Cerambycidae: Acanthocinus nodosus, A. obsoletus, Arhopalus...
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Vibrational Mode Assignment of α-Pinene by Isotope Editing: One Down, Seventy-One To Go
DOE Office of Scientific and Technical Information (OSTI.GOV)
Upshur, Mary Alice; Chase, Hilary M.; Strick, Benjamin F.
This study aims to reliably assign the vibrational sum frequency generation (SFG) spectrum of α-pinene at the vapor/solid interface using a method involving deuteration of various methyl groups. The synthesis of five different deuterated isotopologues of α-pinene is presented in order to determine the impact that removing contributions from methyl group C$-$H oscillators has on its SFG response. 0.6 cm -1 Resolution SFG spectra of these isotopologues show varying degrees of differences in the C–H stretching region when compared to the SFG response of unlabeled α-pinene. The largest spectral changes were observed for the isotopologue containing a fully deuterated vinylmore » methyl group. Noticeable losses in signal intensities allow us to reliably assign the 2860 cm -1 peak to the vinyl methyl symmetric stretch. Furthermore, upon removing the vinyl methyl group entirely by synthesizing apopinene, the steric influence of the unlabeled C 9H 14 fragment on the SFG response of α-pinene SFG can be readily observed. The work presented here brings us one step closer to understanding the vibrational spectroscopy of α-pinene.« less
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Chemical Composition of the Essential Oils from Different Morphological Parts of Pinus cembra L.
Lis, Anna; Kalinowska, Aleksandra; Krajewska, Agnieszka; Mellor, Karolina
2017-04-01
The essential oils from needles, twigs, bark, wood, and cones of Pinus cembra were analyzed by GC-FID, GC/MS, and 1 H-NMR spectroscopy. More than 130 compounds were identified. The oils differed in the quantitative composition. The principal components of the oil from twigs with needles were α-pinene (36.3%), limonene (22.7%) and β-phellandrene (12.0%). The needle oil was dominated by α-pinene (48.4%), whereas in the oil from bark and in the oil from twigs without needles there were limonene (36.2% and 33.6%, resp.) and β-phellandrene (18.8% and 17.1%, resp.). The main constituents of the wood oil as well as cone oil were α-pinene (35.2% and 39.0%, resp.) and β-pinene (10.4% and 18.9%, resp.). The wood oil and the cone oil contained large amounts of oxygenated diterpenes in comparison with needle, twig, and bark oils. © 2017 Wiley-VHCA AG, Zurich, Switzerland.
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The gas phase structure of α -pinene, a main biogenic volatile organic compound
NASA Astrophysics Data System (ADS)
Neeman, Elias M.; Avilés Moreno, Juan Ramón; Huet, Thérèse R.
2017-12-01
The gas phase structure of the bicyclic atmospheric aerosol precursor α-pinene was investigated employing a combination of quantum chemical calculation and Fourier transform microwave spectroscopy coupled to a supersonic jet expansion. The very weak rotational spectra of the parent species and all singly substituted 13C in natural abundance have been identified, from 2 to 20 GHz, and fitted to Watson's Hamiltonian model. The rotational constants were used together with geometrical parameters from density functional theory and ab initio calculations to determine the rs, r0, and rm(1 ) structures of the skeleton, without any structural assumption in the fit concerning the heavy atoms. The double C=C bond was found to belong to a quasiplanar skeleton structure containing 6 carbon atoms. Comparison with solid phase structure is reported. The significant differences of α-pinene in gas phase and other gas phase bicyclic monoterpene structures (β-pinene, nopinone, myrtenal, and bicyclo[3.1.1]heptane) are discussed.
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Mao, Guo-Feng; Mo, Xiao-Chang; Fouad, Hatem; Abbas, Ghulam; Mo, Jian-Chu
2018-03-01
Utilisation of Anagrus nilaparvatae is a promising and effective method for planthoppers manipulation. Twenty-seven components of remote lemongrass (Cymbopogon distans) oil were identified by GC/MS and nine volatiles were selected for behavioural experiments. In this study, we noted that the remote lemongrass oil was attractive to female A. nilaparvatae at concentrations of 0.1 and 1 mg/L. α-Pinene, β-pinene, eucalyptol, carveol and D-carvone attracted female wasps in the dose-dependent bioassays. Blend 1 (a mixture of eucalyptol, D-carvone, carveol, α-pinene, and β-pinene with ratios of remote lemongrass oil volatiles of 625:80:11:5:3) attracted female wasps at 10 mg/L, while blend 2 (a mixture of the same five volatiles at the same loading ratio) attracted them at 0.1 and 1 mg/L. These results suggested that plant essential oils could be attractants for natural enemies to control pests. The ratios of volatiles in the mixtures affect the attractiveness of the synthetic mixtures.
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Matsuo, Alisson L; Figueiredo, Carlos R; Arruda, Denise C; Pereira, Felipe V; Scutti, Jorge A Borin; Massaoka, Mariana H; Travassos, Luiz R; Sartorelli, Patricia; Lago, João H G
2011-07-29
Malignant melanoma is one the most aggressive types of cancer and its incidence has gradually increased in the last years, accounting for about 75% of skin cancer deaths. This poor prognosis results from the tumor resistance to conventional drugs mainly by deregulation of apoptotic pathways. The aim of this work was to investigate the cell death mechanism induced by α-pinene and its therapeutic application. Our results demonstrated that α-pinene was able to induce apoptosis evidenced by early disruption of the mitochondrial potential, production of reactive oxygen species, increase in caspase-3 activity, heterochromatin aggregation, DNA fragmentation and exposure of phosphatidyl serine on the cell surface. Most importantly, this molecule was very effective in the treatment of experimental metastatic melanoma reducing the number of lung tumor nodules. This is the first report on the apoptotic and antimetastatic activity of isolated α-pinene. Copyright © 2011 Elsevier Inc. All rights reserved.
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A critical role for autoxidation in the alpha-pinene + OH aerosol system
Oxidation of monoterpenes results in efficient formation of secondary organic aerosol (SOA) and is included as an SOA source in most chemical transport models. However, current model parameterizations lack a mechanistic dependence of monoterpene SOA on NOx and oxidant identity (e...
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THERMODYNAMIC MODELING OF LIQUID AEROSOLS CONTAINING DISSOLVED ORGANICS AND ELECTROLYTES
Many tropospheric aerosols contain large fractions of soluble organic material, believed to derive from the oxidation of precursors such alpha-pinene. The chemical composition of aerosol organic matter is complex and not yet fully understood.
The key properties of solu... -
Disruption by conophthorin of the kairomonal response of sawyer beetles to bark beetle pheromones.
Morewood, W D; Simmonds, K E; Gries, R; Allison, J D; Borden, J H
2003-09-01
Antennally active nonhost angiosperm bark volatiles were tested for their ability to reduce the response of three common species of coniferophagous wood-boring Cerambycidae to attractant-baited multiple funnel traps in the southern interior of British Columbia. Of the nonhost volatiles tested, only conophthorin was behaviorally active, disrupting the attraction of sawyer beetles, Monochamus spp., to traps baited with the host volatiles alpha-pinene and ethanol and the bark beetle pheromones ipsenol and ipsdienol. Conophthorin did not affect the attraction of sawyer beetles to the host kairomones alpha-pinene and ethanol in the absence of bark beetle pheromones, nor did it have any behavioral effect on adults of Xylotrechus longitarsis, which were not attracted to bark beetle pheromones. These results indicate that conophthorin does not act as a general repellent for coniferophagous Cerambycidae, as it seems to do for many species of Scolytidae, but has the specific activity of disrupting the kairomonal response of sawyer beetles to bark beetle pheromones.
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Synthesis and $gamma$-irradiation of verbenone and verbenol
DOE Office of Scientific and Technical Information (OSTI.GOV)
Kulesza, J.; Tsankova, E.; Gora, J.
1972-01-01
Verbenone and verbenol which can be obtained by catalytic oxidation of $alpha$-pinene, are very useful for the perfumery industry. They can be used directly in perfume compositions or for the production of a number of other perfumery synthetics. The authors have attempted to transform verbenol and verbenone into other compounds by gamma irradiation. It was found, that verbenone exhibits resistance to the gamma irradiation and even at the doses of 500 Mrad it was only with small yield transformed in chrysantenone. The gamma irradiation of cis and trans verbenol by the doses of 220 Mrad has showed no change inmore » the case of trans isomer, and on the other hand the cis isomer was transformed mainly into trans verbenol and verbenone. The results of the investigation of the conditions having influence on the yield and the composition of the reaction products in the process of the catalytic oxidizing of $alpha$- pinene are given. (auth)« less
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Shen, Changmao; Duan, Wengui; Cen, Bo; Tan, Jianhui
2006-11-01
Essential oils were extracted by steam distillation from the needles of Pinus massoniana Lamb and Pinus elliottottii Engelm grown in Guangxi. Various factors such as pine needle dosage and extraction time which may influence the oil yield were investigated. The optimum conditions were found to be as follows: pine needle dosage 700 g, extraction time 5 h. The essential oil yields from the needles of Pinus massoniana Lamb and Pinus elliottottii Engelm were 0.45% and 0.19%, respectively. Moreover, the chemical compositions of the essential oils were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). Sixty four components in the essential oil from needle of Pinus massoniana Lamb were separated and twenty of them (98.59%) were identified while seventy three components in the essential oil from needle of Pinus elliottottii Engelm were separated and twenty nine of them (94.23%) were identified. Generally, the compositions of the essential oils from needles of the two varieties were similar but the contents of some compounds differed greatly. Especially, the content of alpha-pinene in the essential oils from Pinus massoniana Lamb needles was 2.6 times as that from Pinus elliottottii Engelm needles, but the content of beta-pinene was less than the latter. Mono- and sesquiterpenes were the main composition of the essential oils from Pinus massoniana Lamb and Pinus elliottottii Engelm needles.
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Satyal, Prabodh; Powers, Chelsea N.; Parducci V., Rafael; McFeeters, Robert L.; Setzer, William N.
2017-01-01
Background: Protium species (Burseraceae) have been used in the treatment of various diseases and conditions such as ulcers and wounds. Methods: The essential oil from the oleoresin of Protium amazonicum was obtained by hydrodistillation and analyzed by GC-MS, GC-FID, and chiral GC-MS. P. amazonicum oleoresin oil was screened for antifungal activity against Candida albicans, Aspergillus niger, and Cryptococcus neoformans. Results: A total of 54 components representing 99.6% of the composition were identified in the oil. The essential oil was dominated by δ-3-carene (47.9%) with lesser quantities of other monoterpenoids α-pinene (4.0%), p-cymene (4.1%), limonene (5.1%), α-terpineol (5.5%) and p-cymen-8-ol (4.8%). Chiral GC-MS revealed most of the monoterpenoids to have a majority of levo enantiomers present with the exceptions of limonene and α-terpineol, which showed a dextro majority. P. amazonicum oleoresin oil showed promising activity against Cryptococcus neoformans, with MIC = 156 μg/mL. Conclusions: This account is the first reporting of both the chemical composition and enantiomeric distribution of the oleoresin essential oil of P. amazonicum from Ecuador. The oil was dominated by (−)-δ-3-carene, and this compound, along with other monoterpenoids, likely accounts for the observed antifungal activity of the oil. PMID:28946630
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Montanari, Ricardo M; Barbosa, Luiz C A; Demuner, Antonio J; Silva, Cleber J; Andrade, Nelio J; Ismail, Fyaz M D; Barbosa, Maria C A
2012-08-14
The chemical composition of the volatile oils from five Anacardiaceae species and their activities against Gram positive and negative bacteria were assessed. The peroxidative damage within bacterial cell membranes was determined through the breakdown product malondialdehyde (MDA). The major constituents in Anacardium humile leaves oil were (E)-caryophyllene (31.0%) and α-pinene (22.0%), and in Anacardium occidentale oil they were (E)-caryophyllene (15.4%) and germacrene-D (11.5%). Volatile oil from Astronium fraxinifolium leaves were dominated by (E)-β-ocimene (44.1%) and α-terpinolene (15.2%), whilst the oil from Myracrodruon urundeuva contained an abundance of δ-3-carene (78.8%). However, Schinus terebinthifolius leaves oil collected in March and July presented different chemical compositions. The oils from all species, except the one from A. occidentale, exhibited varying levels of antibacterial activity against Staphylococcus aureus, Bacillus cereus and Escherichia coli. Oil extracted in July from S. terebinthifolius was more active against all bacterial strains than the corresponding oil extracted in March. The high antibacterial activity of the M. urundeuva oil could be ascribed to its high δ-3-carene content. The amounts of MDA generated within bacterial cells indicate that the volatile oils induce lipid peroxidation. The results suggest that one putative mechanism of antibacterial action of these volatile oils is pro-oxidant damage within bacterial cell membrane explaining in part their preservative properties.
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[Profile-effect on quality control of Houttuynia cordata injection].
Lu, Hong-mei; Liang, Yi-zeng; Qian, Pin
2005-12-01
To find corresponding relationship between the fingerprint of Houttuynia cordata injections from different factories and their effects. Houttuynia cordata injections from six different factories were determined by gas chromatography (GC) and gas chromatography-mass spectra (GC-MS), and GC fingerprints were classified by hierarchical clustering. The anti-inflammatory activity of Houttuynia cordata injections was characterized through the rat pleurisy model induced by carrageenin and the mice ear edema model by dimethylbenzene. The anti-inflammatory effect of the injections from the first class factories on the two model was significant, while those from the second class not. GC-MS analysis result indicated that main effect compounds in Houttuynia cordata injections are methyl n-nonyl ketone, decanoylacetaldehyde, lauryl aldehyde, capryl aldehyde, beta-pinene, beta-linalool, 1-nonanol, 4-terpineol, alpha-terpineol, bornyl acetate, n-decanoic acid and acetic acid, geraniol ester etc. There is corresponding relationship between the fingerprint of Houttuynia cordata injections and effect to a certain extent.
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Formation and evolution of molecular products in α-pinene secondary organic aerosol.
Zhang, Xuan; McVay, Renee C; Huang, Dan D; Dalleska, Nathan F; Aumont, Bernard; Flagan, Richard C; Seinfeld, John H
2015-11-17
Much of our understanding of atmospheric secondary organic aerosol (SOA) formation from volatile organic compounds derives from laboratory chamber measurements, including mass yield and elemental composition. These measurements alone are insufficient to identify the chemical mechanisms of SOA production. We present here a comprehensive dataset on the molecular identity, abundance, and kinetics of α-pinene SOA, a canonical system that has received much attention owing to its importance as an organic aerosol source in the pristine atmosphere. Identified organic species account for ∼58-72% of the α-pinene SOA mass, and are characterized as semivolatile/low-volatility monomers and extremely low volatility dimers, which exhibit comparable oxidation states yet different functionalities. Features of the α-pinene SOA formation process are revealed for the first time, to our knowledge, from the dynamics of individual particle-phase components. Although monomeric products dominate the overall aerosol mass, rapid production of dimers plays a key role in initiating particle growth. Continuous production of monomers is observed after the parent α-pinene is consumed, which cannot be explained solely by gas-phase photochemical production. Additionally, distinct responses of monomers and dimers to α-pinene oxidation by ozone vs. hydroxyl radicals, temperature, and relative humidity are observed. Gas-phase radical combination reactions together with condensed phase rearrangement of labile molecules potentially explain the newly characterized SOA features, thereby opening up further avenues for understanding formation and evolution mechanisms of α-pinene SOA.
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Daniel R. Miller
2006-01-01
Ethanol and α-pinene were tested as attractants for large wood-boring pine beetles in Alabama, Florida, Georgia, North Carolina, and South Carolina in 2002 â2004. Multiple-funnel traps baited with (-)-α-pinene (released at about 2 g/d at 25â28 degrees C) were attractive to the following Cerambycidae: Acanthocinus nodosus,
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NASA Astrophysics Data System (ADS)
Han, Yuemei; Stroud, Craig A.; Liggio, John; Li, Shao-Meng
2016-11-01
Secondary organic aerosol (SOA) formation from photooxidation of α-pinene has been investigated in a photochemical reaction chamber under varied inorganic seed particle acidity levels at moderate relative humidity. The effect of particle acidity on SOA yield and chemical composition was examined under high- and low-NOx conditions. The SOA yield (4.2-7.6 %) increased nearly linearly with the increase in particle acidity under high-NOx conditions. In contrast, the SOA yield (28.6-36.3 %) was substantially higher under low-NOx conditions, but its dependency on particle acidity was insignificant. A relatively strong increase in SOA yield (up to 220 %) was observed in the first hour of α-pinene photooxidation under high-NOx conditions, suggesting that SOA formation was more effective for early α-pinene oxidation products in the presence of fresh acidic particles. The SOA yield decreased gradually with the increase in organic mass in the initial stage (approximately 0-1 h) under high-NOx conditions, which is likely due to the inaccessibility to the acidity over time with the coating of α-pinene SOA, assuming a slow particle-phase diffusion of organic molecules into the inorganic seeds. The formation of later-generation SOA was enhanced by particle acidity even under low-NOx conditions when introducing acidic seed particles after α-pinene photooxidation, suggesting a different acidity effect exists for α-pinene SOA derived from later oxidation stages. This effect could be important in the atmosphere under conditions where α-pinene oxidation products in the gas-phase originating in forested areas (with low NOx and SOx) are transported to regions abundant in acidic aerosols such as power plant plumes or urban regions. The fraction of oxygen-containing organic fragments (CxHyO1+ 33-35 % and CxHyO2+ 16-17 %) in the total organics and the O / C ratio (0.52-0.56) of α-pinene SOA were lower under high-NOx conditions than those under low-NOx conditions (39-40, 17-19, and 0.61-0.64 %), suggesting that α-pinene SOA was less oxygenated in the studied high-NOx conditions. The fraction of nitrogen-containing organic fragments (CxHyNz+ and CxHyOzNp+) in the total organics was enhanced with the increases in particle acidity under high-NOx conditions, indicating that organic nitrates may be formed heterogeneously through a mechanism catalyzed by particle acidity or that acidic conditions facilitate the partitioning of gas-phase organic nitrates into particle phase. The results of this study suggest that inorganic acidity has a significant role to play in determining various organic aerosol chemical properties such as mass yields, oxidation state, and organic nitrate content. The acidity effect being further dependent on the timescale of SOA formation is also an important parameter in the modeling of SOA.
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The Five Senses of Christmas Chemistry
ERIC Educational Resources Information Center
Jackson, Derek A.; Dicks, Andrew P.
2012-01-01
This article describes the organic chemistry of five compounds that are directly associated with the Christmas season. These substances and related materials are presented within the framework of the five senses: silver fulminate (sound), alpha-pinene (sight), sodium acetate (touch), tryptophan (taste), and gingerol (smell). Connections with the…
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Koutsaviti, Katerina; Giatropoulos, Athanassios; Pitarokili, Danae; Papachristos, Dimitrios; Michaelakis, Antonios; Tzakou, Olga
2015-02-01
The needle volatiles metabolites of seven Pinus spp.: Pinus nigra (3 samples), Pinus stankewiczii, Pinus brutia, Pinus halepensis, Pinus canariensis, Pinus pinaster and Pinus strobus from Greece were determined by gas chromatography and gas chromatography-mass spectrometry. P. nigra and P. canariensis essential oils were dominated by α-pinene (24.9-28.9 % and 15 %, respectively) and germacrene D (20.3-31.9 % and 55.8 %, respectively), whereas P. brutia and P. strobus by α-pinene (20.6 % and 31.4 %, respectively) and β-pinene (31.7 % and 33.6 %, respectively). P. halepensis and P. pinaster oils were characterized by β-caryophyllene (28.5 % and 22.5 %, respectively). Finally, β-pinene (31.4 %), germacrene D (23.3 %) and α-pinene (17.5 %) were the most abundant compounds in the needle oil of P. stankewiczii. Additionally the larvicidal and repellent properties of their essential oils were evaluated against Aedes albopictus, a mosquito of great ecological and medical importance. The results of bioassays revealed that repellent abilities of the tested essential oils were more potent than their larvicidal activities. The essential oils of P. brutia, P. halepensis and P. stankewiczii presented considerable larvicidal activity (LC50 values 67.04 mgL(-1) and 70.21 mgL(-1), respectively), while the others were weak to inactive against larvae. The essential oils of P. halepensis, P. brutia, and P. stankewiczii presented a high repellent activity, even at the dose of 0.2 μL cm(-2), while in the dose of 0.4 μL cm(-2), almost all the tested EOs displayed protection against the mosquito.
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Characterization of secondary organic aerosol generated from ozonolysis of α-pinene mixtures
NASA Astrophysics Data System (ADS)
Amin, Hardik S.; Hatfield, Meagan L.; Huff Hartz, Kara E.
2013-03-01
In the atmosphere, multiple volatile organic compounds (VOCs) co-exist, and they can be oxidized concurrently and generate secondary organic aerosol (SOA). In this work, SOA is formed by the oxidation (in presence of excess ozone) of mixtures containing α-pinene and other VOCs. The VOC mixtures were made so their composition approached a commercially-available α-pinene-based essential oil, Siberian fir needle oil. The SOA products were sampled using filters, solvent extracted and analyzed by gas chromatography/mass spectrometry with trimethylsilyl derivatization. The individual product yields for SOA generated from α-pinene changed upon the addition of other VOCs. An increase in concentration of non-reactive VOCs (bornyl acetate, camphene, and borneol) lead to a decrease in individual product yields of characteristic α-pinene SOA products. Although these experiments were carried out under higher VOC and ozone concentrations in comparison to the atmosphere, this work suggests that the role of non-reactive VOCs should be explored in SOA products formation.
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Monoterpenes Support Systemic Acquired Resistance within and between Plants
Ghirardo, Andrea; Knappe, Claudia; Koch, Kerstin; Dey, Sanjukta; Parker, Jane E.
2017-01-01
This study investigates the role of volatile organic compounds in systemic acquired resistance (SAR), a salicylic acid (SA)-associated, broad-spectrum immune response in systemic, healthy tissues of locally infected plants. Gas chromatography coupled to mass spectrometry analyses of SAR-related emissions of wild-type and non-SAR-signal-producing mutant plants associated SAR with monoterpene emissions. Headspace exposure of Arabidopsis thaliana to a mixture of the bicyclic monoterpenes α-pinene and β-pinene induced defense, accumulation of reactive oxygen species, and expression of SA- and SAR-related genes, including the SAR regulatory AZELAIC ACID INDUCED1 (AZI1) gene and three of its paralogs. Pinene-induced resistance was dependent on SA biosynthesis and signaling and on AZI1. Arabidopsis geranylgeranyl reductase1 mutants with reduced monoterpene biosynthesis were SAR-defective but mounted normal local resistance and methyl salicylate-induced defense responses, suggesting that monoterpenes act in parallel with SA. The volatile emissions from SAR signal-emitting plants induced defense in neighboring plants, and this was associated with the presence of α-pinene, β-pinene, and camphene in the emissions of the “sender” plants. Our data suggest that monoterpenes, particularly pinenes, promote SAR, acting through ROS and AZI1, and likely function as infochemicals in plant-to-plant signaling, thus allowing defense signal propagation between neighboring plants. PMID:28536145
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de Medeiros, Vivianne Marcelino; do Nascimento, Yuri Mangueira; Souto, Augusto Lopes; Madeiro, Sara Alves Lucena; Costa, Vicente Carlos de Oliveira; Silva, Suellen Maria P M; Falcão Silva, Vivyanne Dos Santos; Agra, Maria de Fátima; de Siqueira-Júnior, José Pinto; Tavares, Josean Fechine
2017-10-01
The essential oil from leaves of Croton grewioides Baill was obtained by hydrodistillation using Clevenger apparatus, and its chemical composition was analyzed by GC-MS, where 18 compounds were identified, mostly as monoterpenes (55.56%) and sesquiterpenes (44.44%), in which the major constituent was the α-pinene (47.43%). The essential oil of Croton grewioides (EOCg) and its major compound (α-pinene) were evaluated as modulators of antibiotic resistance in strain SA-1199B and IS-58 of Staphylococcus aureus that overexpresses efflux protein. The minimum inhibitory concentrations (MICs) of the antibiotics were determined by the microdilution assay in the absence and in the presence of sub-inhibitory concentration of EOCg and α-pinene. Although the EOCg and α-pinene did not indicate relevant antibacterial activity in vitro, they acted as antibiotic resistance modulators, i.e., EOCg in combination with norfloxacin, reducted its MIC, by 64× whereas in combination with tetracycline it was observed a reduction of 4×. Additionally, it was observed a MIC reduction of tetracycline by 32×, when combined with α-pinene. The results suggest that EOCg and α-pinene modulate or even reverse bacterial resistance as a putative efflux pump inhibitor. Copyright © 2017 Elsevier Ltd. All rights reserved.
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Effect of Pellet Boiler Exhaust on Secondary Organic Aerosol Formation from α-Pinene.
Kari, Eetu; Hao, Liqing; Yli-Pirilä, Pasi; Leskinen, Ari; Kortelainen, Miika; Grigonyte, Julija; Worsnop, Douglas R; Jokiniemi, Jorma; Sippula, Olli; Faiola, Celia L; Virtanen, Annele
2017-02-07
Interactions between anthropogenic and biogenic emissions, and implications for aerosol production, have raised particular scientific interest. Despite active research in this area, real anthropogenic emission sources have not been exploited for anthropogenic-biogenic interaction studies until now. This work examines these interactions using α-pinene and pellet boiler emissions as a model test system. The impact of pellet boiler emissions on secondary organic aerosol (SOA) formation from α-pinene photo-oxidation was studied under atmospherically relevant conditions in an environmental chamber. The aim of this study was to identify which of the major pellet exhaust components (including high nitrogen oxide (NO x ), primary particles, or a combination of the two) affected SOA formation from α-pinene. Results demonstrated that high NO x concentrations emitted by the pellet boiler reduced SOA yields from α-pinene, whereas the chemical properties of the primary particles emitted by the pellet boiler had no effect on observed SOA yields. The maximum SOA yield of α-pinene in the presence of pellet boiler exhaust (under high-NO x conditions) was 18.7% and in the absence of pellet boiler exhaust (under low-NO x conditions) was 34.1%. The reduced SOA yield under high-NO x conditions was caused by changes in gas-phase chemistry that led to the formation of organonitrate compounds.
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Molecular transformations accompanying the aging of laboratory secondary organic aerosol
USDA-ARS?s Scientific Manuscript database
The aging of fresh secondary organic aerosol, generated by alpha-pinene ozonolysis in a flow tube reactor, was studied by passing it through a second reaction chamber where hydroxyl radicals were generated. Two types of experiments were performed: plug injection experiments where the particle mass a...
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Chemical and isotopic composition of secondary organic aerosol generated by α-pinene ozonolysis
NASA Astrophysics Data System (ADS)
Meusinger, Carl; Dusek, Ulrike; King, Stephanie M.; Holzinger, Rupert; Rosenørn, Thomas; Sperlich, Peter; Julien, Maxime; Remaud, Gerald S.; Bilde, Merete; Röckmann, Thomas; Johnson, Matthew S.
2017-05-01
Secondary organic aerosol (SOA) plays a central role in air pollution and climate. However, the description of the sources and mechanisms leading to SOA is elusive despite decades of research. While stable isotope analysis is increasingly used to constrain sources of ambient aerosol, in many cases it is difficult to apply because neither the isotopic composition of aerosol precursors nor the fractionation of aerosol forming processes is well characterised. In this paper, SOA formation from ozonolysis of α-pinene - an important precursor and perhaps the best-known model system used in laboratory studies - was investigated using position-dependent and average determinations of 13C in α-pinene and advanced analysis of reaction products using thermal-desorption proton-transfer-reaction mass spectrometry (PTR-MS). The total carbon (TC) isotopic composition δ13C of the initial α-pinene was measured, and the δ13C of the specific carbon atom sites was determined using position-specific isotope analysis (PSIA). The PSIA analysis showed variations at individual positions from -6.9 to +10. 5 ‰ relative to the bulk composition. SOA was formed from α-pinene and ozone in a constant-flow chamber under dark, dry, and low-NOx conditions, with OH scavengers and in the absence of seed particles. The excess of ozone and long residence time in the flow chamber ensured that virtually all α-pinene had reacted. Product SOA was collected on two sequential quartz filters. The filters were analysed offline by heating them stepwise from 100 to 400 °C to desorb organic compounds that were (i) detected using PTR-MS for chemical analysis and to determine the O : C ratio, and (ii) converted to CO2 for 13C analysis. More than 400 ions in the mass range 39-800 Da were detected from the desorbed material and quantified using a PTR-MS. The largest amount desorbed at 150 °C. The O : C ratio of material from the front filter increased from 0.18 to 0.25 as the desorption temperature was raised from 100 to 250 °C. At temperatures above 250 °C, the O : C ratio of thermally desorbed material, presumably from oligomeric precursors, was constant. The observation of a number of components that occurred across the full range of desorption temperatures suggests that they are generated by thermal decomposition of oligomers. The isotopic composition of SOA was more or less independent of desorption temperature above 100 °C. TC analysis showed that SOA was enriched in 13C by 0.6-1.2 ‰ relative to the initial α-pinene. According to mass balance, gas-phase products will be depleted relative to the initial α-pinene. Accordingly, organic material on the back filters, which contain adsorbed gas-phase compounds, is depleted in 13C in TC by 0.7 ‰ relative to the initial α-pinene, and by 1.3 ‰ compared to SOA collected on the front filter. The observed difference in 13C between the gas and particle phases may arise from isotope-dependent changes in the branching ratios in the α-pinene + O3 reaction. Alternatively, some gas-phase products involve carbon atoms from highly enriched and depleted sites, as shown in the PSIA analysis, giving a non-kinetic origin to the observed fractionations. In either case, the present study suggests that the site-specific distribution of 13C in the source material itself governs the abundance of 13C in SOA.
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Hayouni, El Akrem; Chraief, Imed; Abedrabba, Manaf; Bouix, Marielle; Leveau, Jean-Yves; Mohammed, Hammami; Hamdi, Moktar
2008-07-31
The essential oils (EOs) extracted from the aerial parts of cultivated Salvia officinalis L. and the berries of Schinus molle L. were analysed by gas chromatography-mass spectrometry (GC-MS) and 68 and 67 constituents were identified, respectively. The major constituents were 1,8-cineole (33.27%), beta-thujone (18.40%), alpha-thujone (13.45%), borneol (7.39%) in S. officinalis oil and alpha-phellandrene (35.86%), beta-phellandrene (29.3%), beta-pinene (15.68%), p-cymene (5.43%) and alpha-pinene (5.22%) in S. molle oil. In its second part, the present study was conducted to evaluate the in vitro antimicrobial activity of both studied EOs. For this purpose, paper disc-diffusion method and broth microdilution test were used. The disc-diffusion method showed significant zone of lysis against all the pathogens studied (gram-negative and gram-positive bacteria, yeast). These activities remained stable after six months, and decreased approximately by 20% after one year of storage of the EOs at 4 to 7 degrees C. On comparing the efficiency of both EOs, S. officinalis EO exhibited higher antibacterial activity against the majority of strains and especially against Candida albicans (two fold more active according to the inhibition zones values). The minimal inhibitory concentrations (MICs) were reported between 4.5 mg/ml and 72 mg/ml on nutrient broth. The particular chemotype of each EO may be involved in its specific antimicrobial behaviour. Furthermore, the inhibitory effect of these EOs were evaluated against two foodborne pathogens belonging to Salmonella genus, experimentally inoculated (10(3) CFU/g) in minced beef meat, which was mixed with different concentrations of the EO and stored at 4 to 7 degrees C for 15 days. Although the antibacterial activities of both EOs in minced beef meat were clearly evident, their addition had notable effects on the flavour and taste of the meat at concentrations more than 2% for S. molle and 1.5% for S. officinalis. One solution to the above-mentioned problem may be the use of combinations of different food preservation systems. In this context, each of the EOs has been used along with low water activity (addition of NaCl) in addition to low refrigeration temperatures. Results on the Salmonella growth showed that some combinations could be recommended to eliminate germs from minced raw beef. By using this method, a stable and, from a microbiological point of view, safe meat can be produced without substantial loss in sensory quality. Results obtained herein, may suggest that the EOs of S. officinalis and S. molle possess antimicrobial activity, and therefore, they can be used in biotechnological fields as natural preservative ingredients in food and/or pharmaceutical industry.
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Study of Biogenic Volatile Organic Compounds at the French Guiana Tropical Forest
NASA Astrophysics Data System (ADS)
Corain Lopes, Paula Regina; Guenther, Alex; Turnipseed, Andrew; Bonal, Damien; Serça, Dominique; Burban, Benôit; Siebicke, Lukas; Emmons, Louisa; Bustillos, José Oscar W. V.
2013-04-01
Biogenic volatile organic compound (BVOCs) emissions play an important role in regional air quality and global atmospheric chemistry. In addition, these natural VOC emissions serve important biological functions including attracting and repelling pollinators and herbivores. Some biological organisms use ambient air as a communication medium and the oxidation of these compounds brings about the concentration gradients sensed by insects and other organisms. Isoprene is the predominant BVOC emitted by vegetation and tropical forests are the dominant global source. This compound is very reactive in the atmosphere and contributes to the reactions that control tropospheric oxidant concentrations and thus the concentrations and lifetimes of longer-lived species. This paper presents a study on the seasonal variations in isoprene and some other significant BVOCs such as α-pinene, β-pinene, limonene, e-β ocimene and longifolene, measured at the Guyaflux Tower located in a wet tropical forest in Paracou French Guiana (5o16´54´´N, 52o54´44´´W), during the year of 2011, using the Relaxed Eddy Accumulation technique at approximately 20 meters high above the canopy. The results show a lower concentration of isoprene during the month of February and March which correspond to the wet season with an average of 0,545 μg/m3 and 0,341 μg/m3, respectively followed by a slight increase in middle April (still wet season) and a higher concentration later in mid-June. The same behavior was observed for α-pinene with higher concentrations for the same periods as isoprene however with a smaller increase. All the other compounds had concentrations below 1 μg/m3during the whole year. The monoterpene, e-β ocimene, was observed and is known as a stress compound but the vegetation at the site did not face any known severe stress condition such as excessive drought or flooding. Concerning the fluxes, the results showed that just a small amount of BVOCs were deposited by wet or dry process and the majority of them were released in the atmosphere. Isoprene was by far the biogenic volatile organic compound with the highest concentration and flux, followed by alpha-pinene. The lowest concentration and flux rate for all the studied compounds was observed during the months of March and late July and beginning of August indicating a lower production of those BVOCs by vegetation during those periods. Previous limited studies in Amazonia and the Congo suggested that a higher concentration and flux rate of isoprene and α-pinene should be expected during the dry season with lower emissions during the wet season, which is in relative agreement with what was observed at this tropical forest site in French Guiana. The exceptions were observed in April and June which correspond to a long wet period in which the concentration of isoprene and α-pinene increased more than it was expected for this time of the year. The observations will be compared to output from the global chemistry transport model CAM-chem, which includes the MEGAN biogenic emissions model.
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Monoterpenes Support Systemic Acquired Resistance within and between Plants.
Riedlmeier, Marlies; Ghirardo, Andrea; Wenig, Marion; Knappe, Claudia; Koch, Kerstin; Georgii, Elisabeth; Dey, Sanjukta; Parker, Jane E; Schnitzler, Jörg-Peter; Vlot, A Corina
2017-06-01
This study investigates the role of volatile organic compounds in systemic acquired resistance (SAR), a salicylic acid (SA)-associated, broad-spectrum immune response in systemic, healthy tissues of locally infected plants. Gas chromatography coupled to mass spectrometry analyses of SAR-related emissions of wild-type and non-SAR-signal-producing mutant plants associated SAR with monoterpene emissions. Headspace exposure of Arabidopsis thaliana to a mixture of the bicyclic monoterpenes α-pinene and β-pinene induced defense, accumulation of reactive oxygen species, and expression of SA- and SAR-related genes, including the SAR regulatory AZELAIC ACID INDUCED1 ( AZI1 ) gene and three of its paralogs. Pinene-induced resistance was dependent on SA biosynthesis and signaling and on AZI1 Arabidopsis geranylgeranyl reductase1 mutants with reduced monoterpene biosynthesis were SAR-defective but mounted normal local resistance and methyl salicylate-induced defense responses, suggesting that monoterpenes act in parallel with SA The volatile emissions from SAR signal-emitting plants induced defense in neighboring plants, and this was associated with the presence of α-pinene, β-pinene, and camphene in the emissions of the "sender" plants. Our data suggest that monoterpenes, particularly pinenes, promote SAR, acting through ROS and AZI1 , and likely function as infochemicals in plant-to-plant signaling, thus allowing defense signal propagation between neighboring plants. © 2017 American Society of Plant Biologists. All rights reserved.
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Production of terpenes in the culture of Chlorophyceae and Rhodophyta
NASA Astrophysics Data System (ADS)
Abe, M.; Hashimoto, S.
2014-12-01
Terpenes show high reactivity in the troposphere, contributing to organic aerosol reactions with OH radicals. One of the main sources of terpenes in the atmosphere is terrestrial plants. It has been recently reported that marine phytoplankton also produce monoterpenes (Yassaa et al: 2008). Because aerosol production of natural origin affects the cloud cover over the open ocean, it is important to investigate the origin of aerosol generation in the open ocean. In this study, we investigated the production of terpenes and isoprene with a focus on Chlamydomonas (Chlorophyceae) and Rhodella maculata (Rhodophyta). Concentrations of terpenes and isoprene were measured using a dynamic headspace (GERSTEL DHS)—gas chromatograph (Agilent 6890N)—mass spectrometer (Agilent 5975C). In addition, chlorophyll a was measured using a fluorometer (Turner TD-700). The results showed that isoprene, α-pinene, and β-pinene were produced by Chlamydomonas sp. and that isoprene, limonene, and camphene were produced by Rhodella maculata. Chlamydomonas sp. produced α-pinene and β-pinene, similar to land plants. The ratio of the pinene/isoprene concentrations in the atmosphere over seawater where phytoplankton are blooming has been reported as approximately 0.7 (Yassaa et al: 2008). In this experiment, the pinene/isoprene concentration ratios in the cultures were approximately 0.1. This result indicates that marine phytoplankton may not be ignored in the marine atmosphere chemistry of terpenes.
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Juniperus phoenicea var. turbinata (Guss.) Parl. Leaf Essential Oil Variability in the Balkans.
Rajčević, Nemanja F; Labus, Marina G; Dodoš, Tanja Z; Novaković, Jelica J; Marin, Petar D
2018-06-15
In the present work leaf essential oil from 97 individuals of Juniperus phoenicea var. turbinata (GUSS.) PARL. from the Balkan Peninsula was analysed. The essential oil was dominated by monoterpene hydrocarbons (45.5 - 71.8%), of which α-pinene was the most abundant in almost all of the samples (38.2 - 55.8%). Several other monoterpenes and sesquiterpenes were also present in relatively high abundances in samples such as myrcene, δ-3-carene, ß-phellandrene, α-terpinyl acetate, (E)-caryophyllene and germacrene D. Multivariate statistical analysis suggested the existence of three possible chemotypes based on the abundance of the four components. Even though the intrapopulation variability was high, discriminant analysis (DA) was able to separate populations. DA showed high separation between western and eastern populations but also grouped geographically closer populations along the west Balkan shoreline. The potential influence of the climate on the composition of the essential oil was also studied. This article is protected by copyright. All rights reserved. This article is protected by copyright. All rights reserved.
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Tall oil precursors and turpentine in black and white spruce
DOE Office of Scientific and Technical Information (OSTI.GOV)
Conner, A.H.; Diehl, M.A.; Rowe, J.W.
1980-01-01
The heartwood of Picea mariana contained resin acids (1) 14, fatty acids (11) 2, esters 10, nonsaponifiables 13, and phenolic compounds 61%, whereas P. glauca contained (1) 12, (11) 1, esters 42, nonsaponifiables 13, and phenolic compounds 32%. The (1) consisted primarily of palustric, isopimaric, abietic,and dehydroabietic acids, and fatty acids were mainly oleic, linoleic, and 5,9,12-octadecatrienoic acids. Turpentine obtained from these species was primarily a mixture of alpha- and beta-pinene. Paraquat (111) treatment induced up to a 7-fold increase in the content of oleoresin of these species, but visual indications of lightwood were not observed. The components of turpentinemore » and Et/sub 2/0 extractives after (111) treatment were similar to those before treatment.« less
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Selective Catalysis in Nanoparticle Metal-Organic Framework Composites
NASA Astrophysics Data System (ADS)
Stephenson, Casey Justin
The design of highly selective catalysts are becoming increasingly important, especially as chemical and pharmaceutical industries seek to improve atom economy and minimize energy intensive separations that are often required to separate side products from the desired product. Enzymes are among the most selective of all catalysts, generally operating through molecular recognition whereby an active site analogous to a lock and the substrate is analogous to a key. The assembly of a porous, crystalline material around a catalytically active metal particle could serve as an artificial enzyme. In this vein, we first synthesized the polyvinylpyrrolidone (PVP) coated nanoparticles of interest and then encapsulated them within zeolitic imidazolate framework 8 or ZIF-8. 2.8 nm Pt-PVP nanoparticles, which were encapsulated within ZIF-8 to form Pt ZIF-8 composite. Pt ZIF-8 was inactive for the hydrogenation of cyclic olefins such as cis-cyclooctene and cis-cyclohexene while the composite proved to be a highly selective catalyst for the hydrogenation of terminal olefins, hydrogenating trans-1,3-hexadiene to 3-hexene in 95% selectivity after 24 hours under 1 bar H2. We extended our encapsulation method to sub-2 nm Au nanoparticles to form Au ZIF-8. Au ZIF-8 served as a highly chemoselective catalyst for the hydrogenation of crotonaldehyde an alpha,beta-unsaturated aldehyde, to crotyl alcohol an alpha,beta-unsaturated alcohol, in 90-95% selectivity. In order to investigate nanoparticle size effects on selectivity, 6-10 nm Au nanoparticles were encapsulated within ZIF-8 to form Au6 ZIF-8. Control catalysts with nanoparticles supported on the surface of ZIF-8 were synthesized as well, Au/ZIF-8 and Au6/ZIF-8. Au6 ZIF-8 hydrogenated crotonaldehyde in 85% selectivity towards the unsaturated alcohol. Catalysts with nanoparticles supported on the exterior of ZIF-8 were far less selective towards the unsaturated alcohol. Post-catalysis transmission electron microscopy analysis of Au ZIF-8 and Au/ZIF-8 shows that the nanoparticles of Au ZIF-8 remain within experimental uncertainty and unchanged, whereas Au nanoparticles of Au/ZIF suffered from server sintering. We performed solvent assisted linker exchange, a single-crystal to single-crystal transformation, on Pt ZIF-8 to exchange the 2-methylimidazole linkers with imidazole to form Pt SALEM-2. Since Pt SALEM-2 should have larger apertures than Pt ZIF-8, we investigated Pt ZIF-8 and Pt SALEM-2 as catalysts for the hydrogenation of substrates with increasingly larger kinetic diameter: 1-octene, cis-cyclohexene, and beta-pinene. Both catalysts were active for the hydrogenation of 1-octene, while only Pt SALEM-2 was active for cis-cyclohexene hydrogenation. Neither catalyst was active for the hydrogenation of beta-pinene, indicating that the Pt nanoparticles remained well encapsulated throughout the SALE process.
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Biogenic nonmethane hydrocarbon emissions estimated from tethered balloon observations
NASA Technical Reports Server (NTRS)
Davis, K. J.; Lenschow, D. H.; Zimmerman, P. R.
1994-01-01
A new technique for estimating surface fluxes of trace gases, the mixed-layer gradient technique, is used to calculate isoprene and terpene emissions from forests. The technique is applied to tethered balloon measurements made over the Amazon forest and a pine-oak forest in Alabama at altitudes up to 300 m. The observations were made during the dry season Amazon Boundary Layer Experiment (ABLE 2A) and the Rural Oxidants in the Southern Environment 1990 experiment (ROSE I). Results from large eddy simulations of scalar transport in the clear convective boundary layer are used to infer fluxes from the balloon profiles. Profiles from the Amazon give a mean daytime emission of 3630 +/- 1400 micrograms isoprene sq m/h, where the uncertainty represents the standard deviation of the mean of eight flux estimates. Twenty profiles from Alabama give emissions of 4470 +/- 3300 micrograms isoprene sq m/h, 1740 +/- 1060 micrograms alpha-pinene sq m/h, and 790 +/- 560 micrograms beta-pinene sq m/h, respectively. These results are in agreement with emissions derived from chemical budgets. The emissions may be overestimated because of uncertainty about how to incorporate the effects of the canopy on the mixed-layer gradients. The large variability in these emission estimates is probably due to the relatively short sampling times of the balloon profiles, though spatially heterogeneous emissions may also play a role. Fluxes derived using this technique are representative of an upwind footprint of several kilometers and are independent of hydrocarbon oxidation rate and mean advection.
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Dan Miller; Chris Asaro; Christopher Crowe; Donald Duerr
2011-01-01
In 2006,weexamined the Ãight responses of 43 species of longhorn beetles (Coleoptera: Cerambycidae) to multiple-funnel traps baited with binary lure blends of 1) ipsenol + ipsdienol, 2) ethanol + α-pinene, and a quaternary lure blend of 3) ipsenol + ipsdienol + ethanol + αpinene in the southeastern United States. In addition, we monitored responses of...
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Erbilgin, Nadir; Ma, Cary; Whitehouse, Caroline; Shan, Bin; Najar, Ahmed; Evenden, Maya
2014-02-01
Host plant secondary chemistry can have cascading impacts on host and range expansion of herbivorous insect populations. We investigated the role of host secondary compounds on pheromone production by the mountain pine beetle (Dendroctonus ponderosae) (MPB) and beetle attraction in response to a historical (lodgepole pine, Pinus contorta var. latifolia) and a novel (jack pine, Pinus banksiana) hosts, as pheromones regulate the host colonization process. Beetles emit the same pheromones from both hosts, but more trans-verbenol, the primary aggregation pheromone, was emitted by female beetles on the novel host. The phloem of the novel host contains more α-pinene, a secondary compound that is the precursor for trans-verbenol production in beetle, than the historical host. Beetle-induced emission of 3-carene, another secondary compound found in both hosts, was also higher from the novel host. Field tests showed that the addition of 3-carene to the pheromone mixture mimicking the aggregation pheromones produced from the two host species increased beetle capture. We conclude that chemical similarity between historical and novel hosts has facilitated host expansion of MPB in jack pine forests through the exploitation of common host secondary compounds for pheromone production and aggregation on the hosts. Furthermore, broods emerging from the novel host were larger in terms of body size. © 2013 The Authors. New Phytologist © 2013 New Phytologist Trust.
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Ye, Penglin; Ding, Xiang; Ye, Qing; Robinson, Ellis S; Donahue, Neil M
2016-03-10
Semivolatile organic compounds (SVOCs) play an essential role in secondary organic aerosol (SOA) formation, chemical aging, and mixing of organic aerosol (OA) from different sources. Polyethylene glycol (PEG400) particles are liquid, polar, and nearly nonvolatile; they provide a new vehicle to study the interaction between SVOCs with OA. With a unique fragment ion C4H9O2(+) (m/z 89), PEG400 can be easily separated from α-pinene SOA in aerosol mass spectra. By injecting separately prepared PEG probe particles into a chamber containing SOA coated on ammonium sulfate seeds, we show that a substantial pool of SVOCs exists in equilibrium with the original SOA particles. Quantitative findings are based on bulk mass spectra, size-dependent composition, and the evolution of individual particle mass spectra, which we use to separate the two particle populations. We observed a larger fraction of SVOC vapors with increased amounts of reacted α-pinene. For the same amount of reacted α-pinene, the SOA formed from α-pinene oxidized by OH radicals had a higher fraction of SOA vapors than SOA formed by α-pinene ozonolysis. Compared to the PEG400 probe particles, we observed a lower mass fraction of SVOCs in poly(ethylene glycol) dimethyl ether (MePEG500) probe particles under otherwise identical conditions; this may be due to the lower polarity of the MePEG500 or caused by esterification reactions between the PEG400 and organic acids in the SOA.
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Trujillo-Cayado, Luis Alfonso; Ramírez, Pablo; Alfaro, María Carmen; Ruíz, Manuela; Muñoz, José
2014-10-01
In this contribution, we provide an accurate characterization at the α-pinene/water interface of two commercial polyoxytheylene glycerol ester surfactants which differ in the number of ethylene oxide (EO) groups, comprising a systematic analysis of interfacial pressure isotherms, dynamic curves, interfacial rheology and emulsifying properties. Polyoxyethylene glycerol esters derived from cocoa oil are non-ionic surfactants obtained from a renewable source which fulfill the environmental and toxicological requirements to be used as eco-friendly emulsifying agents. α-Pinene is a renewable biosolvent completely insoluble in water, which could find numerous applications. Interfacial rheology and equilibrium interfacial pressure data fitted a rigorous reorientation model that assumes that the surfactant molecules, when adsorbed at the interface, can acquire two orientations. The surfactant with the highest number of EO groups (Levenol C201) turned out to be more surface active at the α-pinene/water interface. In addition, the surfactant with the lowest number of EO groups (Levenol H&B) is solubilized into the adjacent oil phase. Slightly concentrated α-pinene emulsions were obtained using both surfactants. Nevertheless, more stable α-pinene emulsions with smaller droplet sizes and lower polidispersity were obtained when Levenol C201 was used as emulsifier instead of Levenol H&B. The systematic characterization presented in this work provides important new findings on the interfacial and emulsifying properties of polyoxytheylene glycerol ester surfactants, which can be applied in the rational development of new biocompatible products. Copyright © 2014 Elsevier B.V. All rights reserved.
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Dai, Jiali; Zhu, Liang; Yang, Li; Qiu, Jun
2013-01-01
The following study deals with the chemical composition, antioxidant and antimicrobial activity of essential oils of Wedelia prostrata and their main constituents in vitro. A total of 70 components representing 99.26 % of the total oil were identified. The main compounds in the oil were limonene (11.38 %) and α-pinene (10.74 %). Antioxidant assays (1,1-diphenyl-2-picrylhydrazyl, superoxide anion radical, and reducing power test) demonstrate moderate activities for the essential oil and its main components (limonene and α-pinene). The essential oil (1000 μg/disc) exhibited promising antimicrobial activity against 10 strains of test microorganisms as a diameter of zones of inhibition (20.8 to 22.2 mm) and MIC values (125 to 250 µg/ml). The activities of limonene and α-pinene were also determined as main components of the oil. α-Pinene showed higher antimicrobial activity than the essential oil with a diameter of zones of inhibition (20.7 to 22.3 mm) and MIC values (62.5 to 125 µg/ml). The antioxidant and antimicrobial properties of the essential oil may be attributed to the synergistic effects of its diverse major and minor components. PMID:26648809
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Berkemeier, Thomas; Ammann, Markus; Mentel, Thomas F; Pöschl, Ulrich; Shiraiwa, Manabu
2016-06-21
The chemical kinetics of organic nitrate production during new particle formation and growth of secondary organic aerosols (SOA) were investigated using the short-lived radioactive tracer (13)N in flow-reactor studies of α-pinene oxidation with ozone. Direct and quantitative measurements of the nitrogen content indicate that organic nitrates accounted for ∼40% of SOA mass during initial particle formation, decreasing to ∼15% upon particle growth to the accumulation-mode size range (>100 nm). Experiments with OH scavengers and kinetic model results suggest that organic peroxy radicals formed by α-pinene reacting with secondary OH from ozonolysis are key intermediates in the organic nitrate formation process. The direct reaction of α-pinene with NO3 was found to be less important for particle-phase organic nitrate formation. The nitrogen content of SOA particles decreased slightly upon increase of relative humidity up to 80%. The experiments show a tight correlation between organic nitrate content and SOA particle-number concentrations, implying that the condensing organic nitrates are among the extremely low volatility organic compounds (ELVOC) that may play an important role in the nucleation and growth of atmospheric nanoparticles.
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Boussaïd, Maghnia; Bekhechi, Chahrazed; Beddou, Fawzia; Sari, Daoudi Chabane; Bighelli, Ange; Casanova, Joseph; Tomi, Félix
2015-08-01
The objective was to investigate the yield and chemical composition of 50 essential oil samples isolated from leaves and flowers of Tetraclinis articulata harvested in eight locations (coastal township and highlands) of Tlemcen Province (North-Western Algeria). Essential oil yields varied drastically from sample to sample (0.03 to 0.86%, w/w). No direct correlation was observed between the yield and the altitude of the harvest areas. The oils consisted mainly of monoterpenes: α-pinene (9.2-56.5%), bornyl acetate (1.2-45.1%), camphor (0.5-40.3%), borneol (0.2-12.9%), limonene (3.6-12.5%), and myrcene (1.6-9.7%). Sesquiterpenes were represented by germacrene D (up to 14.2%) and (E)-β-caryophyllene (up to 13.3%). PCA analysis of the data allowed the distinction of two groups within the samples. The composition of group I (9 samples) was dominated by camphor, (Mean = 30.9%) followed by α-pinene (M = 19.1%) and bornyl acetate (M = 11.4%). Group II was divided into two sub-groups. Samples of sub-group IIA (8 samples) contained mainly α-pinene (M = 45.4%). Samples of the largest group IIB (33 samples) were characterized by similar contents of α-pinene (M = 28.2%) and bornyl acetate (M = 24.5%) and the occurrence of camphor to a lesser extent (M = 10.0%).
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Formation kinetics and abundance of organic nitrates in α-pinene ozonolysis
NASA Astrophysics Data System (ADS)
Berkemeier, Thomas; Ammann, Markus; Pöschl, Ulrich; Shiraiwa, Manabu
2016-04-01
Formation of organic nitrates affects the total atmospheric budget of oxidized nitrogen (NOy) and alters the total aerosol mass yield from secondary sources. We investigated the formation of organic nitrate species during ozonolysis of α-pinene and subsequent formation of secondary organic aerosols (SOA) using the short-lived radioactive tracer 13N inside an aerosol flow reactor (Ammann et al., 2001). The results represent direct measurements of the organic nitrate content of α-pinene secondary aerosol and give insight into the kinetics of organic nitrate formation. Organic nitrates constituted up to 40 % of aerosol mass with a pronounced influence during the initial period of particle growth. Kinetic modelling, as well as additional experiments using OH scavengers and UV irradiation, suggests that organic peroxy radicals (RO2) from the reaction of α-pinene with secondarily produced OH are important intermediates in the organic nitrate formation process. Direct oxidation of α-pinene by NO3 was found to be a less efficient pathway for formation of particle phase nitrate. The organic nitrate content decreased very slightly with an increase of relative humidity on the experimental time scale. The experiments show a tight correlation between organic nitrate content and SOA number concentrations, implying that organic nitrates play an important role in nucleation and growth of nanoparticles. Since present in large amounts in organic aerosol, organic nitrates deposited in the lung might have implications for human health as they release nitric acid upon hydrolysis, especially in regions influenced by urban pollution and large sources of monoterpene SOA precursors. References Ammann et al. (2001) Radiochimica Acta 89, 831.
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Constituents and biological activities of Schinus polygamus.
Erazo, Silvia; Delporte, Carla; Negrete, Rosa; García, Rubén; Zaldívar, Mercedes; Iturra, Gladys; Caballero, Esther; López, José Luis; Backhouse, Nadine
2006-10-11
The folk medicine employs Schinus polygamus to treat arthritic pain and cleansing of wounds. As no reports of pharmacological studies supporting its anti-inflammatory and analgesic properties, extracts of increasing polarity were assayed on the base of fever, pain and inflammation, together with its antimicrobial activity. All the extracts showed pharmacological activities. From the most active extracts different metabolites were isolated that can in part explain the antipyretic, anti-inflammatory, and analgesic activity: beta-sitosterol, shikimic acid together with quercetin, previously reported. Also, the essential oil of leaves and fruits was obtained and compared with the oil obtained from Schinus polygamus collected in Argentine. Oils differed in composition and in antibacterial activity, where the Chilean species exhibited a wide spectrum of activity against Gram-positive and Gram-negative bacteria, and the most abundant compound found in leaves and fruits was beta-pinene, meanwhile the Argentine species showed high activity against Bacillus cereus, and the main components resulted to be alpha-phellandrene and limonene.
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Composition and chemical variability of Corsican Pinus halepensis cone oil.
Nam, Anne-Marie; Casanova, Joseph; Tomi, Félix; Bighelli, Ange
2014-09-01
The composition of the essential oil isolated from cones of Pinus halepensis grown in Corsica has been investigated by a combination of chromatographic (CC, GC) and spectroscopic (MS, 13C NMR) techniques. In total, 48 compounds that accounted for 95.5% of the whole composition have been identified. α-Pinene (47.5%) was the major component followed by myrcene (11.0%), (E)-β-caryophyllene (8.3%) and caryophyllene oxide (5.9%). Various diterpenes have been identified by 13C NMR in the fractions of CC. Fifteen oil samples isolated from cones harvested in three forests have been analyzed and two groups of similar importance have been differentiated within the 15 compositions. Oil samples of the first group contained α-pinene (mean 45.0 g/100 g, SD = 5.5) as the major component. The composition of samples of the second group was dominated by myrcene (mean 30.3 g/100g, SD = 9.0) and α-pinene (mean 24.6 g/100 g, SD = 3.1).
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Quijano-Celis, Clara E; Gaviria, Mauricio; Consuelo, Vanegas-López; Ontiveros, Ina; Echeverri, Leonardo; Morales, Gustavo; Pino, Jorge A
2010-07-01
The essential oil from fruits of Retrophyllum rospigliosii (Pilger) C.N. Page grown in Colombia was analyzed by GC and GC/MS. Ninety-one compounds were identified, of which the most prominent were limonene (37.7%) and alpha-pinene (16.3%). The in vitro antibacterial activity of the essential oil was studied against seven bacterial strains using the disc diffusion method. The strongest activity of the oil was against the Gram-positive bacterium Bacillus cereus.
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Marongiu, Bruno; Piras, Alessandra; Porcedda, Silvia; Falconieri, Danilo; Goncalves, Maria J; Salgueiro, Ligia; Maxia, Andrea; Lai, Roberta
2010-04-01
Isolation of volatile concentrates from leaves, flowers and fruits of Vitex agnus-castus L. have been obtained by supercritical extraction with carbon dioxide. The composition of the volatile concentrates has been analysed by GC/MS. In all plant organs, the extracts are composed chiefly of alpha-pinene, sabinene, 1,8-cineole, alpha-terpinyl acetate, (E)-caryophyllene, (E)-beta-farnesene, bicyclogermacrene, spathulenol and manool. The main difference observed was in the content of sclarene, which was not present in the samples from flowers or fruits. To complete the investigation, a comparison with the hydrodistilled oil has been carried out. The minimal inhibitory concentration (MIC) and the minimal lethal concentration were used to evaluate the antifungal activity of the oils against dermatophyte strains (Trichophyton mentagrophytes, Microsporum canis, T. rubrum, M. gypseum and Epidermophyton floccosum). Antifungal activity of the leaf essential oil was the highest, with MIC values of 0.64 microL mL(-1) for most of the strains.
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Chen, Yulong; Wu, Jijun; Xu, Yujuan; Fu, Manqing; Xiao, Gengsheng
2014-09-03
A second cooling was added to the oil collectors of an improved Clevenger-type apparatus (ICT) to investigate the thermal reaction of essential oils from orange peel compared to a traditional Clevenger-type apparatus (CT). The results demonstrated the yield rate of essential oil from ICT was significantly higher (p < 0.05) than that from CT. The major components of the essential oils consisted of monoterpenes, such as d-limonene, β-myrcene, β-pinene, γ-terpinene, α-pinene. Interestingly, ICT prevented the thermal reaction-the transformation of β-myrcene to β-thujene-and reduced the oxidation on α-pinene and β-pinene of the essential oil in comparison to CT. In addition, the yield rate of γ-terpinene can also be improved via ICT compared to CT. Thus, ICT is an effective improvement to traditional CT.
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Perraud, Véronique; Bruns, Emily A; Ezell, Michael J; Johnson, Stanley N; Greaves, John; Finlayson-Pitts, Barbara J
2010-08-01
The gas-phase reactions of nitrate radicals (NO3) with biogenic organic compounds are a major sink for these organics during night-time. These reactions form secondary organic aerosols, including organic nitrates that can undergo long-range transport, releasing NOx downwind. We report here studies of the reaction of NO3 with alpha-pinene at 1 atm in dry synthetic air (relative humidity approximately 3%) and at 298 K using atmospheric pressure chemical ionization triple quadrupole mass spectrometry (APCI-MS) to identify gaseous and particulate products. The emphasis is on the identification of individual organic nitrates in the particle phase that were obtained by passing the product mixture through a denuder to remove gas-phase reactants and products prior to entering the source region of the mass spectrometer. Filter extracts were also analyzed by GC-MS and by APCI time-of-flight mass spectrometry (APCI-ToF-MS) with methanol as the proton source. In addition to pinonaldehyde and pinonic acid, five organic nitrates were identified in the particles as well as in the gas phase: 3-oxopinane-2-nitrate, 2-hydroxypinane-3-nitrate, pinonaldehyde-PAN, norpinonaldehyde-PAN, and (3-acetyl-2,2-dimethyl-3-nitrooxycyclobutyl)acetaldehyde. Furthermore, there was an additional first-generation organic nitrate product tentatively identified as a carbonyl hydroxynitrate with a molecular mass of 229. These studies suggest that a variety of organic nitrates would partition between the gas phase and particles in the atmosphere, and serve as a reservoir for NOx.
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Landmann, Christian; Fink, Barbara; Festner, Maria; Dregus, Márta; Engel, Karl-Heinz; Schwab, Wilfried
2007-09-15
The essential oil of lavender (Lavandula angustifolia) is mainly composed of mono- and sesquiterpenes. Using a homology-based PCR strategy, two monoterpene synthases (LaLIMS and LaLINS) and one sesquiterpene synthase (LaBERS) were cloned from lavender leaves and flowers. LaLIMS catalyzed the formation of (R)-(+)-limonene, terpinolene, (1R,5S)-(+)-camphene, (1R,5R)-(+)-alpha-pinene, beta-myrcene and traces of alpha-phellandrene. The proportions of these products changed significantly when Mn(2+) was supplied as the cofactor instead of Mg(2+). The second enzyme LaLINS produced exclusively (R)-(-)-linalool, the main component of lavender essential oil. LaBERS transformed farnesyl diphosphate and represents the first reported trans-alpha-bergamotene synthase. It accepted geranyl diphosphate with higher affinity than farnesyl diphosphate and also produced monoterpenes, albeit at low rates. LaBERS is probably derived from a parental monoterpene synthase by the loss of the plastidial signal peptide and by broadening its substrate acceptance spectrum. The identification and description of the first terpene synthases from L. angustifolia forms the basis for the biotechnological modification of essential oil composition in lavender.
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NASA Astrophysics Data System (ADS)
Feltracco, Matteo; Barbaro, Elena; Contini, Daniele; Zangrando, Roberta; Toscano, Giuseppa; Battistel, Dario; Barbante, Carlo; Gambaro, Andrea
2018-05-01
Oxidation products of α-pinene represent a fraction of organic matter in the environmental aerosol. α-pinene is one of most abundant monoterpenes released in the atmosphere by plants, located typically in boreal, temperate and tropical forests. This primary compound reacts with atmospheric oxidants, such as O3, O2, OH radicals and NOx, through the major tropospheric degradation pathway for many monoterpenes under typical atmospheric condition. Although several studies identified a series of by-products deriving from the α-pinene photo-oxidation in the atmosphere, such as pinic and cis-pinonic acid, the knowledge of the mechanism of this process is partially still lacking. Thus, the investigation of the distribution of these acids in the different size aerosol particles provides additional information on this regard. The aim of this study is twofold. First, we aim to improve the existing analytical methods for the determination of pinic and cis-pinonic acid in aerosol samples, especially in terms of analytical sensitivity and limits of detection (LOD) and quantification (LOQ). We even attempted to increase the knowledge of the α-pinene photo-oxidation processes by analysing, for the first time, the particle-size distribution up to nanoparticle level of pinic and cis-pinonic acid. The analysis of aerosol samples was carried out via high-performance liquid chromatography coupled to a triple quadrupole mass spectrometer. The instrumental LOD values of cis-pinonic and pinic acid are 1.6 and 1.2 ng L-1 while LOQ values are 5.4 and 4.1 ng L-1, respectively. Samples were collected by MOUDI II™ cascade impactor with twelve cut-sizes, from March to May 2016 in the urban area of Mestre-Venice (Italy). The range concentrations in the aerosol samples were from 0.1 to 0.9 ng m-3 for cis-pinonic acid and from 0.1 to 0.8 ng m-3 for pinic acid.
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Pinonaldehyde and some other organics in rain and snow in central Japan.
Satsumabayashi, H; Nishizawa, H; Yokouchi, Y; Ueda, H
2001-11-01
Solvent-extractable organic compounds in the rain and snow collected at local cities in the mountainous region in central Japan, were analyzed by GC/MS and GC. Pinonaldehyde (2,2-dimethyl-3-acetyl-cyclobutyl-ethanal), an atmospheric reaction product of alpha-pinene, was detected in the rain and snow for the first time, and n-alkanes (C17-C33), fatty acids (C8-C23), and benzoic acid were also detected as major organic components. Concentrations of pinonaldehyde, C17-C33 n-alkanes, C8-C11 fatty acids, C12-C23 fatty acids and benzoic acid ranged between <0.02-13, 0.10-35, 0.55-5.7, 4.2-19 and <0.02-6.0 microg/l, respectively. Their composition showed some difference in summer and winter. In summer, fatty acids and benzoic acid were more abundant, while pinonaldehyde and n-alkanes were much less. Higher photochemical reactivity and higher bioactivity in summer could explain these seasonal changes except for pinonaldehyde, which would suffer from further oxidation in the atmosphere after its photochemical production from alpha-pinene. Predominance of pinonaldehyde and C12-C23 fatty acids in the rain and snow showed a remarkable contrast to n-alkanes in aerosol phase, which were the most abundant components. It indicated that oxygenated products from biogenic compounds might be important as cloud condensation nuclei in forest areas.
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Organosulfate Formation in Biogenic Secondary Organic Aerosol
Organosulfates of isoprene, α-pinene, and β-pinene have recently been identified in both laboratory-generated and ambient secondary organic aerosol (SOA). In this study, the mechanism and ubiquity of organosulfate formation in biogenic SOA is investigated by a comprehensive seri...
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Monoterpenes released from fruit, plant, and vegetable systems.
Iqbal, Mohammad Asif; Kim, Ki-Hyun; Ahn, Jeong Hyeon
2014-09-29
To quantify the emission rate of monoterpenes (MTs) from diverse natural sources, the sorbent tube (ST)-thermal desorption (TD) method was employed to conduct the collection and subsequent detection of MTs by gas chromatography. The calibration of MTs, when made by both mass spectrometric (MS) and flame ionization detector (FID), consistently exhibited high coefficient of determination values (R2 > 0.99). This approach was employed to measure their emission rate from different fruit/plant/vegetable (F/P/V) samples with the aid of an impinger-based dynamic headspace sampling system. The results obtained from 10 samples (consisting of carrot, pine needle (P. sylvestris), tangerine, tangerine peel, strawberry, sepals of strawberry, plum, apple, apple peel, and orange juice) marked α-pinene, β-pinene, myrcene, α-terpinene, R-limonene, γ-terpinene, and p-cymene as the most common MTs. R-limonene was the major species emitted from citrus fruits and beverages with its abundance exceeding 90%. In contrast, α-pinene was the most abundant MT (37%) for carrot, while it was myrcene (31%) for pine needle. The overall results for F/P/V samples confirmed α-pinene, β-pinene, myrcene, α-terpinene, and γ-terpinene as common MTs. Nonetheless, the types and magnitude of MTs released from fruits were distinguished from those of vegetables and plants.
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NASA Astrophysics Data System (ADS)
Cataldo, Franco; Ursini, Ornella; Angelini, Giancarlo
2008-08-01
For the first time the radioracemization of α(+)pinene and α(-)pinene, of turpentine and of R(-)- α-phellandrene has been studied by optical rotatory dispersion (ORD) spectroscopy. For all these compounds, the radioracemization implies a shift of the ORD curves toward lower levels of specific optical rotation. The radioracemization degree ( RR) has been defined and calculated for all the compounds studied. It has been found that for radiation dose of 1 MGy the radioracemization degree is about 4.5% for the compound with the highest optical purity and reaches 7-8% for the less optically pure compounds, demonstrating that impurities can affect greatly the radioracemization. In contrast with the general radioracemization effect exerted by high-energy radiation on chiral molecules, β(-)pinene, β(+)pinene when irradiated show an increment of their specific optical rotation. This fact has been measured for the first time by ORD spectroscopy and the amplification degree of chirality can reach 1000% in the near UV. This phenomenon is due to the formation of a chiral polymer, poly- β-pinene, which forms a solution with the monomer enhancing its optical activity. The implications for the theories of the origin of life of such unexpected phenomenon are discussed briefly.
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Smeriglio, Antonella; Denaro, Marcella; Barreca, Davide; Calderaro, Antonella; Bisignano, Carlo; Ginestra, Giovanna; Bellocco, Ersilia; Trombetta, Domenico
2017-01-01
Although the chemical composition and biological properties of some species of the genus Pistacia has been investigated, studies on hull essential oil of Pistacia vera L. variety Bronte (HEO) are currently lacking. In this work, we have carried out an in-depth phytochemical profile elucidation by Gas Chromatography-Mass Spectrometry (GC-MS) analysis, and an evaluation of antioxidant scavenging properties of HEO, using several different in vitro methods, checking also its cytoprotective potential on lymphocytes treated with tert-butyl hydroperoxide. Moreover, the antimicrobial activity against Gram-positive and Gram-negative strains, both American Type Culture Collection (ATCC) and clinical isolates, was also investigated. GC-MS analysis highlighted the richness of this complex matrix, with the identification of 40 derivatives. The major components identified were 4-Carene (31.743%), α-Pinene (23.584%), d-Limonene (8.002%), and 3-Carene (7.731%). The HEO showed a strong iron chelating activity and was found to be markedly active against hydroxyl radical, while scarce effects were found against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical. Moreover, pre-treatment with HEO was observed to significantly increase the cell viability, decreasing the lactate dehydrogenase (LDH) release. HEO was bactericidal against all the tested strains at the concentration of 7.11 mg/mL, with the exception of Pseudomonas aeruginosa ATCC 9027. The obtained results demonstrate the strong free-radical scavenging activity of HEO along with remarkable cytoprotective and antimicrobial properties. PMID:28587291
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Smeriglio, Antonella; Denaro, Marcella; Barreca, Davide; Calderaro, Antonella; Bisignano, Carlo; Ginestra, Giovanna; Bellocco, Ersilia; Trombetta, Domenico
2017-06-06
Although the chemical composition and biological properties of some species of the genus Pistacia has been investigated, studies on hull essential oil of Pistacia vera L. variety Bronte (HEO) are currently lacking. In this work, we have carried out an in-depth phytochemical profile elucidation by Gas Chromatography-Mass Spectrometry (GC-MS) analysis, and an evaluation of antioxidant scavenging properties of HEO, using several different in vitro methods, checking also its cytoprotective potential on lymphocytes treated with tert-butyl hydroperoxide. Moreover, the antimicrobial activity against Gram-positive and Gram-negative strains, both American Type Culture Collection (ATCC) and clinical isolates, was also investigated. GC-MS analysis highlighted the richness of this complex matrix, with the identification of 40 derivatives. The major components identified were 4-Carene (31.743%), α-Pinene (23.584%), d-Limonene (8.002%), and 3-Carene (7.731%). The HEO showed a strong iron chelating activity and was found to be markedly active against hydroxyl radical, while scarce effects were found against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical. Moreover, pre-treatment with HEO was observed to significantly increase the cell viability, decreasing the lactate dehydrogenase (LDH) release. HEO was bactericidal against all the tested strains at the concentration of 7.11 mg/mL, with the exception of Pseudomonas aeruginosa ATCC 9027. The obtained results demonstrate the strong free-radical scavenging activity of HEO along with remarkable cytoprotective and antimicrobial properties.
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Orhan, I; Küpeli, E; Aslan, M; Kartal, M; Yesilada, E
2006-04-21
The ethanolic and aqueous extracts prepared from different parts of Pistacia vera L. (Anacardiaceae) as well as its oleoresin were evaluated for their in vivo anti-inflammatory and antinociceptive activities. Among the extracts screened, only the oleoresin was shown to possess a marked anti-inflammatory activity against carrageenan-induced hind paw edema model in mice without inducing any gastric damage at both 250 and 500 mg/kg doses whereas the rest of the extracts were totally inactive. While the oleoresin was found to display significant antinociceptive activity at 500 mg/kg dose, the ethanolic and aqueous extracts belonging to fruit, leaf, branch and peduncle of Pistacia vera did not exhibit any noticeable antinociception in p-benzoquinone-induced abdominal contractions in mice. Fractionation of the oleoresin indicated the n-hexane fraction to be active, which further led to recognition of some monoterpenes, mainly alpha-pinene (77.5%) by capillary gas chromatography-mass spectrometry (GC-MS) as well as the oleoresin itself. alpha-Pinene was also assessed for its antinociceptive and anti-inflammatory activities in the same manner and exerted a moderate anti-inflammatory effect at 500 mg/kg dose.
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Wu, Yan-Wen; Sun, Su-Qin; Zhou, Qun; Leung, Hei-Wun
2008-02-13
Honghua Oil (HHO), a traditional Chinese medicine (TCM) oil preparation, is a mixture of several plant essential oils. In this text, the extended ranges of Fourier transform mid-infrared (FT-MIR) and near infrared (FT-NIR) were recorded for 48 commercially available HHOs of different batches from nine manufacturers. The qualitative and quantitative analysis of three marker components, alpha-pinene, methyl salicylate and eugenol, in different HHO products were performed rapidly by the two vibrational spectroscopic methods, i.e. MIR with horizontal attenuated total reflection (HATR) accessory and NIR with direct sampling technique, followed by partial least squares (PLS) regression treatment of the set of spectra obtained. The results indicated that it was successful to identify alpha-pinene, methyl salicylate and eugenol in all of the samples by simple inspection of the MIR-HATR spectra. Both PLS models established with MIR-HATR and NIR spectral data using gas chromatography (GC) peak areas as calibration reference showed a good linear correlation for each of all three target substances in HHO samples. The above spectroscopic techniques may be the promising methods for the rapid quality assessment/quality control (QA/QC) of TCM oil preparations.
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Chemotype diversity of indigenous Dalmatian sage (Salvia officinalis L.) populations in Montenegro.
Stešević, Danijela; Ristić, Mihailo; Nikolić, Vuko; Nedović, Marijana; Caković, Danka; Šatović, Zlatko
2014-01-01
To identify how many chemotypes of Salvia officinalis exist in Montenegro, the chemical composition of the essential oils of 12 wild-growing populations was determined by GC-FID and GC/MS analyses. Among the 40 identified constituents, the most abundant were cis-thujone (16.98-40.35%), camphor (12.75-35.37%), 1,8-cineol (6.40-12.06%), trans-thujone (1.5-10.35%), camphene (2.26-9.97%), borneol (0.97-8.81%), viridiflorol (3.46-7.8%), limonene (1.8-6.47%), α-pinene (1.59-5.46%), and α-humulene (1.77-5.02%). The composition of the essential oils under study did not meet the ISO 9909 requirements, while the oils of populations P02-P04, P09, and P10 complied with the German Drug Codex. A few of the main essential-oil constituents appeared to be highly intercorrelated. Strong positive correlations were observed between α-pinene and camphene, camphene and camphor, as well as between cis-thujone and trans-thujone. Strong negative correlations were evidenced between cis-thujone and α-pinene, cis-thujone and champhene, cis-thujone and camphor, as well as between trans-thujone and camphene. Multivariate analyses allowed the grouping of the populations into three distinct chemotypes, i.e., Chemotype A, rich in total thujones, Chemotype B, with intermediate contents of thujones, α-pinene, camphene, and camphor and high borneol contents, and Chemotype C, rich in camphor, camphene, and α-pinene. The chemotypes did not significantly differ in the total essential-oil content and the cis/trans-thujone ratio. Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.
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Activity of essential oils and individual components against acetyl- and butyrylcholinesterase.
Orhan, Ilkay; Kartal, Murat; Kan, Yüksel; Sener, Bilge
2008-01-01
We have tested acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities of nineteen essential oils obtained from cultivated plants, namely one from Anethum graveolens L. (organic fertilizer), two from Foeniculum vulgare Mill. collected at fully-mature and flowering stages (organic fertilizer), two from Melissa officinalis L. (cultivated using organic and chemical fertilizers), two from Mentha piperita L. and M. spicata L. (organic fertilizer), two from Lavandula officinalis Chaix ex Villars (cultivated using organic and chemical fertilizers), two from Ocimum basilicum L. (green and purple-leaf varieties cultivated using only organic fertilizer), four from Origanum onites L., O. vulgare L., O. munitiflorum Hausskn., and O. majorana L. (cultivated using organic fertilizer), two from Salvia sclarea L. (organic and chemical fertilizers), one from S. officinalis L. (organic fertilizer), and one from Satureja cuneifolia Ten. (organic fertilizer) by a spectrophotometric method of Ellman using ELISA microplate-reader at 1 mg/ml concentration. In addition, a number of single components widely encountered in most of the essential oils [gamma-terpinene, 4-allyl anisole, (-)-carvone, dihydrocarvone, (-)-phencone, cuminyl alcohol, cumol, 4-isopropyl benzaldehyde, trans-anethole, camphene, iso-borneol, (-)-borneol, L-bornyl acetate, 2-decanol, 2-heptanol, methyl-heptanol, farnesol, nerol, iso-pulegol, 1,8-cineole, citral, citronellal, citronellol, geraniol, linalool, alpha-pinene, beta-pinene, piperitone, iso-menthone, menthofurane, linalyl oxide, linalyl ester, geranyl ester, carvacrol, thymol, menthol, vanilline, and eugenol] was also screened for the same activity in the same manner. Almost all of the essential oils showed a very high inhibitory activity (over 80%) against both enzymes, whereas the single components were not as active as the essential oils.
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Ultrahigh-resolution FT-ICR mass spectrometry characterization of a-pinene ozonolysis SOA
Secondary organic aerosol (SOA) of α-pinene ozonolysis with and without hydroxyl radical scavenging hexane was characterized by ultrahigh-resolution. Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). Molecular formulas for more than 900 negative ions were i...
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Cheng, Xin-Yue; Tian, Xue-Liang; Wang, Yun-Sheng; Lin, Ren-Miao; Mao, Zhen-Chuan; Chen, Nansheng; Xie, Bing-Yan
2013-01-01
Our recent research revealed that pinewood nematode (PWN) possesses few genes encoding enzymes for degrading α-pinene, which is the main compound in pine resin. In this study, we examined the role of PWN microbiome in xenobiotics detoxification by metagenomic and bacteria culture analyses. Functional annotation of metagenomes illustrated that benzoate degradation and its related metabolisms may provide the main metabolic pathways for xenobiotics detoxification in the microbiome, which is obviously different from that in PWN that uses cytochrome P450 metabolism as the main pathway for detoxification. The metabolic pathway of degrading α-pinene is complete in microbiome, but incomplete in PWN genome. Experimental analysis demonstrated that most of tested cultivable bacteria can not only survive the stress of 0.4% α-pinene, but also utilize α-pinene as carbon source for their growth. Our results indicate that PWN and its microbiome have established a potentially mutualistic symbiotic relationship with complementary pathways in detoxification metabolism. PMID:23694939
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NASA Astrophysics Data System (ADS)
Brauer, Carolyn S.; Johnson, Timothy J.; Blake, Thomas A.; Sams, Robert L.
2013-06-01
Monoterpenes are a class of biogenic volatile organic compounds (VOCs) whose general formula is C_{10}H_{16}. Like other VOCs, monoterpenes play an important role in the atmosphere as they are produced by vegetation in large quantities, and have recently been discovered in biomass burning plumes. Absorption coefficients and integrated band intensities are reported in the 600 - 6500 cm^{-1} region for three monoterpenes: α-pinene, β-pinene and d-limonene. The pressure broadened (1 atmosphere N_2) spectra were recorded in a 19.96 cm path length cell with 0.112 cm^{-1} resolution at two temperatures and a minimum of six different partial pressures using a Bruker 66V FTIR. These data are part of the PNNL Spectral Database, which contains quantitative spectra of over 600 molecules. Potential atmospheric applications will be discussed Timothy J. Johnson, Luisa T. M. Profeta, Robert L. Sams, David W. T. Griffith, Robert L. Yokelson Vibrational Spectroscopy {53}(1);97-102 (2010).
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Impact of summer drought on isoprenoid emissions and carbon sink of three Scots pine provenances
Lüpke, M.; Leuchner, M.; Steinbrecher, R.; Menzel, A.
2016-01-01
Scots pine (Pinus sylvestris L.) provenances cover broad ecological amplitudes. In a greenhouse study, we investigated the impact of drought stress and rewetting on gas exchange for three provenances (Italy: Emilia Romagna; Spain: Alto Ebro; Germany: East-German lowlands) of 2-year old Scots pine seedlings. CO2, water vapour and isoprenoid exchange of stressed and control trees were quantified with a four-chamber dynamic-enclosure system in the controlled environment of a climate chamber. The three provenances showed distinct isoprenoid emission patterns and were classified into a non-Δ3-carene, with either high α-/β-pinene or β-myrcene fraction, and a Δ3-carene dominated type. Isoprenoid emission rates, net-photosynthesis and transpiration were reduced during summer drought stress and significantly recovered after rewetting. A seasonal increase of isoprenoid emission rates towards autumn was observed for all control groups. Compared with the German provenance, the Spanish and Italian provenances revealed higher isoprenoid emission rates and more plastic responses to drought stress and seasonal development, which points to a local adaptation to climate. As a result of drought, net carbon uptake and transpiration of trees was reduced, but recovered after rewetting. We conclude from our study that Scots pine isoprenoid emission is more variable than expected and sensitive to drought periods, likely impacting regional air chemistry. Thus, a provenance-specific emission assessment accounting for reduced emission during prolonged (summer) drought is recommend for setting up biogenic volatile organic compound emission inventories used in air quality models. PMID:27591438
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Impact of summer drought on isoprenoid emissions and carbon sink of three Scots pine provenances.
Lüpke, M; Leuchner, M; Steinbrecher, R; Menzel, A
2016-11-01
Scots pine (Pinus sylvestris L.) provenances cover broad ecological amplitudes. In a greenhouse study, we investigated the impact of drought stress and rewetting on gas exchange for three provenances (Italy: Emilia Romagna; Spain: Alto Ebro; Germany: East-German lowlands) of 2-year old Scots pine seedlings. CO 2 , water vapour and isoprenoid exchange of stressed and control trees were quantified with a four-chamber dynamic-enclosure system in the controlled environment of a climate chamber. The three provenances showed distinct isoprenoid emission patterns and were classified into a non-Δ 3 -carene, with either high α-/β-pinene or β-myrcene fraction, and a Δ 3 -carene dominated type. Isoprenoid emission rates, net-photosynthesis and transpiration were reduced during summer drought stress and significantly recovered after rewetting. A seasonal increase of isoprenoid emission rates towards autumn was observed for all control groups. Compared with the German provenance, the Spanish and Italian provenances revealed higher isoprenoid emission rates and more plastic responses to drought stress and seasonal development, which points to a local adaptation to climate. As a result of drought, net carbon uptake and transpiration of trees was reduced, but recovered after rewetting. We conclude from our study that Scots pine isoprenoid emission is more variable than expected and sensitive to drought periods, likely impacting regional air chemistry. Thus, a provenance-specific emission assessment accounting for reduced emission during prolonged (summer) drought is recommend for setting up biogenic volatile organic compound emission inventories used in air quality models. © The Author 2016. Published by Oxford University Press.
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Griesbeck, Axel G; Reckenthäler, Melissa; Uhlig, Johannes
2010-06-01
The allylic hydroperoxide 2 (myrtenyl hydroperoxide), available from singlet oxygen photooxygenation of beta-pinene (1), is converted into the azido bis-hydroperoxide 3 by an electron-transfer induced azidyl radical formation and trapping of the initial tertiary carbon radical by triplet oxygen. The azido bis-hydroperoxide 3 is reduced to the azido 1,2-diol 4 or the amino diol 5, respectively. Beside classical fluorescent PET sensitizers such as rhodamines, also nanosized semiconductor particles as well as lucigenin were applied as catalysts. The electron transfer rate of azide oxidation was determined for lucigenin by fluorescence quenching analysis.
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Kier D. Klepzig; Fredrik Schlyter
1999-01-01
The authors assayed 12 plant-derived and 1 insect-produced allelochemicals-verbenone, borneol, bornyl acetate, carvone, cucurbitacin, myrcene, limonin, 4-allyanisole, a- pinene, Ã-pinene, limonene, and coumarin-for inhibition of feeding by the pine weevil Hylobius abietis L...
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Aydin, Yagmur Meltem; Yaman, Baris; Koca, Husnu; Dasdemir, Okan; Kara, Melik; Altiok, Hasan; Dumanoglu, Yetkin; Bayram, Abdurrahman; Tolunay, Doganay; Odabasi, Mustafa; Elbir, Tolga
2014-08-15
Normalized biogenic volatile organic compound (BVOC) emission rates for thirty one tree species that cover the 98% of national forested areas in Turkey were determined. Field samplings were performed at fourteen different forested areas in Turkey using a specific dynamic enclosure system. The selected branches of tree species were enclosed in a chamber consisted of a transparent Nalofan bag. The air-flows were sampled from both inlet and outlet of the chamber by Tenax-filled sorbent tubes during photosynthesis of trees under the presence of sunlight. Several environmental parameters (temperature, humidity, photosynthetically active radiation-PAR, and CO2) were continuously monitored inside and outside the enclosure chamber during the samplings. Collected samples were analyzed using a gas chromatography mass spectrometry (GC/MS) system equipped with a thermal desorber (TD). Sixty five BVOCs classified in five major groups (isoprene, monoterpenes, sesquiterpenes, oxygenated sesquiterpenes, and other oxygenated compounds) were analyzed. Emission rates were determined by normalization to standard conditions (1000 μmol/m(2)s PAR and 30 °C temperature for isoprene and 30 °C temperature for the remaining compounds). In agreement with the literature, isoprene was mostly emitted by broad-leaved trees while coniferous species mainly emitted monoterpenes. Several tree species such as Sweet Chestnut, Silver Lime, and European Alder had higher monoterpene emissions although they are broad-leaved species. High isoprene emissions were also observed for a few coniferous species such as Nordmann Fir and Oriental Spruce. The highest normalized total BVOC emission rate of 27.1 μg/gh was observed for Oriental Plane while South European Flowering Ash was the weakest BVOC emitter with a total normalized emission rate of 0.031 μg/gh. Monoterpene emissions of broad-leaved species mainly consisted of sabinene, limonene and trans-beta-ocimene, while alpha-pinene, beta-pinene and beta-myrcene were generally emitted by coniferous species. Oxygenated compounds were the third most prominent BVOC group and sesquiterpenes had slightly lower contributions. Copyright © 2014 Elsevier B.V. All rights reserved.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Shakya, Kabindra M.; Liu, Shang; Takahama, Satoshi
2013-02-06
Functional group composition of particles produced in smog chambers are examined using scanning transmission X-ray microscopy (STXM) with near-edge X-ray absorption fine structure (NEXAFS) spectroscopy in order to identify characteristic spectral signatures for secondary organic aerosol (SOA). Glyoxal uptake studies showed absorption for mainly alkyl, carbon-nitrogen (C-N), and carboxylic carbonyl groups. The SOA formed from the photooxidation of α-pinene (with and without isoprene) showed stronger absorptions for alkyl and carbonyl groups than the glyoxal studies. The mass ratio of carbonyl to acid group was larger in α-pinene-only experiments relative to the mixed α-pinene-isoprene experiments. The chamber particle spectra were comparedmore » with the ambient particle spectra from multiple field campaigns to understand the potential SOA sources. One hundred nineteen particles from six field campaigns had spectral features that were considered similar to the chamber-SOA particles: MILAGRO-2006 (9 particles), VOCALS-2008 (42 particles), Whistler-2008 (22 particles), Scripps Pier-2009 (9 particles), Bakersfield-2010 (25 particles), and Whistler-2010 (12 particles). These similarities with SOA formed from glyoxal, α-pinene (with and without isoprene), 1,2,4-trimethylbenzene, and limonene provide spectroscopic evidence of SOA products from these precursors in ambient particles.« less
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Cavaleiro, Carlos; Salgueiro, Lígia; Gonçalves, Maria-José; Hrimpeng, Karnjana; Pinto, Jéssica; Pinto, Eugénia
2015-04-01
The composition and antifungal activity of the essential oil (EO) of Angelica major and its main components α-pinene and cis-β-ocimene against clinically relevant yeasts and moulds were evaluated. EO from the plant's aerial parts was obtained by hydrodistillation and analysed by gas chromatography (GC) and gas chromatography/mass spectrometry (GC/MS). The oil showed high contents of α-pinene (21.8 %) and cis-β-ocimene (30.4 %). Minimum inhibitory concentrations (MICs) were measured according to the broth macrodilution protocols by the Clinical and Laboratory Standards Institute (CLSI). The EO, α-pinene and cis-β-ocimene displayed low MICs and minimum fungicidal concentrations (MFCs) against dermatophytes and Cryptococcus neoformans, with α-pinene being the most active. Regarding Candida species, the EO susceptibility profiles seem to be diverse and not correlated with fluconazole susceptibility patterns. Moreover, an inhibition of yeast-mycelium transition was demonstrated at sub-inhibitory concentrations of the EO, α-pinene and cis-β-ocimene in C. albicans. In addition, their haemolytic activity was low. The activity displayed by A. major EO and its main components associated with low cytotoxic activity confirms their potential as an antifungal agent against fungal species frequently implicated in human mycoses, particularly cryptococcosis and dermatophytosis. The association with commercial antifungal compounds could bring benefits, by the effect on germ tube formation, and be used in mucocutaneous candidiasis treatment.
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NASA Astrophysics Data System (ADS)
Kahnt, A.; Iinuma, Y.; Herrmann, H.; Mentel, T. F.; Fisseha, R.; Kiendler-Scharr, A.
2009-04-01
The atmospheric oxidation of monoterpenes leads to multifunctional products with lower vapour pressure. These products condense and coagulate to existing particles leading to particle formation and growth. In order to obtain better insights into the mechanisms and the importance of sources to organic aerosol, a mixture of monoterpenes was oxidised in the SAPHIR outdoor chamber during the EUCAARI campaign in 2008. The mixture was made of α-pinene, β-pinene, limonene, 3-carene and ocimene, representing a typical monoterpene emission from a boreal forest. In addition, two sesquiterpenes (α-farnesene and caryophyllene) were reacted together with the monoterpene mixture in some experiments. The VOC (volatile organic compound) mixture was reacted under tropospheric oxidation and light conditions in a prolonged time scale over two days. In the present study, a special emphasis is put on the detection of carbonyl compounds from the off-line analysis of collected filter and denuder samples from the campaign in 2008. The oxidation products which contain carbonyl groups are important first stable intermediates during the monoterpene and sesquiterpene oxidation. They react further with atmospheric oxidants to form lower volatile acidic compounds, contributing to secondary organic aerosol (SOA). Commonly used methods for the analysis of carbonyl compounds involve derivatisation steps prior to separation and subsequent UV or MS detection. In the present study, 2,4-dinitrophenylhydrazine (DNPH) was used to derivatise the extracted filter and denuder samples. The DNPH converts aldehyde- and keto-groups to stable hydrazones, which can be purified afterwards using a solid phase extraction (SPE) cartridge. The derivatised samples were analysed with HPLC/ESI-TOFMS which allowed us to determine the exact chemical formula of unknown products. In addition to known carbonyl compounds from monoterpene oxidation such as pinonaldehyde and nopinon, previously unreported molecular masses were found. These were tentatively identified as hydroxycarbonyl compounds with the molecular weight of 168 (C10H16O2) and 154 (C9H14O2 ).
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Shafaghat, Ali
2011-09-01
Essential oils obtained from flowers, leaves and stems of Origanum vulgare L. ssp. viride (Boiss.) Hayek., growing wild in Ardabil Province (north-west Iran), were analyzed by GC and GC/MS. beta-Caryophyllene was the major constituent in all three oils (48.1%, 50.1% and 60.2%, respectively). Of the 19 components detected in the flower oil, comprising 96.3% of the total, the major components were 1,8-cineole (11.6%), alpha-pinene (6.9%), and gamma-cadinene (4.8%). 1-Octen-3-ol (23.8%), and 1,8-cineole (8.5%) predominated in the leafoil. In the stem oil, other main constituents were bicyclogermacrene (9.8%), 1,8-cineole (6.4%), borneol (5.1%), and pinocarvone (4.4%). The essential oils were evaluated for their antibacterial activity against 10 selected microorganisms. The data obtained contribute to the future use of certain essential oils as natural preservatives for food products, due to their safety and positive effect on shelf life.
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The perspectives, information and conclusions conveyed in research project abstracts, progress reports, final reports, journal abstracts and journal publications convey the viewpoints of the principal investigator and may not represent the views and policies of ORD and EPA. Concl...
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Fusion proteins useful for producing pinene
Peralta-Yahya, Pamela P.; Keasling, Jay D
2016-06-28
The present invention provides for a modified host cell comprising a heterologous pinene synthase (PS), or enzymatically active fragment or variant thereof, and optionally a geranyl pyrophosphate synthase (GPPS), or enzymatically active fragment or variant thereof, or a fusion protein comprising: (a) a PS and (b) a GPPS linked by a linker.
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Chemical variability of Xylopia quintasii Engl. & Diels leaf oil from Côte d'Ivoire.
Yapi, Thierry Acafou; Boti, Jean Brice; Tonzibo, Zanahi Félix; Ahibo, Coffy Antoine; Bighelli, Ange; Casanova, Joseph; Tomi, Félix
2014-02-01
The chemical composition of 42 essential-oil samples isolated from the leaves of Xylopia quintasii harvested in three Ivoirian forests was investigated by GC-FID, including the determination of retention indices (RIs), and by (13) C-NMR analyses. In total, 36 components accounting for 91.9-92.6% of the oil composition were identified. The content of the main components varied drastically from sample to sample: (E)-β-caryophyllene (0.9-56.9%), (Z)-β-ocimene (0.3-54.6%), β-pinene (0.8-27.9%), α-pinene (0.1-22.8%), and furanoguaia-1,4-diene (0.0-17.6%). The 42 oil compositions were submitted to hierarchical cluster and principal components analysis, which allowed the distinction of three groups within the oil samples. The composition of the oils of the major group (22 samples) was dominated by (E)-β-caryophyllene. The oils of the second group (12 samples) contained β-pinene and α-pinene as the principal compounds, while the oils of the third group (8 samples) were dominated by (Z)-β-ocimene, germacrene D, (E)-β-ocimene, and furanoguaia-1,4-diene. The oil samples of Group I and II came from clay-soil forests, while the oil samples belonging to Group III were isolated from leaves harvested in a sandy-soil forest. Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.
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Zhong, Min; Jang, Myoseon; Oliferenko, Alexander; Pillai, Girinath G; Katritzky, Alan R
2012-07-07
A new model for predicting the UV-visible absorption spectra of secondary organic aerosols (SOA) has been developed. The model consists of two primary parts: a SOA formation model and a semiempirical quantum chemistry method. The mass of SOA is predicted using the PHRCSOA (Partitioning Heterogeneous Reaction Consortium Secondary Organic Aerosol) model developed by Cao and Jang [Environ. Sci. Technol., 2010, 44, 727]. The chemical composition is estimated using a combination of the kinetic model (MCM) and the PHRCSOA model. The absorption spectrum is obtained by taking the sum of the spectrum of each SOA product calculated using a semiempirical NDDO (Neglect of Diatomic Differential Overlap)-based method. SOA was generated from the photochemical reaction of toluene or α-pinene at different NO(x) levels (low NO(x): 24-26 ppm, middle NO(x): 49 ppb, high NO(x): 104-105 ppb) using a 2 m(3) indoor Teflon film chamber. The model simulation reasonably agrees with the measured absorption spectra of α-pinene SOA but underestimates toluene SOA under high and middle NO(x) conditions. The absorption spectrum of toluene SOA is moderately enhanced with increasing NO(x) concentrations, while that of α-pinene SOA is not affected. Both measured and calculated UV-visible spectra show that the light absorption of toluene SOA is much stronger than that of α-pinene SOA.
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Franco, M R; Shibamoto, T
2000-04-01
Twenty-one volatile compounds were identified for the first time by GC-MS in umbu-caja and in camu-camu, plus 30 volatile compounds were identified in araça-boi samples. Terpenic compounds predominated among the volatile compounds in these fruit samples, with the major compounds being identified as cis-beta-ocimene and caryophyllene in the northeastern fruit; alpha-pinene and d-limonene were the most abundant volatile compounds in the headspace of the Amazonian fruit camu-camu. Sesquiterpenes were the most abundant compounds in the araça-boi sample, with germacrene D presenting a higher relative percentage. The chemical class of esters predominated in the cupuaçu sample. Ethyl butyrate and hexanoate were the major compounds in the headspace of this Amazonian fruit.
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Zheljazkov, Valtcho D; Gawde, Archana; Cantrell, Charles L; Astatkie, Tess; Schlegel, Vicki
2015-01-01
A steam distillation extraction kinetics experiment was conducted to estimate essential oil yield, composition, antimalarial, and antioxidant capacity of cumin (Cuminum cyminum L.) seed (fruits). Furthermore, regression models were developed to predict essential oil yield and composition for a given duration of the steam distillation time (DT). Ten DT durations were tested in this study: 5, 7.5, 15, 30, 60, 120, 240, 360, 480, and 600 min. Oil yields increased with an increase in the DT. Maximum oil yield (content, 2.3 g/100 seed), was achieved at 480 min; longer DT did not increase oil yields. The concentrations of the major oil constituents α-pinene (0.14-0.5% concentration range), β-pinene (3.7-10.3% range), γ-cymene (5-7.3% range), γ-terpinene (1.8-7.2% range), cumin aldehyde (50-66% range), α-terpinen-7-al (3.8-16% range), and β-terpinen-7-al (12-20% range) varied as a function of the DT. The concentrations of α-pinene, β-pinene, γ-cymene, γ-terpinene in the oil increased with the increase of the duration of the DT; α-pinene was highest in the oil obtained at 600 min DT, β-pinene and γ-terpinene reached maximum concentrations in the oil at 360 min DT; γ-cymene reached a maximum in the oil at 60 min DT, cumin aldehyde was high in the oils obtained at 5-60 min DT, and low in the oils obtained at 240-600 min DT, α-terpinen-7-al reached maximum in the oils obtained at 480 or 600 min DT, whereas β-terpinen-7-al reached a maximum concentration in the oil at 60 min DT. The yield of individual oil constituents (calculated from the oil yields and the concentration of a given compound at a particular DT) increased and reached a maximum at 480 or 600 min DT. The antimalarial activity of the cumin seed oil obtained during the 0-5 and at 5-7.5 min DT timeframes was twice higher than the antimalarial activity of the oils obtained at the other DT. This study opens the possibility for distinct marketing and utilization for these improved oils. The antioxidant capacity of the oil was highest in the oil obtained at 30 min DT and lowest in the oil from 360 min DT. The Michaelis-Menton and the Power nonlinear regression models developed in this study can be utilized to predict essential oil yield and composition of cumin seed at any given duration of DT and may also be useful to compare previous reports on cumin oil yield and composition. DT can be utilized to obtain cumin seed oil with improved antimalarial activity, improved antioxidant capacity, and with various compositions.
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Polyphenylenesulfide, noxon® an ozone scavenger for the analysis of oxygenated terpenes in air
NASA Astrophysics Data System (ADS)
Calogirou, A.; Duane, M.; Kotzias, D.; Lahaniati, M.; Larsen, B. R.
During sampling, oxygenated terpenes may undergo decomposition through reaction with atmospheric ozone. We have studied their ozonolytic decomposition during preconcentration on Tenax. The saturated. terpenoids 1,8-cineole, bornyl acetate nopinone and pinonaldehyde are practically unaffected by ozone in the range of 8 to 120 ppbv. Compounds which contain one or more C-C double bonds are decomposed in the order: linalool ≈ citronellal ≈ 6-methyl-5-hepten-2-one > citral > 4-acetyl-1-methyl-cyclohexane > 3-(1-methylethenyl)-6-oxo-heptanal > myrtenal ≈ 2-methyl-3-buten-2-ol. The degree of decomposition varies from 0 to 5% for the least reactive to 80 to 90% for the most reactive compounds. A broad range of material was investigated as potential ozone scavengers. By using the polymer noXon (polyphenylenesulfide) all the investigated compounds could be sampled with quantitative recoveries even at high ozone mixing ratios (95-110 ppbv). This ozone scrubber was tested for sampling of terpene oxidation products on Tenax and dinitrophenylhydrazine impregnated C 18-silicagel cartridges. Recoveries from 85 to 110% were obtained for all investigated compounds. The method was used for the analysis of oxidation products of terpenes in ambient air in three campaigns. Attention was focused on nopinone from β-pinene, pinonaldehyde from α-pinene, 3-(1-methylethenyl)-6-oxo-heptanal and 4-acetyl-1-methyl-cyclohexane from limonene, and 5-(1-methylethyl)-bicyclo[3.1.0] hexan-2-one from sabinene. Nopinone was the only product which could be frequently detected in ratios from 0 to 90% of the measured β-pinene concentrations. Pinonaldehyde was encountered only once (30% of α-pinene) while the other products were not found. These data have to be seen as a first attempt to measure terpene oxidation products in the troposphere.
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Daniel R. Miller; B. Staffan Lindgren
2000-01-01
Multiple-funnel traps baited with exo-brevicomin and a mixture of cis- and trans-verbenol were used to test the relative attractiveness of myrcene and (-)-a -pinene to the mountain pine beetle, Dendroctonus ponderosae Hopkins, in a stand...
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Daniel R. Miller; Don Heppner
1999-01-01
Lindgren multiple-funnel traps, baited with (-)-a-pinene and (±)-pityol, captured significant numbers of the weevils, Pissodes affinis Randall and P. fasciatus LeConte, in a coastal stand of Douglas-fir and western white pine.
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An oxygenated MW 188 compound is commonly observed in substantial abundance in atmospheric aerosol samples and was proposed in previous studies as an α-pinene-related marker compound that is associated with aging processes. Owing to difficulties in producing this compound in suff...
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Multi-generation chemical aging of α-pinene ozonolysis products by reactions with OH
NASA Astrophysics Data System (ADS)
Wang, Ningxin; Kostenidou, Evangelia; Donahue, Neil M.; Pandis, Spyros N.
2018-03-01
Secondary organic aerosol (SOA) formation from volatile organic compounds (VOCs) in the atmosphere can be thought of as a succession of oxidation steps. The production of later-generation SOA via continued oxidation of the first-generation products is defined as chemical aging. This study investigates aging in the α-pinene ozonolysis system with hydroxyl radicals (OH) through smog chamber experiments. The first-generation α-pinene ozonolysis products were allowed to react further with OH formed via HONO photolysis. After an equivalent of 2-4 days of typical atmospheric oxidation conditions, homogeneous OH oxidation of the α-pinene ozonolysis products resulted in a 20-40 % net increase in the SOA for the experimental conditions used in this work. A more oxygenated product distribution was observed after aging based on the increase in aerosol atomic oxygen-to-carbon ratio (O : C) by up to 0.04. Experiments performed at intermediate relative humidity (RH) of 50 % showed no significant difference in additional SOA formation during aging compared to those performed at a low RH of less than 20 %.
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NASA Astrophysics Data System (ADS)
Hritz, Andrew D.; Raymond, Timothy M.; Dutcher, Dabrina D.
2016-08-01
Accurate estimates of particle surface tension are required for models concerning atmospheric aerosol nucleation and activation. However, it is difficult to collect the volumes of atmospheric aerosol required by typical instruments that measure surface tension, such as goniometers or Wilhelmy plates. In this work, a method that measures, ex situ, the surface tension of collected liquid nanoparticles using atomic force microscopy is presented. A film of particles is collected via impaction and is probed using nanoneedle tips with the atomic force microscope. This micro-Wilhelmy method allows for direct measurements of the surface tension of small amounts of sample. This method was verified using liquids, whose surface tensions were known. Particles of ozone oxidized α-pinene, a well-characterized system, were then produced, collected, and analyzed using this method to demonstrate its applicability for liquid aerosol samples. It was determined that oxidized α-pinene particles formed in dry conditions have a surface tension similar to that of pure α-pinene, and oxidized α-pinene particles formed in more humid conditions have a surface tension that is significantly higher.
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A model study of laboratory photooxidation experiments of mono- and sesquiterpenes
NASA Astrophysics Data System (ADS)
Capouet, M.; Vereecken, L.; Peeters, J.; Müller, J.
2006-12-01
The importance of monoterpenes in the atmosphere stems from their large emissions from plants, their high reactivity, and their role as precursors for Secondary Organic Aerosol (SOA) production. In order to quantify the impact of α-pinene oxidation (as representative of the monoterpenes) using a CTM, a detailed understanding of its oxidation mechanism is necessary. Past studies have investigated successfully the gas- phase OH-oxidation mechanism of α-pinene [Peeters et al., 2001; Vereecken and Peeters 2004; Capouet et al., 2004]. However, the SOA formation measured in laboratory experiments remains difficult to model, partly due to a poor understanding of the ozonolysis mechanism believed to be the dominant path to formation of condensable compounds. Very recently, Peeters and co-workers have developed a detailed mechanism for the α-pinene ozonolysis based on objective theoretical grounds. Both OH- and O3- oxidation mechanisms have been implemented in a box model and coupled to a module describing the gas/particle partitioning of the semi-volatile products on the basis of a vapour pressure prediction method [Capouet and Müller, 2006]. The photooxidation of primary products has been parameterized in order to evaluate the role of condensable compounds formed by secondary reactions. Simulations of a wide set of α-pinene photooxidation experiments reported in the literature have been performed. Results indicate that the calculated SOA contain a significant fraction of second generation products. Note in particular that our box model simulations as well as theoretical arguments contradict the gas-phase formation routes for pinic acid proposed in the literature and suggest a secondary origin for this compound. Contribution of the sesquiterpenes to biogenic non methane hydrocarbon emissions has been estimated from 9% to 28% in some regions in the U.S. Their high reactivity towards ozone and their complex chemistry make these compounds hardly accessible to theoretical and experimental study. Lately an increasing number of laboratory experiments have been performed and have reported that sesquiterpenes such as β- caryophyllene and α-humulene have much higher aerosol formation potentials than α-pinene on a mass basis. Using parameterizations similar to those developed previously for α-pinene, a simplified box model describing the oxidation of the sesquiterpenes and the related aerosol formation has been developed. Preliminary simulations of photooxidation experiments have been performed and are compared with the monoterpenes model results.
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El-Readi, Mahmoud Z; Eid, Hanaa H; Ashour, Mohamed L; Eid, Safaa Y; Labib, Rola M; Sporer, Frank; Wink, Michael
2013-11-01
This study aimed to evaluate the variations of the chemical composition and bioactivity of essential oils of Liquidambar styraciflua L. (Altingiaceae) collected in different seasons. The oils were analysed by GLC/FID and GLC/MS. The antioxidant activity was investigated by diphenylpicrylhydrazyl (DPPH) and superoxide anion radical scavenging assays and the deoxyribose degradation assay. Inhibition of both 5-lipoxygenase (5-LOX) and prostaglandin E2 (PGE2) production in hepatic cancer (HepG-2) cells were used to assess the anti-inflammatory activity. The cytotoxic activity was investigated using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Altogether, 64 volatile secondary metabolites were identified. The major components of the leaf oil were d-limonene, α-pinene and β-pinene, and of the stem oil were germacrine D, α-cadinol, d-limonene, α-pinene, and β-pinene. Leaf and stem oils collected in spring could reduce DPPH● (IC50 = 3.17 and 2.19 mg/ml) and prevent the degradation of the deoxyribose sugar (IC50 = 17.55 and 14.29 μg/ml). The stem oil exhibited a higher inhibition of both 5-LOX and PGE2 than the leaf oil. The cytotoxic activity of leaf and stem oils was low in cancer cell lines (IC50 = 136.27 and 119.78 μg/ml in cervical cancer (HeLa) cells). Essential oils of L. styraciflua exhibited an interesting anti-inflammatory activity with low cytotoxicity, supporting its traditional use to treat inflammation. © 2013 Royal Pharmaceutical Society.
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Highly Oxygenated Multifunctional Compounds in α-Pinene Secondary Organic Aerosol.
Zhang, Xuan; Lambe, Andrew T; Upshur, Mary Alice; Brooks, William A; Gray Bé, Ariana; Thomson, Regan J; Geiger, Franz M; Surratt, Jason D; Zhang, Zhenfa; Gold, Avram; Graf, Stephan; Cubison, Michael J; Groessl, Michael; Jayne, John T; Worsnop, Douglas R; Canagaratna, Manjula R
2017-06-06
Highly oxygenated multifunctional organic compounds (HOMs) originating from biogenic emissions constitute a widespread source of organic aerosols in the pristine atmosphere. However, the molecular forms in which HOMs are present in the condensed phase upon gas-particle partitioning remain unclear. In this study, we show that highly oxygenated molecules that contain multiple peroxide functionalities are readily cationized by the attachment of Na + during electrospray ionization operated in the positive ion mode. With this method, we present the first identification of HOMs characterized as C 8-10 H 12-18 O 4-9 monomers and C 16-20 H 24-36 O 8-14 dimers in α-pinene derived secondary organic aerosol (SOA). Simultaneous detection of these molecules in the gas phase provides direct evidence for their gas-to-particle conversion. Molecular properties of particulate HOMs generated from ozonolysis and OH oxidation of unsubstituted (C 10 H 16 ) and deuterated (C 10 H 13 D 3 ) α-pinene are investigated using coupled ion mobility spectrometry with mass spectrometry. The systematic shift in the mass of monomers in the deuterated system is consistent with the decomposition of isomeric vinylhydroperoxides to release vinoxy radical isotopologues, the precursors to a sequence of autoxidation reactions that ultimately yield HOMs in the gas phase. The remarkable difference observed in the dimer abundance under O 3 - versus OH-dominant environments underlines the competition between intramolecular hydrogen migration of peroxy radicals and their bimolecular termination reactions. Our results provide new and direct molecular-level information for a key component needed for achieving carbon mass closure of α-pinene SOA.
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Greer, Derek; Pfahl, Les; Rieck, Jim; Daniels, Tim; Garza, Oscar
2008-10-08
This research studied a novel form of distillation (high vacuum distillation) as a method for preserving volatile aroma chemicals important to the organoleptic attributes of a four botanical model gin as well as the degradation products generated during the heating required in traditional methods of gin distillation. A 2 (5) factorial experiment was conducted in a partially confounded incomplete block design and analyzed using the PROC MIXED procedure from SAS. A model gin was made of dried juniper berries (Juniperus communis), coriander seed (Coriandrum sativum), angelica root (Angelica archangelica), and dry lemon peel (Citrus limonum). This was distilled on a traditional still utilizing atmospheric pressure and a heating mantel to initiate phase separation as well as a novel still (high vacuum) utilizing high vacuum pressures below 0.1 mmHg and temperatures below -15 degrees C to initiate phase separation. The degradation products (alpha-pinene, alpha-phellandrene, E-caryophyllene, and beta-myrcene) were present at greater levels (approximately 10 times) in the traditional still-made gin as compared to the novel gin.
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López-Carballo, Gracia; Cava, David; Lagarón, Jose M; Catalá, Ramón; Gavara, Rafael
2005-09-07
The ethylene-vinyl alcohol copolymers (EVOHs) are well-known high oxygen barrier materials that are being used successfully in the design of packaging structures for oxygen-sensitive food or pharmaceutical products. Recently, there has been increasing interest in using EVOH materials to provide a high barrier to organic compounds as a means to reduce food aroma scalping. However, the barrier function of this family of materials diminishes significantly in humid environments, and it is supposed that so does the organic vapor barrier. In this work, a new sorption-based method to characterize the interaction between food aroma and polymer films for packaging as a function of relative humidity is presented and is used to determine the barrier to ethyl butyrate and alpha-pinene of EVOH at 23 degrees C. The results show that although EVOH is an excellent barrier to food aroma when dry, a property that even improves at low relative humidity (RH), the solubility and diffusivity of the compounds tested increase dramatically with humidity at medium to high water activities. However, even in the worst case (100% RH), EVOH outperforms low-density polyethylene (LDPE) as a barrier to organic vapors at least 500,000-fold.
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Aerosol formation by ozonolysis of α- and β-pinene with initial concentrations below 1 ppb
NASA Astrophysics Data System (ADS)
Saathoff, Harald; Naumann, Karl-Heinz; Möhler, Ottmar
2014-05-01
Secondary organic aerosols (SOA) from the oxidation of biogenic volatile organic compounds (BVOC) are a large fraction of the tropospheric aerosol especially over tropical continental regions. The dominant SOA forming compounds are monoterpenes of which pinene is the most abundant. The reactions of monoterpenes with OH radicals, NO3 radicals, and ozone yield secondary organic aerosol mass in highly variable yields. Despite the various studies on SOA formation the influence of temperature and precursor concentrations on SOA yields are still major uncertainties in tropospheric aerosol models. In previous studies we observed a negative temperature dependence of SOA yields for SOA from ozonolysis α-pinene and limonene (Saathoff et al., 2009). However, this study as well as most of the literature data for measured SOA yields is limited to terpene concentrations of several ppb and higher (e.g. Bernard et al., 2012), hence about an order of magnitude higher than terpene concentrations even near their sources. Monoterpene concentrations in and above tropical or boral forests reach values up to a few tenth of a ppb during daytime decreasing rapidly with altitude in the boundary layer (Kesselmeier et al. 2000; Boy et al., 2004). Therefore we investigated the yield of SOA material from the ozonolysis of α- and β-pinene under simulated tropospheric conditions in the large aerosol chamber AIDA on time scales of several hours and for terpene concentrations between 0.1 and 1 ppb. The temperatures investigated were 243, 274, and 296 K with relative humidities ranging from 25% to 41%. The organic aerosol was generated by controlled oxidation with an excess of ozone (220-930 ppb) and the aerosol yield is calculated from size distributions measured with differential mobility analysers (SMPS, TSI, 3071 & 3080N) in the size range between 2 and 820 nm. On the basis of the measured initial particle size distribution, particle number concentration (CPC, TSI, 3775, 3776, 3022), and trace gas evolution model calculations were done using the aerosol model COSIMA (Naumann, 2003; Saathoff et al., 2009) supplemented by an improved SOA module in combination with the master chemical mechanism (MCM 3.2). As previously reported for higher SOA concentrations the overall SOA yields from ozonolysis of α- and β-pinene increase significantly with decreasing temperature. However, compared to the yields extrapolated from experiments done with higher terpene concentrations the SOA yields at ambient like concentrations are surprisingly high. They reach values of up to 20% at 243 K for organic aerosol mass concentrations of about 0.5 µg m-3 even without additional seed aerosol. This paper discusses the temperature dependent SOA yields from the ozonolysis of α-pinene and β-pinene in comparison with data from literature. Bernard et al., (2012) J. Aerosol Sci. 43, 14-30. Boy et al., (2004) Atmos. Chem. Phys. 4, 657-678. Kesselmeier et al., (2000) Atmos. Environ. 34, 4063-4072 Naumann (2003) J. Aerosol Sci. 34 (10), 1371-1397. Saathoff et al., (2009) Atmos. Chem. Phys. 9 (5), 1551-1577.
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Loreto, Francesco; Pinelli, Paola; Manes, Fausto; Kollist, Hannes
2004-04-01
Quercus ilex (L.) leaves emit monoterpenes, particularly alpha-pinene, beta-pinene and sabinene. Apart from the monoterpene pools that are stored in specialized structures and have a clear defensive or attractive role, the function of monoterpenes in Q. ilex leaves is unknown. We tested whether monoterpenes have an antioxidant role, as has previously been found for isoprene in isoprene-emitting leaves. We exposed Q. ilex leaves to either mild and repeated ozone exposure (Experiment I) or to a single acute ozone exposure (Experiment II) at temperatures ranging between 20 and 32 degrees C. Both ozone treatments rapidly stimulated monoterpene synthesis, but had no effect on photosynthesis and caused no visible damage to leaves maintained at 25, 30 or 32 degrees C. Ozone inhibited both photosynthesis and monoterpene synthesis in leaves maintained at 20 degrees C. To characterize the relationship between monoterpenes and ozone-induced damage, we fed detached leaves fosmidomycin, a selective inhibitor of isoprene synthesis. Fosmidomycin caused rapid and complete inhibition of monoterpene emissions in leaves maintained at 30 degrees C, confirming that monoterpenes are synthesized by the same biochemical pathway as isoprene. However, over the experimental period, fosmidomycin did not affect concentrations of compounds that are formed from chloroplastic isoprenoids and that might have conferred antioxidant protection, either directly (carotenoids) or indirectly (chlorophylls, xanthophylls). In leaves whose monoterpene synthesis had been inhibited by fosmidomycin, ozone rapidly and significantly inhibited photosynthesis and increased the production of hydrogen peroxide and malonyldialdehyde. We conclude that monoterpenes produced by Q. ilex leaves share the same biosynthetic pathway and function as isoprene. Furthermore, all volatile isoprenoids may have similar antioxidant properties and may be stimulated by the same stress-inducing conditions.
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Nikolić, Biljana; Ristić, Mihailo; Bojović, Srdjan; Matevski, Vlado; Krivošej, Zoran; Marin, Petar D
2014-06-01
The needle-terpene profiles of two natural Pinus peuce populations from the Scardo-Pindic mountain system (Mt. Ošljak and Mt. Pelister) were analyzed. Among the 90 detected compounds, 87 were identified. The dominant constituents were α-pinene (45.5%), germacrene D (11.1%), β-pinene (10.8%), and camphene (10.3%). The following eight additional components were found to be present in medium-to-high amounts (0.5-10%): bornyl acetate (5.0%), β-phellandrene (3.4%), β-caryophyllene (2.9%), β-myrcene (0.9%), germacrene D-4-ol (0.9%), tricyclene (0.7%), (E)-hex-2-enal (0.7%), and bicyclogermacrene (0.6%). Although the general needle-terpene profiles of the populations from Mt. Ošljak and Mt. Pelister were found to be similar to those of the populations from Zeletin, Sjekirica, and Mokra Gora (Dinaric Alps), principle component analysis (PCA) of eight terpenes (α-pinene, β-myrcene, α-terpinolene, bornyl acetate, α-terpinyl acetate, β-caryophyllene, trans-β-farnesene, and germacrene D) in 139 tree samples suggested a divergence between the two population groups, i.e., the samples from the Scardo-Pindic mountain system and those from the Dinaric Alps. Genetic analysis of the β-pinene content demonstrated a partial divergence between the two geographical groups. The profiles of both population groups differed from those published for populations from the Balkan-Rhodope mountains system (literature results), which were characterized by high contents of bornyl acetate and citronellol (Greek populations) or δ-car-3-ene (Bulgarian populations). Copyright © 2014 Verlag Helvetica Chimica Acta AG, Zürich.
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Differences in BVOC oxidation and SOA formation above and below the forest canopy
NASA Astrophysics Data System (ADS)
Schulze, Benjamin C.; Wallace, Henry W.; Flynn, James H.; Lefer, Barry L.; Erickson, Matt H.; Jobson, B. Tom; Dusanter, Sebastien; Griffith, Stephen M.; Hansen, Robert F.; Stevens, Philip S.; VanReken, Timothy; Griffin, Robert J.
2017-02-01
Gas-phase biogenic volatile organic compounds (BVOCs) are oxidized in the troposphere to produce secondary pollutants such as ozone (O3), organic nitrates (RONO2), and secondary organic aerosol (SOA). Two coupled zero-dimensional models have been used to investigate differences in oxidation and SOA production from isoprene and α-pinene, especially with respect to the nitrate radical (NO3), above and below a forest canopy in rural Michigan. In both modeled environments (above and below the canopy), NO3 mixing ratios are relatively small (< 0.5 pptv); however, daytime (08:00-20:00 LT) mixing ratios below the canopy are 2 to 3 times larger than those above. As a result of this difference, NO3 contributes 12 % of total daytime α-pinene oxidation below the canopy while only contributing 4 % above. Increasing background pollutant levels to simulate a more polluted suburban or peri-urban forest environment increases the average contribution of NO3 to daytime below-canopy α-pinene oxidation to 32 %. Gas-phase RONO2 produced through NO3 oxidation undergoes net transport upward from the below-canopy environment during the day, and this transport contributes up to 30 % of total NO3-derived RONO2 production above the canopy in the morning (˜ 07:00). Modeled SOA mass loadings above and below the canopy ultimately differ by less than 0.5 µg m-3, and extremely low-volatility organic compounds dominate SOA composition. Lower temperatures below the canopy cause increased partitioning of semi-volatile gas-phase products to the particle phase and up to 35 % larger SOA mass loadings of these products relative to above the canopy in the model. Including transport between above- and below-canopy environments increases above-canopy NO3-derived α-pinene RONO2 SOA mass by as much as 45 %, suggesting that below-canopy chemical processes substantially influence above-canopy SOA mass loadings, especially with regard to monoterpene-derived RONO2.
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NASA Astrophysics Data System (ADS)
Toftum, J.; Freund, S.; Salthammer, T.; Weschler, C. J.
This study examined the formation and growth of secondary organic aerosols (SOA) generated when ozone was added to a 1 m 3 glass chamber that contained either pine shelving, oriented strand board (OSB), beech boards, or beach boards painted with an "eco" paint. The experiments were conducted at close to real-world conditions; the chamber was ventilated at ˜0.5 air changes/h; the loadings (exposed surface of building materials to chamber volume) were in the range of 1-2.5 m 2 m -3; and the initial O 3 concentrations were between 15 and 40 ppb. Throughout each experiment particles were measured with both a condensation nuclei counter and an optical counter, while terpenes were measured before and after the ozone exposure period using sorbent tubes. The pine boards emitted primarily α-pinene and 3-carene and lesser amounts of 5 other terpenes; when O 3 was introduced, the particle counts increased dramatically; the mass concentration reached ˜15 μg m -3 at ˜20 ppb O 3, and ˜95 μg m -3 at ˜40 ppb O 3. The OSB emitted primarily limonene and α-pinene. Although the particle counts increased when O 3 was introduced, the increase was not as large as anticipated based on the terpene concentrations. The beech boards emitted negligible quantities of terpenes, and the introduction of O 3 resulted in almost no increase in the particle concentration. Beech boards painted with an "eco" paint emitted large amounts of limonene and lesser amounts of carvone; upon introduction of O 3 the particle counts increased sharply with the mass concentration reaching ˜20 μg m -3 at ˜15 ppb O 3 and ˜160 μg m -3 at ˜35 ppb O 3. These experiments demonstrate that the emission of terpenes and potential generation of SOA varies greatly among different types of wood and pressed wood materials. In the case of the pine boards and painted beech boards, the SOA concentrations generated at modest O 3 concentrations approach or exceed current guideline levels for PM 2.5 established by the US EPA and the World Health Organization.
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Descamps, Lilian R; Sánchez Chopa, Carolina; Ferrero, Adriana A
2011-06-01
Essential oils extracted from leaves and fruits of Schinus areira (Anacardiaceae) were tested for their repellent, toxic and feeding deterrent properties against Tribolium castaneum (Coleoptera: Tenebrionidae) larvae and adults. A topical application assay was employed for the contact toxicity study and filter paper impregnation for the fumigant assay. A treated diet was also used to evaluate the repellent activity and a flour disk bioassay for the feeding deterrent action and nutritional index alteration. The essential oil of the leaves contained mainly monoterpenoids, with alpha-phellandrene, 3-carene and camphene predominant, whereas that from the fruits contained mainly alpha-phellandrene, 3-carene and beta-myrcene. The leaf essential oil showed repellent effects, whereas that from the fruit was an attractant. Both oils produced mortality against larvae in topical and fumigant bioassays, but fumigant toxicity was not found against adults. Moreover, both essential oils produced some alterations in nutritional index. These results show that the essential oils from S. areira could be applicable to the management of populations of Tribolium castaneum.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Harman-Ware, Anne E.; Sykes, Robert; Peter, Gary F.
Terpenoids, naturally occurring compounds derived from isoprene units present in pine oleoresin, are a valuable source of chemicals used in solvents, fragrances, flavors, and have shown potential use as a biofuel. This paper describes a method to extract and analyze the terpenoids present in loblolly pine saplings and pine lighter wood. Various extraction solvents were tested over different times and temperatures. Samples were analyzed by pyrolysis-molecular beam mass spectrometry before and after extractions to monitor the extraction efficiency. The pyrolysis studies indicated that the optimal extraction method used a 1:1 hexane/acetone solvent system at 22°C for 1 h. Extracts frommore » the hexane/acetone experiments were analyzed using a low thermal mass modular accelerated column heater for fast-GC/FID analysis. The most abundant terpenoids from the pine samples were quantified, using standard curves, and included the monoterpenes, α- and β-pinene, camphene, and δ-carene. Sesquiterpenes analyzed included caryophyllene, humulene, and α-bisabolene. In conclusion, diterpenoid resin acids were quantified in derivatized extractions, including pimaric, isopimaric, levopimaric, palustric, dehydroabietic, abietic, and neoabietic acids.« less
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Cheng, Zhuo-Wei; Zhang, Li-Li; Chen, Jian-Meng; Yu, Jian-Ming; Gao, Zeng-Liang; Jiang, Yi-Feng
2011-09-15
Biofiltration of hydrophobic and/or recalcitrant volatile pollutants is intrinsically limited. In the present study, a combined ultraviolet-biotrickling filter (UV-BTF) was developed to improve the removal of these compounds, and a single BTF as the control was operated under the same conditions. The experimental results showed that the UV-BTF provided higher removal efficiencies than the single BTF at an inlet concentration range of 600-1500 mg m(-3) under shorter residence times. The maximum elimination capacities (ECs) obtained were 94.2 mg m(-3)h(-1) and 44 mg m(-3)h(-1) in the combined UV-BTF and single BTF, respectively. The mass ratio of carbon dioxide produced to α-pinene removed in the UV-BTF was approximately 2.74, which was much higher than that of the single BTF (1.99). Polymerase chain reaction-denaturing gradient gel electrophoresis (PCR-DGGE) analysis indicated that there was more complicated microbial community in the UV-BTF than that in the single BTF. In addition, we investigated the effect of starvation or stagnation on re-acclimation and removal performance from an engineering standpoint. The results showed that the combined UV-BTF could deal with fluctuating conditions or periods without any flow (air or liquid) supply much better than the single BTF. Copyright © 2011 Elsevier B.V. All rights reserved.
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Biofiltration for control of volatile organic compounds (VOCS)
DOE Office of Scientific and Technical Information (OSTI.GOV)
Bishop, D.F.; Govind, R.
1995-10-01
Air biofiltration is a promising technology for control of air emissions of biodegradable volatile organic compounds (VOCs). In conjunction with vacuum extraction of soils or air stripping of ground water, it can be used to mineralize VOCs removed from contaminated soil or groundwater. The literature describes three major biological systems for treating contaminated air bioscrubbers, biotrickling filters and biofilters. Filter media can be classified as: bioactive fine or irregular particulates, such as soil, peat, compost or mixtures of these materials; pelletized, which are randomly packed in a bed; and structured, such as monoliths with defined or variable passage size andmore » geometry. The media can be made of sorbing and non-absorbing materials. Non-bioactive pelletized and structured media require recycled solutions of nutrients and buffer for efficient microbial activity and are thus called biotrickling filters. Extensive work has been conducted to improve biofiltration by EPA`s Risk Reduction Engineering Laboratory and the University of Cincinnati in biofilters using pelletized and structured media and improved operational approaches. Representative VOCs in these studies included compounds with a range of aqueous solubilities and octanol-water partition coefficients. The compounds include iso-pentane, toluene, methylene chloride, trichloroethylene (TCE), ethyl benzene, chlorobenzene and perchloroethylene (PCE) and alpha ({alpha}-) pinene. Comparative studies were conducted with peat/compost biofilters using isopentane and {alpha}-pinene. Control studies were also conducted to investigate adsorption/desorption of contaminants on various media using mercuric chloride solution to insure the absence of bioactivity.« less
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NASA Astrophysics Data System (ADS)
Youssefi, Somayeh; Waring, Michael S.
2015-07-01
The ozonolysis of reactive organic gases (ROG), e.g. terpenes, generates secondary organic aerosol (SOA) indoors. The SOA formation strength of such reactions is parameterized by the aerosol mass fraction (AMF), a.k.a. SOA yield, which is the mass ratio of generated SOA to oxidized ROG. AMFs vary in magnitude both among and for individual ROGs. Here, we quantified dynamic SOA formation from the ozonolysis of α-pinene with 'transient AMFs,' which describe SOA formation due to pulse emission of a ROG in an indoor space with air exchange, as is common when consumer products are intermittently used in ventilated buildings. We performed 19 experiments at low, moderate, and high (0.30, 0.52, and 0.94 h-1, respectively) air exchange rates (AER) at varying concentrations of initial reactants. Transient AMFs as a function of peak SOA concentrations ranged from 0.071 to 0.25, and they tended to increase as the AER and product of the initial reactant concentrations increased. Compared to our similar research on limonene ozonolysis (Youssefi and Waring, 2014), for which formation strength was driven by secondary ozone reactions, the AER impact for α-pinene was opposite in direction and weaker, while the initial reactant product impact was in the same direction but stronger for α-pinene than for limonene. Linear fits of AMFs for α-pinene ozonolysis as a function of the AER and initial reactant concentrations are provided so that future indoor models can predict SOA formation strength.
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Goodarzi, Saeid; Hadjiakhoondi, Abbas; Yassa, Narguess; Khanavi, Mahnaz; Tofighi, Zahra
2016-02-01
Astrodaucus persicus, Apiaceae, is used as vegetable or food additive in some parts of Iran. The essential oils of different parts of Astrodaucus persicus from Kordestan province were analyzed for the first time and compared with other regions. In this study, antioxidant activities and total phenols determination of aerial parts essential oils and root fractions of A. persicus were investigated. The essential oils were obtained by hydro-distillation from flowers/fruits, leaves/stems, ripe fruits and roots of plant and analyzed by GC-MS. Crude root extract was fractionated with hexane, chloroform, ethyl acetate and methanol. Antioxidant activities by DPPH and FRAP methods and total phenols by Folin-ciocalteu assay were measured. The abundant compounds of flowers/fruits blue essential oil were α-thujene, β-pinene and α-pinene. The predominant components of blue leaves/stems essential oil were α-thujene, α-pinene and α-fenchene. The major volatiles of ripe fruits blue essential oil were β-pinene, α-thujene and α-pinene. The chief compounds of root yellow essential oil were trans-caryophyllene, bicycogermacrene and germacrene-D. Total root extract and ethyl acetate fraction showed potent antioxidant activities and high amount of total phenols in comparison to other samples. Among volatile oils, the flowers/fruits essential oil showed potent reducing capacity. The major compounds of aerial parts essential oils were hydrocarbon monoterpenes while the chief percentage of roots essential oil constituents were hydrocarbon sesquiterpenes. α-Eudesmol and β-eudesmol were identified as responsible for creation of blue color in aerial parts essential oils. A. persicus was known as a potent antioxidant among Apiaceae.
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Heterogeneous ice nucleation of α-pinene SOA particles before and after ice cloud processing
NASA Astrophysics Data System (ADS)
Wagner, Robert; Höhler, Kristina; Huang, Wei; Kiselev, Alexei; Möhler, Ottmar; Mohr, Claudia; Pajunoja, Aki; Saathoff, Harald; Schiebel, Thea; Shen, Xiaoli; Virtanen, Annele
2017-05-01
The ice nucleation ability of α-pinene secondary organic aerosol (SOA) particles was investigated at temperatures between 253 and 205 K in the Aerosol Interaction and Dynamics in the Atmosphere cloud simulation chamber. Pristine SOA particles were nucleated and grown from pure gas precursors and then subjected to repeated expansion cooling cycles to compare their intrinsic ice nucleation ability during the first nucleation event with that observed after ice cloud processing. The unprocessed α-pinene SOA particles were found to be inefficient ice-nucleating particles at cirrus temperatures, with nucleation onsets (for an activated fraction of 0.1%) as high as for the homogeneous freezing of aqueous solution droplets. Ice cloud processing at temperatures below 235 K only marginally improved the particles' ice nucleation ability and did not significantly alter their morphology. In contrast, the particles' morphology and ice nucleation ability was substantially modified upon ice cloud processing in a simulated convective cloud system, where the α-pinene SOA particles were first activated to supercooled cloud droplets and then froze homogeneously at about 235 K. As evidenced by electron microscopy, the α-pinene SOA particles adopted a highly porous morphology during such a freeze-drying cycle. When probing the freeze-dried particles in succeeding expansion cooling runs in the mixed-phase cloud regime up to 253 K, the increase in relative humidity led to a collapse of the porous structure. Heterogeneous ice formation was observed after the droplet activation of the collapsed, freeze-dried SOA particles, presumably caused by ice remnants in the highly viscous material or the larger surface area of the particles.
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Barra, Andrea; Coroneo, Valentina; Dessi, Sandro; Cabras, Paolo; Angioni, Alberto
2007-08-22
Essential oil (EO) from aerial parts (leaves, juvenile branches, and flowers when present) of Pistacia lentiscus L. growing wild in five localities of Sardinia (Italy) was extracted by steam-distillation (SD) and analyzed by gas chromatography (GC), FID, and GC-ion trap mass spectrometry (ITMS). Samples of P. lentiscus L. were harvested between April and October to study the seasonal chemical variability of the EO. A total of 45 compounds accounting for 97.5-98.4% of the total EO were identified, and the major compounds were alpha-pinene (14.8-22.6%), beta-myrcene (1-19.4%), p-cymene (1.6-16.2%), and terpinen-4-ol (14.2-28.3%). The yields of EO (v/dry w) ranged between 0.09 and 0.32%. Similar content of the major compounds was found in samples from different origins and seasonal variability was also observed. The EOs were tested for their antifungal activity against Aspergillus flavus, Rhizoctonia solani, Penicillium commune, Fusarium oxysporum. Two samples were weakly effective against Aspergillus flavus. Furthermore, terpinenol and alpha-terpineol, two of the major components of EO of Pistacia lentiscus L., totally inhibited the mycelian growth of A. flavus. Quite good antioxidant activity of the EO was also found.
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Zheljazkov, Valtcho D.; Gawde, Archana; Cantrell, Charles L.; Astatkie, Tess; Schlegel, Vicki
2015-01-01
A steam distillation extraction kinetics experiment was conducted to estimate essential oil yield, composition, antimalarial, and antioxidant capacity of cumin (Cuminum cyminum L.) seed (fruits). Furthermore, regression models were developed to predict essential oil yield and composition for a given duration of the steam distillation time (DT). Ten DT durations were tested in this study: 5, 7.5, 15, 30, 60, 120, 240, 360, 480, and 600 min. Oil yields increased with an increase in the DT. Maximum oil yield (content, 2.3 g/100 seed), was achieved at 480 min; longer DT did not increase oil yields. The concentrations of the major oil constituents α-pinene (0.14–0.5% concentration range), β-pinene (3.7–10.3% range), γ-cymene (5–7.3% range), γ-terpinene (1.8–7.2% range), cumin aldehyde (50–66% range), α-terpinen-7-al (3.8–16% range), and β-terpinen-7-al (12–20% range) varied as a function of the DT. The concentrations of α-pinene, β-pinene, γ-cymene, γ-terpinene in the oil increased with the increase of the duration of the DT; α-pinene was highest in the oil obtained at 600 min DT, β-pinene and γ-terpinene reached maximum concentrations in the oil at 360 min DT; γ-cymene reached a maximum in the oil at 60 min DT, cumin aldehyde was high in the oils obtained at 5–60 min DT, and low in the oils obtained at 240–600 min DT, α-terpinen-7-al reached maximum in the oils obtained at 480 or 600 min DT, whereas β-terpinen-7-al reached a maximum concentration in the oil at 60 min DT. The yield of individual oil constituents (calculated from the oil yields and the concentration of a given compound at a particular DT) increased and reached a maximum at 480 or 600 min DT. The antimalarial activity of the cumin seed oil obtained during the 0–5 and at 5–7.5 min DT timeframes was twice higher than the antimalarial activity of the oils obtained at the other DT. This study opens the possibility for distinct marketing and utilization for these improved oils. The antioxidant capacity of the oil was highest in the oil obtained at 30 min DT and lowest in the oil from 360 min DT. The Michaelis-Menton and the Power nonlinear regression models developed in this study can be utilized to predict essential oil yield and composition of cumin seed at any given duration of DT and may also be useful to compare previous reports on cumin oil yield and composition. DT can be utilized to obtain cumin seed oil with improved antimalarial activity, improved antioxidant capacity, and with various compositions. PMID:26641276
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Daniel R. Miller; Robert J. Rabaglia; Christopher M. Crowe
2011-01-01
Our objective was to verify the need for separate traps baited with ethanol or ethanol and ()-α-pinene for bark and ambrosia beetles in pine stands of the southeastern U.S. Eight trapping experiments were conducted in stands of mature pine in Alabama, Florida, Georgia, North Carolina, and South Carolina.
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A laboratory study was carried out to investigate the secondary organic carbon (SOC) yields of a-pinene and isoprene in the presence of SO2, which produces acidic aerosol in the system. Experiments were based on irradiating each hydrocarbon (HC) with NOx in ...
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Mechanochemical Association Reaction of Interfacial Molecules Driven by Shear.
Khajeh, Arash; He, Xin; Yeon, Jejoon; Kim, Seong H; Martini, Ashlie
2018-05-29
Shear-driven chemical reaction mechanisms are poorly understood because the relevant reactions are often hidden between two solid surfaces moving in relative motion. Here, this phenomenon is explored by characterizing shear-induced polymerization reactions that occur during vapor phase lubrication of α-pinene between sliding hydroxylated and dehydroxylated silica surfaces, complemented by reactive molecular dynamics simulations. The results suggest that oxidative chemisorption of the α-pinene molecules at reactive surface sites, which transfers oxygen atoms from the surface to the adsorbate molecule, is the critical activation step. Such activation takes place more readily on the dehydroxylated surface. During this activation, the most strained part of the α-pinene molecules undergoes a partial distortion from its equilibrium geometry, which appears to be related to the critical activation volume for mechanical activation. Once α-pinene molecules are activated, association reactions occur between the newly attached oxygen and one of the carbon atoms in another molecule, forming ether bonds. These findings have general implications for mechanochemistry because they reveal that shear-driven reactions may occur through reaction pathways very different from their thermally induced counterparts and specifically the critical role of molecular distortion in such reactions.
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Liu, Xian-Fu; Chen, Hong-Hao; Li, Jun-Kai; Zhang, Rong; Turlings, Ted Cj; Chen, Li
2016-10-01
The cochineal scale, Porphyrophora sophorae (Hemiptera: Coccoidea, Margarodidae), is one of the most serious arthropod pests of Chinese liquorice, Glycyrrhiza uralensis (Fabaceae), an important medicinal herb. The adult females tend to deposit the ovisacs in soil relatively far away from liquorice plants. After hatching, neonates move out of the soil and may use chemical cues to search for new hosts. We collected and analysed the volatiles from soils with and without liquorice roots, and chromatographic profiles revealed hexanal, β-pinene and hexanol as potential host-finding cues for P. sphorae. The attractiveness of these compounds to neonates was studied in the laboratory using four-arm olfactometer bioassays. The larvae showed a clear preference for β-pinene over hexanal and hexanol, as well as all possible combinations of the three compounds. In addition, a field experiment confirmed that β-pinene was significantly more attractive than hexanal and hexanol. Newly eclosed larvae of P. sphorae exploit root volatiles as chemical cues to locate their host plant. β-Pinene proved to be the major chemical cue used by P. sphorae neonates searching for roots of their host plant. © 2016 Society of Chemical Industry. © 2016 Society of Chemical Industry.
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NASA Astrophysics Data System (ADS)
Sarrafzadeh, M.; Hastie, D. R.
2013-12-01
Biogenic volatile organic compounds (VOC) are emitted in large quantities into the atmosphere. These VOC, which includes β-pinene, can react to produce secondary organic aerosols (SOA), which contribute to a substantial fraction of ambient organic aerosols and are known to adversely affect visibility, climate and health. Despite this, the current knowledge regarding the SOA composition, their physical properties and the chemical aging processes they undergo in the atmosphere is limited. In this study, chemical aging of SOA generated from the photooxidation of β-pinene was investigated in the York University smog chamber. The formation and aging of both gas and particle phase products were analyzed using an atmospheric pressure chemical ionization triple quadrupole mass spectrometer. The density of secondary organic matter was also simultaneously measured over the course of the aging experiments, allowing us to improve our understanding in changes in particle composition that may occur. In addition, particle phase and shape was investigated for generated particles from β-pinene oxidation by scanning electron microscope (SEM). Results of this work, including particle density and morphology will be presented as well as comparisons of gas and particle phase products time profiles during aging.
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NASA Astrophysics Data System (ADS)
He, Xin; Barthel, Anthony J.; Kim, Seong H.
2016-06-01
The mechanochemical reactions of adsorbed molecules at sliding interfaces were studied for α-pinene (C10H16), pinane (C10H18), and n-decane (C10H22) on a stainless steel substrate surface. During vapor phase lubrication, molecules adsorbed at the sliding interface could be activated by mechanical shear. Under the equilibrium adsorption condition of these molecules, the friction coefficient of sliding steel surfaces was about 0.2 and a polymeric film was tribochemically produced. The synthesis yield of α-pinene tribo-polymers was about twice as much as pinane tribo-polymers. In contrast to these strained bicyclic hydrocarbons, n-decane showed much weaker activity for tribo-polymerization at the same mechanical shear condition. These results suggested that the mechanical shear at tribological interfaces could induce the opening of the strained ring structure of α-pinene and pinane, which leads to polymerization of adsorbed molecules at the sliding track. On a stainless steel surface, such polymerization reactions of adsorbed molecules do not occur under typical surface reaction conditions. The mechanical properties and boundary lubrication efficiency of the produced tribo-polymer films are discussed.
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Saviuc, Crina; Ciubucă, Bianca; Dincă, Gabriela; Bleotu, Coralia; Drumea, Veronica; Chifiriuc, Mariana-Carmen; Popa, Marcela; Gradisteanu Pircalabioru, Gratiela; Marutescu, Luminita; Lazăr, Veronica
2017-01-17
The antibacterial and anti-inflammatory potential of natural, plant-derived compounds has been reported in many studies. Emerging evidence indicates that plant-derived essential oils and/or their major compounds may represent a plausible alternative treatment for acne, a prevalent skin disorder in both adolescent and adult populations. Therefore, the purpose of this study was to develop and subsequently analyze the antimicrobial activity of a new multi-agent, synergic formulation based on plant-derived antimicrobial compounds (i.e., eugenol, β-pinene, eucalyptol, and limonene) and anti-inflammatory agents for potential use in the topical treatment of acne and other skin infections. The optimal antimicrobial combinations selected in this study were eugenol/β-pinene/salicylic acid and eugenol/β-pinene/2-phenoxyethanol/potassium sorbate. The possible mechanisms of action revealed by flow cytometry were cellular permeabilization and inhibition of efflux pumps activity induced by concentrations corresponding to sub-minimal inhibitory (sub-MIC) values. The most active antimicrobial combination represented by salycilic acid/eugenol/β-pinene/2-phenoxyethanol/potassium sorbate was included in a cream base, which demonstrated thermodynamic stability and optimum microbiological characteristics.
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Optimization of renewable pinene production from the conversion of macroalgae Saccharina latissima.
Scullin, Chessa; Stavila, Vitalie; Skarstad, Anita; Keasling, Jay D; Simmons, Blake A; Singh, Seema
2015-05-01
Enzymatic hydrolysis of Saccharina latissima with laminarinase was compared to hydrolysis with different combinations of cellulase and hemicellulase enzyme mixtures. The hemicellulase mixture resulted in similar release of glucose, while the cellulase mixture released 40% more glucose than laminarinase alone. The combination of a laminarinase augmented with a cellulase mixture resulted in a 53% increase of glucose release from S. latissima than laminarinase. Increasing biomass loading above 4% (w/v) reduced the sugar yield. Resulting macroalgae hydrolysates were used as a carbon source for the production of pinene, making use of a novel two plasmid Escherichia coli system. The macroalgal hydrolysates were suitable for the novel microbial production of pinene with no further treatment and/or purification. Copyright © 2015. Published by Elsevier Ltd.
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New procedure for extraction of algal lipids from wet biomass: a green clean and scalable process.
Dejoye Tanzi, Celine; Abert Vian, Maryline; Chemat, Farid
2013-04-01
A new procedure, called Simultaneous Distillation and Extraction Process (SDEP), for lipid extraction from wet microalgae (Nannochloropsis oculata and Dunaliella salina) was reported. This method does not require a pre-drying of the biomass and employs alternative solvents such as d-limonene, α-pinene and p-cymene. This procedure has been compared with Soxhlet extraction (Sox) and Bligh & Dyer method (B&D). For N. oculata, results showed that SDEP-cymene provided similar lipid yields to B&D (21.45% and 23.78%), while SDEP-limonene and pinene provided lower yields (18.73% and 18.75% respectively). For D. salina, SDEP-pinene provided the maximum lipid yield (3.29%) compared to the other solvents, which is quite close to B&D result (4.03%). No significant differences in terms of distribution of lipid classes and fatty acid composition have been obtained for different techniques. Evaluation of energy consumption indicates a substantial saving in the extraction cost by SDEP compared to the conventional extraction technique, Soxhlet. Copyright © 2013 Elsevier Ltd. All rights reserved.
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Ethanol and (-)-a-pinene: attractants for bark and ambrosia beetles in southeastern USA.
D. R. Miller; R. J. Rabaglia
2009-01-01
In 2002â2004, we examined the flight responses of 49 species of native and exotic bark and ambrosia beetles (Coleoptera: Scolytidae and Platypodidae) to traps baited with ethanol and/or (â)-α-pinene in the southeastern US. Eight field trials were conducted in mature pine stands in Alabama, Florida, Georgia, North Carolina, and South...
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Ethanol and (-)-?-pinene: attratant kairomones for bark ad ambrosia beetles in the Southeastern US
Daniel R. Miller; Robert J. Rabaglia
2009-01-01
In 2002â2004, we examined the flight responses of 49 species of native and exotic bark and ambrosia beetles (Coleoptera: Scolytidae and Platypodidae) to traps baited with ethanol and/or (?)-?-pinene in the southeastern US. Eight field trials were conducted in mature pine stands in Alabama, Florida, Georgia, North Carolina, and South Carolina. Funnel traps baited with...
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Yang, Cheng-Xiong; Liu, Chang; Cao, Yi-Meng; Yan, Xiu-Ping
2015-08-07
A simple and facile room-temperature solution-phase synthesis was developed to fabricate a spherical covalent organic framework with large surface area, good solvent stability and high thermostability for high-resolution chromatographic separation of diverse important industrial analytes including alkanes, cyclohexane and benzene, α-pinene and β-pinene, and alcohols with high column efficiency and good precision.
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Essential oil composition variability among natural populations of Pinus mugo Turra in Kosovo.
Hajdari, Avni; Mustafa, Behxhet; Ahmeti, Gresa; Pulaj, Bledar; Lukas, Brigitte; Ibraliu, Alban; Stefkov, Gjoshe; Quave, Cassandra L; Novak, Johannes
2015-01-01
Pinus mugo Turra, is a native pine species in central and southern Europe, growing in high mountains area (altitudes 1.800-2.300 m.a.s.l.). In Kosovo, it is one of the native pines too, distributed in high altitudes in the Sharri Mountains and Albanian Alps Mountains. Its populations represent an important wealth of essential oil resources available, which make this species very important in terms of economic values. The chemical composition and yields of the essential oils of dwarf pine (Pinus mugo Turra) needles, twigs and cones from six wild populations in Kosovo were investigated with the aim to assess their natural variability. The identity of P. mugo was confirmed by morphology and DNA barcoding. Sixty-two compounds were identified representing 69-95 % of the total identified compounds. The yield ranged from 0.3-0.8 % v/w in needles, 1.0-2.4 % v/w in twigs and 0.1-0.5 % v/w in cones, depending on the origin of plant material and plant organs. α-Pinene (needles: 16.9-24.5 %; twigs: 4.5-8.8 %; cones: 3.1-5.6 %), β-pinene (needles: 1.5-5.4 %; twigs: 2.2-15.4 %; cones: 1.3-14.2 %), δ-3-carene (needles: 15.4-27.8 %; twigs: 24.0-51.6 %; cones: 10.5-31.5 %), limonene + β-phellandrene (needles: 1.9-5.9 %; twigs: 12.6-24.2 %; cones: 2.1-9.3 %), (E)-caryophyllene (needles: 4.4-8.9 %; twigs: 4.0-10.8 %; cones: 10.3-26.9 %) and germacrene D (needles: 4.0-8.3 %; twigs: 0.2-6.19 %; cones: 0.1-12.4 %) were the major components of the essential oil. Principal component analysis (PCA) and hierarchical cluster analyses (HCA) suggests that the population of P. mugo clustering is not related to their geographic location, but rather seemed to be linked to local selective forces acting on chemotype diversity. Low variability related to their geographic location has an economic importance since samples originating from different locations in Kosovo can treated with same standards.
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GC-MS analyses of the volatiles of Houttuynia cordata Thunb.
Yang, Zhan-Nan; Luo, Shi-Qiong; Ma, Jing; Wu, Dan; Hong, Liang; Yu, Zheng-Wen
2016-09-01
GC-MS is the basis of analysis of plant volatiles. Several protocols employed for the assay have resulted in inconsistent results in the literature. We developed a GC-MS method, which were applied to analyze 25 volatiles (α-pinene, camphene, β-pinene, 2-methyl-2-pentenal, myrcene, (+)-limonene, eucalyptol, trans-2-hexenal, γ-terpinene, cis-3-hexeneyl-acetate, 1-hexanol, α-pinene oxide, cis-3-hexen-1-ol, trans-2-hexen-1-ol, decanal, linalool, acetyl-borneol, β-caryophyllene, 2-undecanone, 4-terpineol, borneol, decanol, eugenol, isophytol and phytol) of Houttuynia cordata Thunb. Linear behaviors for all analytes were observed with a linear regression relationship (r2>0.9991) at the concentrations tested. Recoveries of the 25 analytes were 98.56-103.77% with RSDs <3.0%. Solution extraction (SE), which involved addition of an internal standard, could avoid errors for factors in sample preparation by steam distillation (SD) and solidphase micro extraction (SPME). Less sample material (≍0.05g fresh leaves of H. cordata) could be used to determine the contents of 25 analytes by our proposed method and, after collection, did not affect the normal physiological activity or growth of H. cordata. This method can be used to monitor the metabolic accumulation of H. cordata volatiles.
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Miller, D R; Allison, J D; Crowe, C M; Dickinson, D M; Eglitis, A; Hofstetter, R W; Munson, A S; Poland, T M; Reid, L S; Steed, B E; Sweeney, J D
2016-04-22
Detection tools are needed for Monochamus species (Coleoptera: Cerambycidae) because they are known to introduce pine wilt disease by vectoring nematodes in Asia, Europe, and North America. In 2012-2014, we examined the effects of the semiochemicals monochamol and ipsenol on the flight responses of the sawyer beetles Monochamus carolinensis (Olivier), Monochamus clamator (LeConte), Monochamus mutator LeConte, Monochamus notatus (Drury), Monochamus obtusus Casey, Monochamus scutellatus (Say), and Monochamus titillator (F.) complex (Coleoptera: Cerambycidae) to traps baited with α-pinene. Experiments were set in pine forests in New Brunswick and Ontario (Canada), and Arizona, Georgia, Michigan, Montana, Oregon, South Carolina, Utah, and Washington (United States). In brief, 40 traps were placed in 10 blocks of 4 traps per block per location. Traps were baited with: 1) α-pinene; 2) α-pinene + monochamol; 3) α-pinene + ipsenol; and 4) α-pinene + monochamol + ipsenol. Monochamol increased catches of six species and one species complex of Monochamus with an additive effect of ipsenol for five species and one species complex. There was no evidence of synergy between monochamol and ipsenol on beetle catches. Monochamol had no effect on catches of other Cerambycidae or on any associated species of bark beetles, weevils, or bark beetle predators. We present a robust data set suggesting that the combination of α-pinene, ipsenol, and monochamol may be a useful lure for detecting Monochamus species. © The Authors 2016. Published by Oxford University Press on behalf of Entomological Society of America. All rights reserved. For Permissions, please email: journals.permissions@oup.com.
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Gas-phase chemiluminescent reactions of ozone with monoterpenes
NASA Astrophysics Data System (ADS)
Arora, P. K.; Chatha, J. P. S.; Vohra, K. G.
1983-08-01
Chemiluminescent reactions of ozone with monoterpenes such as linallol, geraniol, d-limonene and α-pinene have been studied in the gas phase at low pressures. Methylglyoxal phosphorescence has been observed in the first two reactions. Emissions from HCHO( 1A 2) and glyoxal ( 3A u) are observed in the reaction of ozone with d-limonene and formation of excited glyoxal is found to be first order in ozone. The reaction of ozone with β-pinene gives rise to emission from a α-dicarbonyl compound and this is found to be first order in ozone. The mechanisms for the formation of excited species are proposed.
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Schepetkin, Igor A; Kushnarenko, Svetlana V; Özek, Gulmira; Kirpotina, Liliya N; Sinharoy, Pritam; Utegenova, Gulzhakhan A; Abidkulova, Karime T; Özek, Temel; Başer, Kemal Hüsnü Can; Kovrizhina, Anastasia R; Khlebnikov, Andrei I; Damron, Derek S; Quinn, Mark T
2016-09-28
Essential oils were obtained by hydrodistillation of the umbels+seeds and stems of Ferula akitschkensis (FAEOu/s and FAEOstm, respectively) and analyzed by gas chromatography and gas chromatography-mass spectrometry. Fifty-two compounds were identified in FAEOu/s; the primary components were sabinene, α-pinene, β-pinene, terpinen-4-ol, eremophilene, and 2-himachalen-7-ol, whereas the primary components of FAEOstm were myristicin and geranylacetone. FAEOu/s, β-pinene, sabinene, γ-terpinene, geranylacetone, isobornyl acetate, and (E)-2-nonenal stimulated [Ca(2+)]i mobilization in human neutrophils, with the most potent being geranylacetone (EC50 = 7.6 ± 1.9 μM) and isobornyl acetate 6.4 ± 1.7 (EC50 = 7.6 ± 1.9 μM). In addition, treatment of neutrophils with β-pinene, sabinene, γ-terpinene, geranylacetone, and isobornyl acetate desensitized the cells to N-formyl-Met-Leu-Phe (fMLF)- and interleukin-8 (IL-8)-induced [Ca(2+)]i flux and inhibited fMLF-induced chemotaxis. The effects of β-pinene, sabinene, γ-terpinene, geranylacetone, and isobornyl acetate on neutrophil [Ca(2+)]i flux were inhibited by transient receptor potential (TRP) channel blockers. Furthermore, the most potent compound, geranylacetone, activated Ca(2+) influx in TRPV1-transfected HEK293 cells. In contrast, myristicin inhibited neutrophil [Ca(2+)]i flux stimulated by fMLF and IL-8 and inhibited capsaicin-induced Ca(2+) influx in TRPV1-transfected HEK293 cells. These findings, as well as pharmacophore modeling of TRP agonists, suggest that geranylacetone is a TRPV1 agonist, whereas myristicin is a TRPV1 antagonist. Thus, at least part of the medicinal properties of Ferula essential oils may be due to modulatory effects on TRP channels.
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NASA Astrophysics Data System (ADS)
D'Ambro, E.; Schobesberger, S.; Lopez-Hilfiker, F.; Shilling, J. E.; Lee, B. H.; Thornton, J. A.
2017-12-01
α-Pinene (C10H16), the most abundantly emitted monoterpene, is a large contributor to global biogenic secondary organic aerosol (SOA) budgets due to its high SOA yields upon oxidation. We probe the volatility and evaporation behavior upon dilution of α-pinene SOA to further our understanding of the nascent volatility distribution, viscosity, and how these evolve in time absent photochemical oxidation. We present molecular composition measurements of the gas and particle phases of α-pinene ozonolysis SOA formed at 0% and 50% relative humidity (RH), followed by room-temperature evaporation in ultra-high purity N2 humidified to 20-90% RH. Experiments were performed in the Pacific Northwest National Laboratory 10.6 m3 and the University of Washington 0.7 m3 environmental chambers utilizing a Filter Inlet for Gases and AEROsols (FIGAERO) coupled to a high-resolution time of flight chemical ionization mass spectrometer utilizing iodide adduct ionization. We present novel insights into the total mass that evaporates as a function of time from 10 min to 24 hours without heating, the molecular speciation of the evaporate, as well as the effective volatility and composition of the SOA mass remaining. Consistent with previous studies, we find two stages of evaporation: a rapid loss of a large portion of the total signal over the course of ≤3 hours, followed by a stage of much slower evaporation over the proceeding 21 hours. Varying the RH of formation effects evaporation rate on timescales ≤3 hours, however the mass fraction remaining after 24 hours converges to 30-50% under all formation and evaporation RHs. We simulate the evaporation behavior and remaining fractions desorbed via temperature programmed thermal desorption to derive effective saturation vapor concentrations, mass accommodation coefficients, and rates of chemical evolution producing both higher and lower volatility components during the evaporation time period.
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Indoor air quality in energy-efficient dwellings: Levels and sources of pollutants.
Derbez, M; Wyart, G; Le Ponner, E; Ramalho, O; Ribéron, J; Mandin, C
2018-03-01
Worldwide, public policies are promoting energy-efficient buildings and accelerating the thermal renovation of existing buildings. The effects of these changes on the indoor air quality (IAQ) in these buildings remain insufficiently understood. In this context, a field study was conducted in 72 energy-efficient dwellings to describe the pollutants known to be associated with health concerns. Measured parameters included the concentrations of 19 volatile organic compounds and aldehydes, nitrogen dioxide, particulate matter (PM 2.5 ), radon, temperature, and relative humidity. The air stuffiness index and night-time air exchange rate were calculated from the monitored carbon dioxide (CO 2 ) concentrations. Indoor and outdoor measurements were performed at each dwelling during 1 week in each of the two following seasons: heating and non-heating. Moreover, questionnaires were completed by the occupants to characterize the building, equipment, household, and occupants' habits. Perspective on our results was provided by previous measurements made in low-energy European dwellings. Statistical comparisons with the French housing stock and a pilot study showed higher concentrations of terpenes, that is, alpha-pinene and limonene, and hexaldehyde in our study than in previous studies. Alpha-pinene and hexaldehyde are emitted by wood or wood-based products used for the construction, insulation, decoration, and furnishings of the dwellings, whereas limonene is more associated with discontinuous sources related to human activities. © 2017 John Wiley & Sons A/S. Published by John Wiley & Sons Ltd.
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Nadir Erbilgin; Alex Szele; Kier Dean Klepzig; Kenneth Francis Raffa
2001-01-01
Root and lower stem insects cause significant damage to conifers, vector phytopathogenic fungi, and can predispose trees to bark beetle attacks. The development of effective sampling techniques is an important component in managing these cryptic insects. We tested the effects of trap type and stereochemistry of a-pinene, in combination with ethanol, on catches of the...
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Kong, Yingying; Wang, Ting; Wang, Rong; Ma, Yichuan; Song, Shanshan; Liu, Juan; Hu, Weiwei; Li, Shengtian
2017-06-01
The idea of aromatherapy, using essential oils, has been considered as an alternative antidepressant treatment. In the present study, we investigated the effect of Roman chamomile essential oil inhalation for two weeks on depressive-like behaviors in Wistar-Kyoto (WKY) rats. We found that inhalation of either Roman chamomile or one of its main components α-pinene, attenuated depressive-like behavior in WKY rats in the forced swim test. Using isobaric tags for relative and absolute quantitation analysis (iTRAQ), we found that inhalation of α-pinene increased expression of proteins that are involved in oxidative phosphorylation, such as cytochrome c oxidase subunit 6C-2, cytochrome c oxidase subunit 7A2, ATPase inhibitor in the hippocampus, and cytochrome c oxidase subunit 6C-2, ATP synthase subunit e, Acyl carrier protein, and Cytochrome b-c1 complex subunit 6 in the PFC (prefrontal cortex). In addition, using the quantitative real-time polymerase chain reaction technique, we confirmed an increase of parvalbumin mRNA expression in the hippocampus, which was shown to be upregulated by 2.8-fold in iTRAQ analysis, in α-pinene treated WKY rats. These findings collectively suggest the involvement of mitochondrial functions and parvalbumin-related signaling in the antidepressant effect of α-pinene inhalation.
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Bougatsos, Christos; Ngassapa, Olipa; Runyoro, Deborah K B; Chinou, Ioanna B
2004-01-01
The chemical composition of the essential oils obtained from the aerial parts of Helichrysum cymosum and H. fulgidum, from Tanzania, were analyzed by GC and GC/MS. A total of sixty-five compounds, representing 92.4% and 88.2% of the two oils, respectively, were identified. trans-Caryophyllene, caryophyllene oxide, beta-pinene, p-cymene, spathulenol and beta-bourbonene were found to be the main components. Furthermore, the oils were tested against six gram (+/-) bacteria and three pathogenic fungi. It was found that the oil of H. fulgidum exhibited significant antimicrobial activity, while the oil of H. cymosum was not active at all.
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Heterogeneous ice nucleation and phase transition of viscous α-pinene secondary organic aerosol
NASA Astrophysics Data System (ADS)
Ignatius, Karoliina; Kristensen, Thomas B.; Järvinen, Emma; Nichman, Leonid; Fuchs, Claudia; Gordon, Hamish; Herenz, Paul; Hoyle, Christopher R.; Duplissy, Jonathan; Baltensperger, Urs; Curtius, Joachim; Donahue, Neil M.; Gallagher, Martin W.; Kirkby, Jasper; Kulmala, Markku; Möhler, Ottmar; Saathoff, Harald; Schnaiter, Martin; Virtanen, Annele; Stratmann, Frank
2016-04-01
There are strong indications that particles containing secondary organic aerosol (SOA) exhibit amorphous solid or semi-solid phase states in the atmosphere. This may facilitate deposition ice nucleation and thus influence cirrus cloud properties. Global model simulations of monoterpene SOA particles suggest that viscous biogenic SOA are indeed present in regions where cirrus cloud formation takes place. Hence, they could make up an important contribution to the global ice nucleating particle (INP) budget. However, experimental ice nucleation studies of biogenic SOA are scarce. Here, we investigated the ice nucleation ability of viscous SOA particles at the CLOUD (Cosmics Leaving OUtdoor Droplets) experiment at CERN (Ignatius et al., 2015, Järvinen et al., 2015). In the CLOUD chamber, the SOA particles were produced from the ozone initiated oxidation of α-pinene at temperatures in the range from -38 to -10° C at 5-15 % relative humidity with respect to water (RHw) to ensure their formation in a highly viscous phase state, i.e. semi-solid or glassy. We found that particles formed and grown in the chamber developed an asymmetric shape through coagulation. As the RHw was increased to between 35 % at -10° C and 80 % at -38° C, a transition to spherical shape was observed with a new in-situ optical method. This transition confirms previous modelling of the viscosity transition conditions. The ice nucleation ability of SOA particles was investigated with a new continuous flow diffusion chamber SPIN (Spectrometer for Ice Nuclei) for different SOA particle sizes. For the first time, we observed heterogeneous ice nucleation of viscous α-pinene SOA in the deposition mode for ice saturation ratios between 1.3 and 1.4, significantly below the homogeneous freezing limit. The maximum frozen fractions found at temperatures between -36.5 and -38.3° C ranged from 6 to 20 % and did not depend on the particle surface area. References Ignatius, K. et al., Heterogeneous ice nucleation of secondary organic aerosol produced from ozonolysis of α-pinene, Atmos. Chem. Phys. Discuss., 15, 35719-35752, doi:10.5194/acpd-15-35719-2015, 2015. Järvinen, E. et al., Observation of viscosity transition in α-pinene secondary organic aerosol, Atmos. Chem. Phys. Discuss., 15, 28575-28617, doi:10.5194/acpd-15-28575-2015, 2015.
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Antibacterial and antifungal effects of essential oils from coniferous trees.
Hong, Eui-Ju; Na, Ki-Jeung; Choi, In-Gyu; Choi, Kyung-Chul; Jeung, Eui-Bae
2004-06-01
Essential oils have potential biological effects, i.e., antibiotic, anticarcinogenic, and sedative effects during stress. In the present study, we investigated the antibacterial and antifungal effects of essential oils extracted from the coniferous species Pinus densiflora, Pinus koraiensis, and Chamaecyparis obtusa, because their biological activities have not been yet elucidated. The essential oils were quantified using gas chromatography and identified in gas chromatography-mass spectrometric analysis. Simultaneously, antibacterial and antifungal assays were performed using the essential oils distilled from the needles of coniferous trees. The major components and the percentage of each essential oil were: 19.33% beta-thujene in P. densiflora; 10.49% alpha-pinene in P. koraiensis; 10.88% bornyl acetate in C. obtusa. The essential oils from P. densiflora and C. obtusa have antibacterial effects, whereas essential oils from P. koraiensis and C. obtusa have antifungal effects. These results indicate that the essential oils from the three coniferous trees, which have mild antimicrobial properties, can inhibit the growth of gram-positive and gram-negative bacteria and fungi.
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Phytochemistry and biological activities of Phlomis species.
Limem-Ben Amor, Ilef; Boubaker, Jihed; Ben Sgaier, Mohamed; Skandrani, Ines; Bhouri, Wissem; Neffati, Aicha; Kilani, Soumaya; Bouhlel, Ines; Ghedira, Kamel; Chekir-Ghedira, Leila
2009-09-07
The genus Phlomis L. belongs to the Lamiaceae family and encompasses 100 species native to Turkey, North Africa, Europe and Asia. It is a popular herbal tea enjoyed for its taste and aroma. Phlomis species are used to treat various conditions such as diabetes, gastric ulcer, hemorrhoids, inflammation, and wounds. This review aims to summarize recent research on the phytochemistry and pharmacological properties of the genus Phlomis, with particular emphasis on its ethnobotanical uses. The essential oil of Phomis is composed of four chemotypes dominated by monoterpenes (alpha-pinene, limonene and linalool), sesquiterpenes (germacrene D and beta-caryophyllene), aliphalic compounds (9,12,15-octadecatrienoic acid methyl ester), fatty acids (hexadecanoic acid) and other components (trans-phytol, 9,12,15-octadecatrien-1-ol). Flavonoids, iridoids and phenylethyl alcohol constitute the main compounds isolated from Phlomis extracts. The pharmacological activities of some Phlomis species have been investigated. They are described according to antidiabetic, antinociceptive, antiulcerogenic, protection of the vascular system, anti-inflammatory, antiallergic, anticancer, antimicrobial and antioxidant properties.
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Essential oil variation among natural populations of Lavandula multifida L. (Lamiaceae).
Chograni, Hnia; Zaouali, Yosr; Rajeb, Chayma; Boussaid, Mohamed
2010-04-01
Volatiles from twelve wild Tunisian populations of Lavandula multifida L. growing in different bioclimatic zones were assessed by GC (RI) and GC/MS. Thirty-six constituents, representing 83.48% of the total oil were identified. The major components at the species level were carvacrol (31.81%), beta-bisabolene (14.89%), and acrylic acid dodecyl ester (11.43%). These volatiles, together with alpha-pinene, were also the main compounds discriminating the populations. According to these dominant compounds, one chemotype was revealed, a carvacrol/beta-bisabolene/acrylic acid dodecyl ester chemotype. However, a significant variation among the populations was observed for the majority of the constituents. A high chemical-population structure, estimated both by principal component analysis (PCA) and unweighted pair group method with averaging (UPGMA) cluster analysis based on Euclidean distances, was observed. Both methods allowed separation of the populations in three groups defined rather by minor than by major compounds. The population groups were not strictly concordant with their bioclimatic or geographic location. Conservation strategies should concern all populations, because of their low size and their high level of destruction. Populations exhibiting particular compounds other than the major ones should be protected first.
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Maggi, Filippo; Papa, Fabrizio; Dall'Acqua, Stefano; Nicoletti, Marcello
2016-01-01
Ferula communis is a showy herbaceous plant typical of the Mediterranean area where it is used as a traditional medicine. The plant is a source of bioactive compounds such as daucane sesquiterpenes and prenylated coumarins. In Italy, most of phytochemical studies focused on Sardinian populations where poisonous and nonpoisonous chemotypes were found, while investigations on peninsular populations are scarce. In this work, we report the chemical characterisation of the essential oils obtained from different parts of F. communis growing in central Italy. The chemical profiles of the plant parts, as detected by GC-FID and GC-MS, were different from each other and from those reported in insular populations. Notably, α-pinene (10.5%), γ-terpinene (7.6%) and hedycariol (8.4%) were the major volatile constituents in flowers; α-pinene (55.9%), β-pinene (16.8%) and myrcene (5.9%) in fruits; β-eudesmol (12.1%), α-eudesmol (12.1%) and hedycariol (10.3%) in leaves; (E)-β-farnesene (9.5%), β-cubebene (8.2%) and (E)-caryophyllene (7.2%) in roots. The volatile profiles detected did not allow to classify the investigated central Italy population into the poisonous and nonpoisonous chemotypes previously described in Sardinia.
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Cole, E.R.; dos Santos, R.B.; Júnior, V. Lacerda; Martins, J.D.L.; Greco, S.J.; Neto, A. Cunha
2014-01-01
The essential oil (EO) composition of ripe fruit of S. terebinthifolius Raddi was analyzed by GC-MS. The oil extraction yielded 6.54 ± 1.06% (w/w). Seventeen compounds were identified, accounting for 91.15% of the total oil, where monoterpenes constituted the main chemical class (85.81%), followed by sesquiterpenes (5.34%). The major monoterpene identified was δ-3-carene (30.37%), followed by limonene (17.44%), α-phellandrene (12.60%) and α-pinene (12.59%). Trans-caryophyllene (1.77%) was the major sesquiterpene identified. The antibacterial activity of the essential oil was evaluated against wild strains of hospital origin (Escherichia coli, Pseudomonas sp., Klebsiella oxytoca, Corynebacterium sp., Staphylococcus aureus, Enterobacter sp., Enterobacter agglomerans, Bacillus sp., Nocardia sp. and Streptococcus group D). The essential oil of the ripe fruit of S. terebinthifolius Raddi has shown to be active against all tested wild strains, with minimum inhibitory concentration ranging from 3.55 μg/mL to 56.86 μg/mL. However, it has revealed some differences in susceptibility: the general, Gram-positive species showed greater sensitivity to the action of EO, which is probably due to the lower structural complexity of their cell walls. PMID:25477913
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Cole, E R; dos Santos, R B; Lacerda Júnior, V; Martins, J D L; Greco, S J; Cunha Neto, A
2014-01-01
The essential oil (EO) composition of ripe fruit of S. terebinthifolius Raddi was analyzed by GC-MS. The oil extraction yielded 6.54 ± 1.06% (w/w). Seventeen compounds were identified, accounting for 91.15% of the total oil, where monoterpenes constituted the main chemical class (85.81%), followed by sesquiterpenes (5.34%). The major monoterpene identified was δ-3-carene (30.37%), followed by limonene (17.44%), α-phellandrene (12.60%) and α-pinene (12.59%). Trans-caryophyllene (1.77%) was the major sesquiterpene identified. The antibacterial activity of the essential oil was evaluated against wild strains of hospital origin (Escherichia coli, Pseudomonas sp., Klebsiella oxytoca, Corynebacterium sp., Staphylococcus aureus, Enterobacter sp., Enterobacter agglomerans, Bacillus sp., Nocardia sp. and Streptococcus group D). The essential oil of the ripe fruit of S. terebinthifolius Raddi has shown to be active against all tested wild strains, with minimum inhibitory concentration ranging from 3.55 μg/mL to 56.86 μg/mL. However, it has revealed some differences in susceptibility: the general, Gram-positive species showed greater sensitivity to the action of EO, which is probably due to the lower structural complexity of their cell walls.
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Lu, Shan; Xu, Ran; Jia, Jun-Wei; Pang, Jihai; Matsuda, Seiichi P.T.; Chen, Xiao-Ya
2002-01-01
Artemisia annua plants produce a broad range of volatile compounds, including monoterpenes, which contribute to the characteristic fragrance of this medicinal species. A cDNA clone, QH6, contained an open reading frame encoding a 582-amino acid protein that showed high sequence identity to plant monoterpene synthases. The prokaryotically expressed QH6 fusion protein converted geranyl diphosphate to (−)-β-pinene and (−)-α-pinene in a 94:6 ratio. QH6 was predominantly expressed in juvenile leaves 2 weeks postsprouting. QH6 transcript levels were transiently reduced following mechanical wounding or fungal elicitor treatment, suggesting that this gene is not directly involved in defense reaction induced by either of these treatments. Under a photoperiod of 12 h/12 h (light/dark), the abundance of QH6 transcripts fluctuated in a diurnal pattern that ebbed around 3 h before daybreak (9th h in the dark phase) and peaked after 9 h in light (9th h in the light phase). The contents of (−)-β-pinene in juvenile leaves and in emitted volatiles also varied in a diurnal rhythm, correlating strongly with mRNA accumulation. When A. annua was entrained by constant light or constant dark conditions, QH6 transcript accumulation continued to fluctuate with circadian rhythms. Under constant light, advanced cycles of fluctuation of QH6 transcript levels were observed, and under constant dark, the cycle was delayed. However, the original diurnal pattern could be regained when the plants were returned to the normal light/dark (12 h/12 h) photoperiod. This is the first report that monoterpene biosynthesis is transcriptionally regulated in a circadian pattern. PMID:12226526
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Bell, David M.; Imre, Dan; T. Martin, Scot
Chemical transformations and aging of secondary organic aerosol (SOA) particles can alter their physical and chemical properties, including particle morphology. Ammonia, one of the common atmospheric reactive constituents, can react with SOA particles, changing their properties and behavior. At low relative humidity NH3 uptake by α-pinene SOA particles appears to be limited to the particle surface, which suggests that the reacted particles might not be homogeneous and have complex morphology. Here, we present a study aimed at detailed characterization of the effect of ammonia on the composition, density, morphology, shape, and evaporation kinetics of α-pinene SOA particles. We find thatmore » a small amount of NH3 diffuses and reacts throughout the particles bulk, while most of the ammoniated products result from the reaction of NH3 with carboxylic acids on the particle surface, leading to a slight increase in particle size. We show that the reaction products form a solid semi-volatile coating that is a few nanometers thick. This solid coating prevents coagulating particles from coalescing for over two days. However, when the gas phase is diluted this semi-volatile coating evaporates in minutes, which is ensued by rapid coalescence. The ammoniated products in the particle bulk affect particles evaporation kinetics, more so for the smaller particles that contain higher fraction of ammoniated products.« less
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Investigation of the β-pinene photooxidation by OH in the atmosphere simulation chamber SAPHIR
NASA Astrophysics Data System (ADS)
Kaminski, Martin; Fuchs, Hendrik; Acir, Ismail-Hakki; Bohn, Birger; Brauers, Theo; Dorn, Hans-Peter; Häseler, Rolf; Hofzumahaus, Andreas; Li, Xin; Lutz, Anna; Nehr, Sascha; Rohrer, Franz; Tillmann, Ralf; Vereecken, Luc; Wegener, Robert; Wahner, Andreas
2017-06-01
Besides isoprene, monoterpenes are the non-methane volatile organic compounds (VOCs) with the highest global emission rates. Due to their high reactivity towards OH, monoterpenes can dominate the radical chemistry of the atmosphere in forested areas. In the present study the photochemical degradation mechanism of β-pinene was investigated in the Jülich atmosphere simulation chamber SAPHIR (Simulation of Atmospheric PHotochemistry In a large Reaction Chamber). One focus of this study is on the OH budget in the degradation process. Therefore, the SAPHIR chamber was equipped with instrumentation to measure radicals (OH, HO2, RO2), the total OH reactivity, important OH precursors (O3, HONO, HCHO), the parent VOC β-pinene, its main oxidation products, acetone and nopinone and photolysis frequencies. All experiments were carried out under low-NO conditions ( ≤ 300 ppt) and at atmospheric β-pinene concentrations ( ≤ 5 ppb) with and without addition of ozone. For the investigation of the OH budget, the OH production and destruction rates were calculated from measured quantities. Within the limits of accuracy of the instruments, the OH budget was balanced in all β-pinene oxidation experiments. However, even though the OH budget was closed, simulation results from the Master Chemical Mechanism (MCM) 3.2 showed that the OH production and destruction rates were underestimated by the model. The measured OH and HO2 concentrations were underestimated by up to a factor of 2, whereas the total OH reactivity was slightly overestimated because the model predicted a nopinone mixing ratio which was 3 times higher than measured. A new, theory-derived, first-generation product distribution by Vereecken and Peeters (2012) was able to reproduce the measured nopinone time series and the total OH reactivity. Nevertheless, the measured OH and HO2 concentrations remained underestimated by the numerical simulations. These observations together with the fact that the measured OH budget was closed suggest the existence of unaccounted sources of HO2. Although the mechanism of additional HO2 formation could not be resolved, our model studies suggest that an activated alkoxy radical intermediate proposed in the model of Vereecken and Peeters (2012) generates HO2 in a new pathway, whose importance has been underestimated so far. The proposed reaction path involves unimolecular rearrangement and decomposition reactions and photolysis of dicarbonyl products, yielding additional HO2 and CO. Further experiments and quantum chemical calculations have to be made to completely unravel the pathway of HO2 formation.
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NASA Astrophysics Data System (ADS)
Pfaffenberger, L.; Barmet, P.; Slowik, J. G.; Praplan, A. P.; Dommen, J.; Prévôt, A. S. H.; Baltensperger, U.
2013-07-01
A series of smog chamber (SC) experiments was conducted to identify factors responsible for the discrepancy between ambient and SC aerosol degree of oxygenation. An Aerodyne high-resolution time-of-flight aerosol mass spectrometer is used to compare mass spectra from α-pinene photooxidation with ambient aerosol. Composition is compared in terms of the fraction of particulate CO2+, a surrogate for carboxylic acids, vs. the fraction of C2H3O+, a surrogate for aldehydes, alcohols and ketones, as well as in the Van Krevelen space, where the evolution of the atomic hydrogen-to-carbon ratio (H : C) vs. the atomic oxygen-to-carbon ratio (O : C) is investigated. Low (near-ambient) organic mass concentrations were found to be necessary to obtain oxygenation levels similar to those of low-volatility oxygenated organic aerosol (LV-OOA) commonly identified in ambient measurements. The effects of organic mass loading and OH (hydroxyl radical) exposure were decoupled by inter-experiment comparisons at the same integrated OH concentration. An OH exposure between 3 and 25 × 107 cm-3 h is needed to increase O : C by 0.05 during aerosol aging. For the first time, LV-OOA-like aerosol from the abundant biogenic precursor α-pinene was produced in a smog chamber by oxidation at typical atmospheric OH concentrations. Significant correlation between measured secondary organic aerosol (SOA) and reference LV-OOA mass spectra is shown by Pearson's R2 values larger than 0.90 for experiments with low organic mass concentrations between 1.2 and 18 μg m-3 at an OH exposure of 4 × 107 cm-3 h, corresponding to about two days of oxidation time in the atmosphere, based on a global mean OH concentration of ~ 1 × 106 cm-3. α-Pinene SOA is more oxygenated at low organic mass loadings. Because the degree of oxygenation influences the chemical, volatility and hygroscopic properties of ambient aerosol, smog chamber studies must be performed at near-ambient concentrations to accurately simulate ambient aerosol properties.
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Bajpai, Vivek K; Al-Reza, Sharif M; Choi, Ung Kyu; Lee, Jong Hwi; Kang, Sun Chul
2009-08-01
The aims of this study were to analyze the chemical composition of leaf essential oil of Metasequioa glyptostroboides Miki, and to test the efficacy of oil and extracts (hexane, chloroform, ethyl acetate and methanol) against food spoilage and food-borne pathogenic bacteria and their antioxidant activity. The GC-MS analysis revealed 49 compounds representing 94.62% of the total oil containing 2-butaneone (30.6%), cyclopentane (15.1%), beta-myrcene (13.29%), cyclobutane (7.67%), furan (3%), valeramide (2.81%), borneol (1.2%), beta-farnesene (1.67%), thymol (1.44%) and alpha-pinene (1.46%) as major components. The oil (1000 microg/disc), and extracts (1500 microg/disc) exhibited promising antibacterial effect as a diameter of zones of inhibition (10-18 and 7-13 mm), respectively. MIC values of oil and the extracts were ranged 125-2000 and 250 to <2000 microg/ml, respectively. Also the oil had strong antibacterial effect on the viable counts. Scanning electron microscopic study demonstrated potential detrimental effect of the oil on the morphology of S. aureus KCTC1916. The free radical scavenging activities of the oil and ethyl acetate extract were found to be 11.32 and 19.12 microg/ml, respectively. Also the ethyl acetate extract revealed the highest phenolic contents (85.17 mg/g of dry wt) as compared to the other extracts.
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NASA Astrophysics Data System (ADS)
Simpson, I. J.; Akagi, S. K.; Barletta, B.; Blake, N. J.; Choi, Y.; Diskin, G. S.; Fried, A.; Fuelberg, H. E.; Meinardi, S.; Rowland, F. S.; Vay, S. A.; Weinheimer, A. J.; Wennberg, P. O.; Wiebring, P.; Wisthaler, A.; Yang, M.; Yokelson, R. J.; Blake, D. R.
2011-03-01
Boreal regions comprise about 17% of the global land area, and they both affect and are influenced by climate change. To better understand boreal forest fire emissions and plume evolution, 947 whole air samples were collected aboard the NASA DC-8 research aircraft in summer 2008 as part of the ARCTAS-B field mission, and analyzed for 79 non-methane volatile organic compounds (NMVOCs) using gas chromatography. Together with simultaneous measurements of CO2, CO, CH4, CH2O, NO2, NO, HCN and CH3CN, these measurements represent the most comprehensive assessment of trace gas emissions from boreal forest fires to date. Based on 105 air samples collected in fresh Canadian smoke plumes, 57 of the 80 measured NMVOCs (including CH2O) were emitted from the fires, including 45 species that were quantified from boreal forest fires for the first time. After CO2, CO and CH4, the largest emission factors (EFs) for individual species were formaldehyde (2.1 ± 0.2 g kg-1), followed by methanol, NO2, HCN, ethene, α-pinene, β-pinene, ethane, benzene, propene, acetone and CH3CN. Globally, we estimate that boreal forest fires release 2.4 ± 0.6 Tg C yr-1 in the form of NMVOCs, with approximately 41% of the carbon released as C1-C2 NMVOCs and 21% as pinenes. These are the first reported field measurements of monoterpene emissions from boreal forest fires, and we speculate that the pinenes, which are relatively heavy molecules, were detected in the fire plumes as the result of distillation of stored terpenes as the vegetation is heated. Their inclusion in smoke chemistry models is expected to improve model predictions of secondary organic aerosol (SOA) formation. The fire-averaged EF of dichloromethane or CH2Cl2, (6.9 ± 8.6) ×10-4 g kg-1, was not significantly different from zero and supports recent findings that its global biomass burning source appears to have been overestimated. Similarly, we found no evidence for emissions of chloroform (CHCl3) or methyl chloroform (CH3CCl3) from boreal forest fires. The speciated hydrocarbon measurements presented here show the importance of carbon released by short-chain NMVOCs, the strong contribution of pinene emissions from boreal forest fires, and the wide range of compound classes in the most abundantly emitted NMVOCs, all of which can be used to improve biomass burning inventories in local/global models and reduce uncertainties in model estimates of trace gas emissions and their impact on the atmosphere.
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NASA Astrophysics Data System (ADS)
Simpson, I. J.; Akagi, S. K.; Barletta, B.; Blake, N. J.; Choi, Y.; Diskin, G. S.; Fried, A.; Fuelberg, H. E.; Meinardi, S.; Rowland, F. S.; Vay, S. A.; Weinheimer, A. J.; Wennberg, P. O.; Wiebring, P.; Wisthaler, A.; Yang, M.; Yokelson, R. J.; Blake, D. R.
2011-07-01
Boreal regions comprise about 17 % of the global land area, and they both affect and are influenced by climate change. To better understand boreal forest fire emissions and plume evolution, 947 whole air samples were collected aboard the NASA DC-8 research aircraft in summer 2008 as part of the ARCTAS-B field mission, and analyzed for 79 non-methane volatile organic compounds (NMVOCs) using gas chromatography. Together with simultaneous measurements of CO2, CO, CH4, CH2O, NO2, NO, HCN and CH3CN, these measurements represent the most comprehensive assessment of trace gas emissions from boreal forest fires to date. Based on 105 air samples collected in fresh Canadian smoke plumes, 57 of the 80 measured NMVOCs (including CH2O) were emitted from the fires, including 45 species that were quantified from boreal forest fires for the first time. After CO2, CO and CH4, the largest emission factors (EFs) for individual species were formaldehyde (2.1 ± 0.2 g kg-1), followed by methanol, NO2, HCN, ethene, α-pinene, β-pinene, ethane, benzene, propene, acetone and CH3CN. Globally, we estimate that boreal forest fires release 2.4 ± 0.6 Tg C yr-1 in the form of NMVOCs, with approximately 41 % of the carbon released as C1-C2 NMVOCs and 21 % as pinenes. These are the first reported field measurements of monoterpene emissions from boreal forest fires, and we speculate that the pinenes, which are relatively heavy molecules, were detected in the fire plumes as the result of distillation of stored terpenes as the vegetation is heated. Their inclusion in smoke chemistry models is expected to improve model predictions of secondary organic aerosol (SOA) formation. The fire-averaged EF of dichloromethane or CH2Cl2, (6.9 ± 8.6) × 10-4 g kg-1, was not significantly different from zero and supports recent findings that its global biomass burning source appears to have been overestimated. Similarly, we found no evidence for emissions of chloroform (CHCl3) or methyl chloroform (CH3CCl3) from boreal forest fires. The speciated hydrocarbon measurements presented here show the importance of carbon released by short-chain NMVOCs, the strong contribution of pinene emissions from boreal forest fires, and the wide range of compound classes in the most abundantly emitted NMVOCs, all of which can be used to improve biomass burning inventories in local/global models and reduce uncertainties in model estimates of trace gas emissions and their impact on the atmosphere.
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Li, Xiao-Jun; Yang, Yan-Jing; Li, Yu-Sang; Zhang, Wei Kevin; Tang, He-Bin
2016-02-17
Frankincense oil and water extracts (FOE, FWE) have long been used for external treatment of inflammation and pain. The present study was conducted to identify the active ingredients responsible for the anti-inflammatory and analgesic effects and to determine the underlying mechanisms. The compositions of FOE and FWE were identified and compared by GC-MS. The anti-inflammatory and analgesic activities of the two extracts and their possible active ingredients (α-pinene, linalool, and 1-octanol) were evaluated and compared in a xylene-induced ear edema model and a formalin-inflamed hind paw model. Inflammatory infiltrates and cyclooxygenase-2 (COX-2) expression in hind paw skin were investigated by histological staining. The contents of α-pinene, linalool, and 1-octanol in FOE were much higher than those in FWE. Mice treated with FOE exhibited greater and faster lessening of swelling and pain than mice treated with FWE. The combination of the three components had more potent pharmacological effects on hind paw inflammation and COX-2 overexpression than the three components used alone. These findings suggest that topical application of FOE or its active ingredients (including α-pinene, linalool, and 1-octanol) exhibit significantly anti-inflammatory and analgesic effects through inhibiting nociceptive stimulus-induced inflammatory infiltrates and COX-2 overexpression. Copyright © 2015 Elsevier Ireland Ltd. All rights reserved.
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The Atmosphere of Crystal Cave: Understanding Sources and Sinks of Trace Gases
NASA Astrophysics Data System (ADS)
Jarnot, A. W.; Hughes, S.; Blake, D. R.
2016-12-01
The atmospheric chemistry of cave systems has not been previously studied in depth; however, cave systems are prime locations to study potential sources and sinks for trace gas pollutants. Relatively constant temperatures, humidity, minimal air flow, and lack of sunlight create a stable environment that allows for biogeochemical processes to go on uninterrupted for extended periods of time. Carbonyl sulfide (OCS) is one of the main contributors to air pollution globally, but many OCS sinks are not fully understood. A preliminary analysis of cave air from Crystal Cave in Sequoia National Park yielded OCS concentrations of 35.2 ± 0.7 pptv, approximately 16 times lower than the average concentration of 568 ± 8 pptv measured outside of the cave. In addition, the concentrations of several other trace gases such as alpha-pinene and methyl bromide were found to be abnormally low (10.5 ± 0.3 pptv inside and 387 ± 8 pptv for alpha-pinene, and 387 ± 8 pptv inside and 11.1 ± 0.4 pptv outside for methyl bromide). The cave air was found to be well-mixed as the concentrations of long lived halocarbons such as CFC-12 were similar inside and outside of the cave (545 ± 5 pptv and 538 ± 4 pptv, respectively). This indicates that there may be one or more factors causing the cave to act a sink for several trace gas species. Further sampling and analysis of the atmosphere in the cave is required to draw any concrete conclusions about the unique environment presented here. The information gathered will help elucidate mechanisms for trace gas degradation, which could yield information about global trace gas budgets and their effect on global air quality.
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Determination of terpenoid content in pine by organic solvent extraction and fast-GC analysis
Harman-Ware, Anne E.; Sykes, Robert; Peter, Gary F.; ...
2016-01-25
Terpenoids, naturally occurring compounds derived from isoprene units present in pine oleoresin, are a valuable source of chemicals used in solvents, fragrances, flavors, and have shown potential use as a biofuel. This paper describes a method to extract and analyze the terpenoids present in loblolly pine saplings and pine lighter wood. Various extraction solvents were tested over different times and temperatures. Samples were analyzed by pyrolysis-molecular beam mass spectrometry before and after extractions to monitor the extraction efficiency. The pyrolysis studies indicated that the optimal extraction method used a 1:1 hexane/acetone solvent system at 22°C for 1 h. Extracts frommore » the hexane/acetone experiments were analyzed using a low thermal mass modular accelerated column heater for fast-GC/FID analysis. The most abundant terpenoids from the pine samples were quantified, using standard curves, and included the monoterpenes, α- and β-pinene, camphene, and δ-carene. Sesquiterpenes analyzed included caryophyllene, humulene, and α-bisabolene. In conclusion, diterpenoid resin acids were quantified in derivatized extractions, including pimaric, isopimaric, levopimaric, palustric, dehydroabietic, abietic, and neoabietic acids.« less
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Microwave Spectroscopy of Monoterpenes of Atmospheric Interest: α-PINENE, β-PINENE, and Nopinone
NASA Astrophysics Data System (ADS)
Aviles Moreno, Juan-Ramon; Neeman, Elias; Huet, T. R.
2014-06-01
Several monoterpenes and terpenoids are biogenic volatile organic compounds which are emitted in the atmosphere, and react with OH, O_3, NO_x, etc. to give rise to several oxydation and degradation products. Spectroscopic information on these atmospheric species are still very scarse. Meanwhile we have demonstrated that combining quantum calculations to microwave spectroscopy led to the unambiguous characterization of the most stable conformers for perillaldehyde, limonene and carvone. This information can be used to subsequently model accurately the vibrational signature for atmospheric purposes. We have recorded the pure rotational spectra of α-pinene and β-pinene (C10H_{16}), and of nopinone (C9H_{14O}), using the MB-FTMW spectrometer of Lille, in the 2-20 GHz range at temperatures varying between 340 and 380 K. For these three bicyclic molecules only one conformer can be observed, and the rotational structure was observed up to J, K_a = 8, 3 ; 8, 4 ; 8, 5, respectively. All the spectra were modeled with a semi-rigid rotor Hamiltonian and fitted to obtain a rms value better than 5 kHz using a-, b- and c- type transitions. All the experimental results were supported by several quantum calculations performed at different levels of theory (DFT and ab initio). In particular no experimental evidence of internal rotation motion was found (methyl groups), in good agreement with the calculated barriers. Support from the French Laboratoire d'Excellence CaPPA (Chemical and Physical Properties of the Atmosphere) through contract ANR-10-LABX-0005 of the Programme d'Investissements d'Avenir is acknowledged. J.-R. Aviles Moreno, F. Partal Urena, J.-J. Lopez Gonzalez and T. R. Huet, Chem. Phys. Lett. 473 (2009) 17 J.-R. Aviles Moreno, T. R. Huet, F. Partal Urena, J.-J. Lopez Gonzalez, Struct. Chem. 24 (2013) 1163 T. R. Huet, J.-R. Aviles Moreno, O. Pirali, M. Tudorie, F. Partal Urena, J.-J. Lopez Gonzalez, JQSRT. 113 (2012) 1261
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NASA Astrophysics Data System (ADS)
Han, Y.; Gong, Z.; Liu, P.; de Sá, S. S.; McKinney, K. A.; Martin, S. T.
2017-12-01
Atmospheric secondary organic material (SOM) from oxidation of volatile organic compounds can exist in amorphous solid, semisolid, and liquid states depending on a range of factors such as relative humidity (RH), temperature, and reaction history. The phase state of SOM affects the dynamic exchange and reactivity between particles and gas-phase molecules. Dicarboxylic acids are ubiquitous in ambient atmosphere and the uptake of which may lead to substantial changes in hygroscopicity, absorption property, and light scattering of aerosol particles. This study investigates the diffusivity of dicarboxylic acids to the matrix of SOM particles. SOM was generated from dark ozonolysis of a-pinene in Harvard Environmental Chamber. The produced SOM particles were passed through an ozone scrubber to remove gas-phase chemistry before being led into a flask reactor, where gas-phase dicarboxylic acid was injected continuously and RH was varied from 5% to 85%. The probe dicarboxylic acids molecules including malonic acid and a-ketoglutaric acid have been investigated for the uptake to SOM particles. Organic composition in the outflow of the flask was measured with a high-resolution time-of-flight aerosol mass spectrometer. The mass fractions of tracer ions in total organic mass for both malonic acid and a-ketoglutaric acid increased substantially with the increase of RH values. The tracer ions of malonic acid were also more abundant in a-pinene SOM particles with increased gas-phase concentrations. These results suggest that the diffusion of the studied dicarboxylic acids molecules to a-pinene SOM particles was enhanced at increased RH values, which is possibly due to the phase transition of a-pinene SOM particles from non-liquid to liquid states. Therefore, particle phase state may be an important factor governing the diffusivity of dicarboxylic acids molecules to a-pinene SOM. Further dicarboxylic acids with various functional groups will be investigated to understand the effects of volatility and structure on their diffusivity.
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Herbivory and climate interact serially to control monoterpene emissions from pinyon pine forests.
Trowbridge, Amy M; Daly, Ryan W; Helmig, Detlev; Stoy, Paul C; Monson, Russell K
2014-06-01
The emission of volatile monoterpenes from coniferous trees impacts the oxidative state of the troposphere and multi-trophic signaling between plants and animals. Previous laboratory studies have revealed that climate anomalies and herbivory alter the rate of tree monoterpene emissions. However, no studies to date have been conducted to test these relations in situ. We conducted a two-year field experiment at two semiarid sites dominated by pinyon pine (Pinus edulis) during outbreaks of a specialist herbivore, the southwestern tiger moth (Lophocampa ingens: Arctiidae). We discovered that during the early spring, when herbivory rates were highest, monoterpene emission rates were approximately two to six times higher from undamaged needles on damaged trees, with this increase in emissions due to alpha-pinene, beta-pinene, and camphene at both sites. During mid-summer, emission rates did not differ between previously damaged and undamaged trees at the site on the Western Slope of the Rocky Mountains, but rather tracked changes in the temperature and precipitation regime characteristic of the region. As the mid-summer drought progressed at the Eastern Slope site, emission rates were low, but differences between previously damaged and undamaged trees were not statistically significant. Despite no difference in emissions, mid-summer tissue monoterpene concentrations were significantly lower in previously damaged trees at both sites. With the onset of monsoon rains during late summer, emission rates from previously damaged trees increased to levels higher than those of undamaged trees despite the lack of herbivory. We conclude that (1) herbivory systemically increases the flux of terpenes to the atmosphere during the spring, (2) drought overrides the effect of past herbivory as the primary control over emissions during the mid-summer, and (3) a release from drought and the onset of late-summer rains is correlated with a secondary increase in emissions, particularly from herbivore-damaged trees, possibly due to a drought-delayed stimulation of induced monoterpene synthesis and/or increases in stomatal conductance. A greater understanding of the interactive effects of seasonality and herbivory on monoterpene emissions provides much needed information regarding the atmospheric and ecological consequences that these compounds will have for semiarid ecosystems.
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Li, Qing; Kobayashi, M; Inagaki, H; Hirata, Y; Li, Y J; Hirata, K; Shimizu, T; Suzuki, H; Katsumata, M; Wakayama, Y; Kawada, T; Ohira, T; Matsui, N; Kagawa, T
2010-01-01
We previously reported that 2-night/3-day trips to forest parks enhanced human NK activity, the number of NK cells, and intracellular anti-cancer proteins in lymphocytes, and that this increased NK activity lasted for more than 7 days after the trip in both male and female subjects. In the present study, we investigated the effect of a day trip to a forest park on human NK activity in male subjects. Twelve healthy male subjects, aged 35-53 years, were selected after giving informed consent. The subjects experienced a day trip to a forest park in the suburbs of Tokyo. They walked for two hours in the morning and afternoon, respectively, in the forest park on Sunday. Blood and urine were sampled in the morning of the following day and 7 days after the trip, and the NK activity, numbers of NK and T cells, and granulysin, perforin, and granzyme A/B-expressing lymphocytes, the concentration of cortisol in blood samples, and the concentration of adrenaline in urine were measured. Similar measurements were made before the trip on a weekend day as the control. Phytoncide concentrations in the forest were measured. The day trip to the forest park significantly increased NK activity and the numbers of CD16(+) and CD56(+) NK cells, perforin, granulysin, and granzyme A/B-expressing NK cells and significantly decreased CD4(+) T cells, the concentrations of cortisol in the blood and adrenaline in urine. The increased NK activity lasted for 7 days after the trip. Phytoncides, such as isoprene, alpha-pinene, and beta-pinene, were detected in the forest air. These findings indicate that the day trip to the forest park also increased the NK activity, number of NK cells, and levels of intracellular anti-cancer proteins, and that this effect lasted for at least 7 days after the trip. Phytoncides released from trees and decreased stress hormone levels may partially contribute to the increased NK activity.
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Li, Q; Morimoto, K; Kobayashi, M; Inagaki, H; Katsumata, M; Hirata, Y; Hirata, K; Shimizu, T; Li, Y J; Wakayama, Y; Kawada, T; Ohira, T; Takayama, N; Kagawa, T; Miyazaki, Y
2008-01-01
We previously reported that forest bathing trips enhanced human NK activity, number of NK cells, and intracellular anti-cancer proteins in lymphocytes, and that the increased NK activity lasted for more than 7 days after the trip in male subjects. In the present study, we investigated the effect of forest bathing trip on human NK activity in female subjects. Thirteen healthy nurses, age 25-43 years, professional career 4-18 years, were selected with informed consent. The subjects experienced a three-day/two-night trip to forest fields. On day 1, the subjects walked for two hours in the afternoon in a forest field; on day 2, they walked for two hours each in the morning and afternoon in two different forest fields; and on day 3, the subjects finished the trip and returned to Tokyo after drawing blood and completing a questionnaire. Blood and urine were sampled on the second and third days during the trip, and on days 7 and 30 after the trip. NK activity, numbers of NK and T cells, and granulysin, perforin, and granzymes A/B-expressing lymphocytes in the blood samples, the concentrations of estradiol and progesterone in serum, and the concentrations of adrenaline and noradrenaline in urine were measured. Similar control measurements were made before the trip on a normal working day. The concentrations of phytoncides in the forests were measured. The forest bathing trip significantly increased NK activity and the numbers of NK, perforin, granulysin, and granzymes A/B-expressing cells and significantly decreased the percentage of T cells, and the concentrations of adrenaline and noradrenaline in urine. The increased NK activity lasted for more than 7 days after the trip. Phytoncides, such as alpha-pinene and beta-pinene were detected in forest air. These findings indicate that a forest bathing trip also increased NK activity, number of NK cells, and levels of intracellular anti-cancer proteins in female subjects, and that this effect lasted at least 7 days after the trip. Phytoncides released from trees and decreased stress hormone levels may partially contribute to the increased NK activity.
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Liao, Shengliang; Liu, Yan; Si, Hongyan; Xiao, Zhuanquan; Fan, Guorong; Chen, Shangxing; Wang, Peng; Wang, Zongde
2017-06-16
The development of a novel repellent plays an important role in the integrated control of Blattella germanica . A series of novel hydronopylformamides derivatives were synthesized from a naturally occurring compound (-)-β-pinene. The structures of these hydronopylformamides derivatives were characterized by Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (¹H-NMR and 13 C-NMR), and electron impact mass spectrometry (EI-MS). Repellency of these hydronopylformamides derivatives against Blattella germanica was evaluated by the using petri dish arena method. The results showed that four derivatives (compounds 8a , 8b , 8c and 8e ) exhibited repellency against Blattella germanica at a concentration of 20 mg/mL. Compound 8a was the most active compound among these derivatives, where the repelling ratios of compound 8a against Blattella germanica were 66.10%, 50.46%, 48.26%, at concentrations of 20 mg/mL, 10 mg/mL, and 5 mg/mL, respectively. In addition, compound 8a showed better repellency than the traditional insect repellent N , N -diethyl-3-methylbenzamide (DEET), which indicated that compound 8a had a good application prospect in the prevention of Blattella germanica . This research hopes to promote the value-added utilization of (-)-β-pinene and the development of novel German cockroach repellents.
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Uncertainties in SOA Formation from the Photooxidation of α-pinene
NASA Astrophysics Data System (ADS)
McVay, R.; Zhang, X.; Aumont, B.; Valorso, R.; Camredon, M.; La, S.; Seinfeld, J.
2015-12-01
Explicit chemical models such as GECKO-A (the Generator for Explicit Chemistry and Kinetics of Organics in the Atmosphere) enable detailed modeling of gas-phase photooxidation and secondary organic aerosol (SOA) formation. Comparison between these explicit models and chamber experiments can provide insight into processes that are missing or unknown in these models. GECKO-A is used to model seven SOA formation experiments from α-pinene photooxidation conducted at varying seed particle concentrations with varying oxidation rates. We investigate various physical and chemical processes to evaluate the extent of agreement between the experiments and the model predictions. We examine the effect of vapor wall loss on SOA formation and how the importance of this effect changes at different oxidation rates. Proposed gas-phase autoxidation mechanisms are shown to significantly affect SOA predictions. The potential effects of particle-phase dimerization and condensed-phase photolysis are investigated. We demonstrate the extent to which SOA predictions in the α-pinene photooxidation system depend on uncertainties in the chemical mechanism.
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Wei, Jian-Rong; Lu, Xi-Ping; Jiang, Li
2013-01-01
Anopiophora glabripennis (Motsch.) (Coleoptera: Cerambycidae) is a destructive woodborer, attacking many species of deciduous hardwood trees. Apriona swainsoni (Hope) (Coleoptera: Cerambycidae) is a woodborer of Sophora japonica L. (Angiospermae: Fabaceae). Dastarcus helophoroides (Fairmaire) (Coleoptera: Bothrideridae) is an important natural enemy of both Cerambycid species in China. Kairomones for two populations of D. helophoroides that parasitize A. glabripennis and A. swainsoni respectively were studied. Based on identification and quantification of volatiles from larval frass produced by A. glabripennis and A. swainsoni, monoterpenes were selected to test their kairomonal activity to both populations of D. helophoroides adults using a Y-tube olfactometer. The results indicated that (S)-(-)-limonene served as a kairomone for the population of D. helophoroides parasitized A. glabripennis. α-pinene, (IR)-(+)-αpinene and (+)-β-pinene were attractive to the population of D. helophoroides parasitized A. swainsoni. The results provide information about the co-evolution of D. helophoroides, its host, and host-food trees. PMID:23906184
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Anti-quorum sensing activity of essential oils from Colombian plants.
Jaramillo-Colorado, Beatriz; Olivero-Verbel, Jesus; Stashenko, Elena E; Wagner-Döbler, Irene; Kunze, Brigitte
2012-01-01
Essential oils from Colombian plants were characterised by GC-MS, and assayed for anti-quorum sensing activity in bacteria sensor strains. Two major chemotypes were found for Lippia alba, the limonene-carvone and the citral (geranial-neral). For other species, the main components included α-pinene (Ocotea sp.), β-pinene (Swinglea glutinosa), cineol (Elettaria cardamomun), α-zingiberene (Zingiber officinale) and pulegone (Minthostachys mollis). Several essential oils presented promising inhibitory properties for the short chain AHL quorum sensing (QS) system, in Escherichia coli containing the biosensor plasmid pJBA132, in particular Lippia alba. Moderate activity as anti-QS using the same plasmid, were also found for selected constituents of essential oils studied here, such as citral, carvone and α-pinene, although solely at the highest tested concentration (250 µg mL(-1)). Only citral presented some activity for the long chain AHL QS system, in Pseudomonas putida containing the plasmid pRK-C12. In short, essential oils from Colombian flora have promising properties as QS modulators.
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Ghaffari, Zahra; Rahimmalek, Mehdi; Sabzalian, Mohammad R
2018-06-01
Essential oil (EO) composition, phenolic content, and antioxidant activity were investigated in 17 P. abrotanoides populations collected from different geographical regions in Iran. The highest (3.61%) and lowest (1.25%) essential oil yields were measured in populations from Semnan Province (PSESM 2 ) and PISKS from Isfahan Province, respectively. GC/MS analysis identified camphor (4.05 - 35.94%), 1,8-cineole (7.15 - 24.34%), borneol (0 - 21.75%), and α-pinene (2.05 - 10.33%) as the main constituents of Perovskia essential oil. Cluster analysis classified the studied populations into four different groups: (I) high camphene, (II) high camphor/1,8-cineole, (III) high borneol/δ-3-carene, and (IV) high α-cadinol/trans-caryophyllene. The highest flavonoid and phenolic contents were detected in PISAK from Isfahan Province (4.09 ± 0.05 mgQE/gDW, 58.51 ± 1.63 mgGAE/gDW) and PKRGS from Khorasan Province (3.80 ± 0.002 mgQE/gDW, 66.86 ± 0.002 mgGAE/gDW). DPPH and reducing power activity model systems identified PMASA and PKRKL as the populations with the highest antioxidant activity. Finally, the data obtained represented valuable information for introducing elite populations with EO components favorable to pharmaceutical and industrial applications. © 2018 Wiley-VHCA AG, Zurich, Switzerland.
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Montes, María; Veiga, María C; Kennes, Christian
2012-02-20
Recently, research on the use of binary aqueous-organic liquid phase systems for the treatment of polluted air has significantly increased. This paper reports the removal of α-pinene from a waste air stream in a continuous stirred tank bioreactor (CSTB), using either a single-liquid aqueous phase or a mixed aqueous-organic liquid phase. The influence of gas flow rate, load and pollutant concentration was evaluated as well as the effect of the organic to aqueous phase ratio. Continuous experiments were carried out at different inlet α-pinene concentrations, ranging between 0.03 and 25.1 g m⁻³ and at four different flow rates, corresponding to residence times (RTs) of 120 s, 60 s, 36 s and 26 s. The maximum elimination capacities (ECs) reached in the CSTB were 382 g m⁻³ h⁻¹ (without silicone oil) and 608 g m⁻³ h⁻¹ (with 5%v/v silicone oil), corresponding to a 1.6-fold improvement using an aqueous-organic liquid phase. During shock-loads experiments, the performance and stability of the CSTB were enhanced with 5% silicone oil, quickly recovering almost 100% removal efficiency (RE), when pre-shock conditions were restored. The addition of silicone oil acted as a buffer for high α-pinene loads, showing a more stable behaviour in the case of two-liquid-phase systems. Copyright © 2011 Elsevier B.V. All rights reserved.
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Enantioselective comprehensive two-dimensional gas chromatography of lavender essential oil.
Krupčík, Ján; Gorovenko, Roman; Špánik, Ivan; Armstrong, Daniel W; Sandra, Pat
2016-12-01
The enantiomeric composition of several chiral markers in lavender essential oil was studied by flow modulated comprehensive two-dimensional gas chromatography operated in the reverse flow mode and hyphenated to flame ionization and quadrupole mass spectrometric detection. Two capillary column series were used in this study, 2,3-di-O-ethyl-6-O-tert-butyldimethylsilyl-β-cyclodextrin or 2,3,6-tri-O-methyl-β-cyclodextrin, as the chiral column in the first dimension and α polyethylene glycol column in the second dimension. Combining the chromatographic data obtained on these column series, the enantiomeric and excess ratios for α-pinene, β-pinene, camphor, lavandulol, borneol, and terpinen-4-ol were determined. This maybe a possible route to assess the authenticity of lavender essential oil. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Antitumor effect of the essential oil from leaves of Guatteria pogonopus (Annonaceae).
do N Fontes, José Eraldo; Ferraz, Rosana P C; Britto, Anny C S; Carvalho, Adriana A; Moraes, Manoel O; Pessoa, Claudia; Costa, Emmanoel V; Bezerra, Daniel P
2013-04-01
Guatteria pogonopus Martius, a plant belonging to the Annonaceae family, is found in the remaining Brazilian Atlantic Forest. In this study, the chemical composition and antitumor effects of the essential oil isolated from leaves of G. pogonopus was investigated. The chemical composition of the oil was determined by GC-FID and GC/MS analyses. The in vitro cytotoxicity was evaluated against three different tumor cell lines (OVCAR-8, NCI-H358M, and PC-3M), and the in vivo antitumor activity was tested in mice bearing sarcoma 180 tumor. A total of 29 compounds was identified and quantified in the oil. The major compounds were γ-patchoulene (13.55%), (E)-caryophyllene (11.36%), β-pinene (10.37%), germacrene D (6.72%), bicyclogermacrene (5.97%), α-pinene (5.33%), and germacrene B (4.69%). The essential oil, but neither (E)-caryophyllene nor β-pinene, displayed in vitro cytotoxicity against all three tumor cell lines tested. The obtained average IC50 values ranged from 3.8 to 20.8 μg/ml. The lowest and highest values were obtained against the NCI-H358M and the OVCAR-8 cell lines, respectively. The in vivo tumor-growth-inhibition rates in the tumor-bearing mice treated with essential oil (50 and 100 mg/kg/d) were 25.3 and 42.6%, respectively. Hence, the essential oil showed significant in vitro and in vivo antitumor activity. Copyright © 2013 Verlag Helvetica Chimica Acta AG, Zürich.
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Basin-scale observations of isoprene and monoterpenes in the Arctic and Atlantic Oceans
NASA Astrophysics Data System (ADS)
Carpenter, L.; Hackenberg, S.; Andrews, S.; Minaeian, J.; Chance, R.; Arnold, S.; Spracklen, D. V.; Walker, H.; Brewin, R. J.; Tarran, G.; Tilstone, G.; Small, A.; Bouman, H. A.
2016-12-01
We report surface ocean concentrations, atmospheric mixing ratios and calculated sea-to-air fluxes of isoprene and six monoterpenes (α- and β-pinene, myrcene, Δ 3-carene, ocimene, and limonene) spanning approximately 130 degrees of latitude (80 °N- 50 °S) in the Arctic and Atlantic Oceans. Oceanic isoprene concentrations showed covariance with a number of concurrently monitored biological parameters, and these relationships were dependent on sea surface temperatures. Parameterisations of isoprene seawater concentrations based on linear regression analyses of these relationships perform well for Arctic and Atlantic data. Levels of all monoterpenes were generally low, with oceanic concentrations ranging from below the detection limit of <1 pmol L-1 to 5 pmol L-1 . In air, monoterpene mixing ratios varied from below the detection limit ( 1 pptv) to 5 pptv, after careful filtering for ship-related contamination. Unlike in previous studies, no clear trends or relationships of the monoterpenes with biological data were found. Limonene showed generally the highest levels in water (up to 84 pmol L-1 in the Atlantic Ocean) and air; however this was attributed mostly to shipborne contamination. We calculate global sea-air fluxes of isoprene and monoterpenes based on this data and compare to previous estimates.
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Bayala, Bagora; Bassole, Imaël Henri Nestor; Gnoula, Charlemagne; Nebie, Roger; Yonli, Albert; Morel, Laurent; Figueredo, Gilles; Nikiema, Jean-Baptiste; Lobaccaro, Jean-Marc A.; Simpore, Jacques
2014-01-01
This research highlights the chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils from leaves of Ocimum basilicum, Ocimum americanum, Hyptis spicigera, Lippia multiflora, Ageratum conyzoides, Eucalyptus camaldulensis and Zingiber officinale. Essential oils were analyzed by gas chromatography–mass spectrometry and gas chromatography–flame ionization detector. Major constituents were α-terpineol (59.78%) and β-caryophyllene (10.54%) for Ocimum basilicum; 1, 8-cineol (31.22%), camphor (12.730%), α-pinene (6.87%) and trans α-bergamotene (5.32%) for Ocimum americanum; β-caryophyllene (21%), α-pinene (20.11%), sabinene (10.26%), β-pinene (9.22%) and α-phellandrene (7.03%) for Hyptis spicigera; p-cymene (25.27%), β-caryophyllene (12.70%), thymol (11.88), γ-terpinene (9.17%) and thymyle acetate (7.64%) for Lippia multiflora; precocene (82.10%)for Ageratum conyzoides; eucalyptol (59.55%), α-pinene (9.17%) and limonene (8.76%) for Eucalyptus camaldulensis; arcurcumene (16.67%), camphene (12.70%), zingiberene (8.40%), β-bisabolene (7.83%) and β-sesquiphellandrène (5.34%) for Zingiber officinale. Antioxidant activities were examined using 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) methods. O. basilicum and L. multiflora exhibited the highest antioxidant activity in DPPH and ABTS tests, respectively. Anti-inflammatory properties were evaluated by measuring the inhibition of lipoxygenase activity and essential oil of Z. officinale was the most active. Anti-proliferative effect was assayed by the measurement of MTT on LNCaP and PC-3 prostate cancer cell lines, and SF-763 and SF-767 glioblastoma cell lines. Essential oils from A. conyzoides and L. multiflora were the most active on LNCaP and PC-3 cell lines, respectively. The SF-767 glioblastoma cell line was the most sensitive to O. basilicum and L. multiflora EOs while essential oil of A. conyzoides showed the highest activity on SF-763 cells. Altogether these results justify the use of these plants in traditional medicine in Burkina Faso and open a new field of investigation in the characterization of the molecules involved in anti-proliferative processes. PMID:24662935
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Bayala, Bagora; Bassole, Imaël Henri Nestor; Gnoula, Charlemagne; Nebie, Roger; Yonli, Albert; Morel, Laurent; Figueredo, Gilles; Nikiema, Jean-Baptiste; Lobaccaro, Jean-Marc A; Simpore, Jacques
2014-01-01
This research highlights the chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils from leaves of Ocimum basilicum, Ocimum americanum, Hyptis spicigera, Lippia multiflora, Ageratum conyzoides, Eucalyptus camaldulensis and Zingiber officinale. Essential oils were analyzed by gas chromatography-mass spectrometry and gas chromatography-flame ionization detector. Major constituents were α-terpineol (59.78%) and β-caryophyllene (10.54%) for Ocimum basilicum; 1, 8-cineol (31.22%), camphor (12.730%), α-pinene (6.87%) and trans α-bergamotene (5.32%) for Ocimum americanum; β-caryophyllene (21%), α-pinene (20.11%), sabinene (10.26%), β-pinene (9.22%) and α-phellandrene (7.03%) for Hyptis spicigera; p-cymene (25.27%), β-caryophyllene (12.70%), thymol (11.88), γ-terpinene (9.17%) and thymyle acetate (7.64%) for Lippia multiflora; precocene (82.10%)for Ageratum conyzoides; eucalyptol (59.55%), α-pinene (9.17%) and limonene (8.76%) for Eucalyptus camaldulensis; arcurcumene (16.67%), camphene (12.70%), zingiberene (8.40%), β-bisabolene (7.83%) and β-sesquiphellandrène (5.34%) for Zingiber officinale. Antioxidant activities were examined using 1,1-diphenyl-2-picryl-hydrazyl (DPPH) and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) methods. O. basilicum and L. multiflora exhibited the highest antioxidant activity in DPPH and ABTS tests, respectively. Anti-inflammatory properties were evaluated by measuring the inhibition of lipoxygenase activity and essential oil of Z. officinale was the most active. Anti-proliferative effect was assayed by the measurement of MTT on LNCaP and PC-3 prostate cancer cell lines, and SF-763 and SF-767 glioblastoma cell lines. Essential oils from A. conyzoides and L. multiflora were the most active on LNCaP and PC-3 cell lines, respectively. The SF-767 glioblastoma cell line was the most sensitive to O. basilicum and L. multiflora EOs while essential oil of A. conyzoides showed the highest activity on SF-763 cells. Altogether these results justify the use of these plants in traditional medicine in Burkina Faso and open a new field of investigation in the characterization of the molecules involved in anti-proliferative processes.
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Insights into molecular architecture of terpenes using small angle neutron scattering
NASA Astrophysics Data System (ADS)
Rai, Durgesh K.; Annamraju, Aparna; Pingali, Sai Venkatesh; O'Neill, Hugh M.; Mewalal, Ritesh; Gunter, Lee E.; Tuskan, Gerald A.
Understanding macromolecular architectures is vital to engineering prospective terpene candidates for advanced biofuels. Eucalyptus plants store terpenes in specialized cavity-like structures in the leaves called oil glands, which comprises of volatile (VTs) and non-volatile (NVTs) terpenes. Using small-angle neutron scattering, we have investigated the structure and phase behavior of the supramolecular assembly formed by Geranyl beta-D-glucoside (GDG), a NVT and compare the results with that of beta-octyl glucoside (BOG). The formation of micellar structures was observed in the concentration range of 0.5-5 v/v% in water using small angle neutron scattering (SANS) where Schultz sphere model was used in quantifying structural parameters of micelles. SANS studies determine that GDG and BOG behave like amphiphiles forming micellar structures in aqueous solution. The micelles swell upon addition of alpha-Pinene (AP) indicating partition to the core region of the micelles. The general behavior of the micellar growth after partitioning of AP to form thermodynamically stable sizes varies with the NVT concentration. Our studies reveal that the presence of steric hindrance in the GDG via the unsaturated bonds could help stabilize VTs inside the oil glands. LDRD project LOIS ID 7428, SNS, CSMB, HFIR, ORNL, DOE Office of Science User Facilities.
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Microbiological Transformation of Terpenes
Prema, B. R.; Bhattacharyya, P. K.
1962-01-01
Several strains of fungi were tested for their ability to metabolize α-pinene in shake cultures. A strain of Aspergillus niger showing marked efficiency in this respect was selected for further studies. The optimal conditions for fermentation were established with respect to substrate concentration, time, and temperature. From the fermentation products three major metabolites of α-pinene were isolated: a ketone, C10H14O, identified as d-verbenone; an alcohol, C10H16O, identified as d-cis-verbenol; and a crystalline diol, C10H18O2, characterized as d-trans-sobrerol. PMID:16349625
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Isomerization of α-pinene in the terpentin oil with TCA/Natural Zeolite using microwave irradiation
NASA Astrophysics Data System (ADS)
Wijayati, N.; Supartono; Kusumastuti, E.
2018-04-01
The catalytic potensial of trichloroacetic acid (TCA)//Natural Zeolite in the isomerization of α-pinene in the terpentin oil was investigated. The purpose of this study is to investigate the influence of the power of microvawe on activity and selectivity of catalyst. The main product were champhene, terpinene, limonene, p-cymene, and terpinolene. The highest selectivity was 28.26% with a conversion of 23.25%, whereas the higher conversion was 98.99% with selectivity of 16.90% at room temperature using power of microwave 640 W.
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Chemotypes of essential oil of unripe galls of Pistacia atlantica Desf. from Algeria.
Sifi, Ibrahim; Gourine, Nadhir; Gaydou, Emile M; Yousfi, Mohamed
2015-01-01
The essential oils (EOs) of unripe galls (from male and female plants) of a total number of 52 samples of Pistacia atlantica collected from different regions in Algeria were analysed by GC/MS and GC. The yields of the extraction of the EO by hydrodistillation vary from low to high values (0.08-1.89% v/w). The results of both methods of principal component analysis and hierarchical ascendant classification revealed the presence of two different chemotypes: α-pinene chemotype and α-pinene/sabinene/terpinen-4-ol chemotype.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Lehtinen, Jenni, E-mail: jenni.k.lehtinen@jyu.fi; Tolvanen, Outi; Nivukoski, Ulla
Highlights: ► Odorous VOCs: acetic acid, 2,3-butanedione, ethyl acetate, alpha-pinene and limonene. ► VOC concentrations did not exceed occupational exposure limit concentrations. ► 2,3-Butanedione as the health effecting compound is discussed. ► Endotoxin concentrations may cause health problems in waste treatment. - Abstract: Factors affecting occupational hygiene were measured at the solid waste transferring plant at Hyvinkää and at the optic separation plant in Hämeenlinna. Measurements consisted of volatile organic compounds (VOCs) and bioaerosols including microbes, dust and endotoxins. The most abundant compounds in both of the plants were aliphatic and aromatic hydrocarbons, esters of carboxylic acids, ketones and terpenes.more » In terms of odour generation, the most important emissions were acetic acid, 2,3-butanedione, ethyl acetate, alpha-pinene and limonene due to their low threshold odour concentrations. At the optic waste separation plant, limonene occurred at the highest concentration of all single compounds of identified VOCs. The concentration of any single volatile organic compound did not exceed the occupational exposure limit (OEL) concentration. However, 2,3-butanedione as a health risk compound is discussed based on recent scientific findings linking it to lung disease. Microbe and dust concentrations were low at the waste transferring plant. Only endotoxin concentrations may cause health problems; the average concentration inside the plant was 425 EU/m{sup 3} which clearly exceeded the threshold value of 90 EU/m{sup 3}. In the wheel loader cabin the endotoxin concentrations were below 1 EU/m{sup 3}. High microbial and endotoxin concentrations were measured in the processing hall at the optic waste separation plant. The average concentration of endotoxins was found to be 10,980 EU/m{sup 3}, a concentration which may cause health risks. Concentrations of viable fungi were quite high in few measurements in the control room. The most problematic factor was endotoxins whose average measured concentrations was 4853 EU/m{sup 3}.« less
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Pinenes: Abundant and Renewable Building Blocks for a Variety of Sustainable Polymers.
Winnacker, Malte
2018-05-14
Pinenes - a group of monoterpenes containing a double bond - are very suitable renewable building blocks for a variety of sustainable polymers and materials. Their abundance from mainly non-edible parts of plants as well as the feasibility to isolate them render these compounds unique amongst the variety of biomass that is utilizable for novel materials. Accordingly, their use for the synthesis of biobased polymers has been investigated intensively, and strong progress has been made with this especially within the past 2-3 years. Direct cationic or radical polymerization via the double bonds as well as polymerization upon their further functionalization can afford a variety of sustainable polymers suitable for many applications, which is summarized in this article. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Characterization of emissions composition for selected household products available in Korea.
Kwon, Ki-Dong; Jo, Wan-Kuen; Lim, Ho-Jin; Jeong, Woo-Sik
2007-09-05
The present study investigated the emission composition for 59 household products currently sold in Korea, using a headspace analysis. The chemical composition and concentrations of total volatile organic compounds (VOCs) broadly varied along with products, even within the same product category. Up to 1-17 organic compounds were detected in the headspace gas phase of any one of the products. The chemical composition of certain household products determined in the current study was different from that of other studies from other countries. Between 4 and 37 compounds were detected in the headspace gas phase of each product class. Several compounds were identified in more than one product class. Of the 59 household products analyzed, 58 emitted one or more of the 72 compounds at chromatographic peak areas above 10(4). There were 11 analytes which occurred with a frequency of more than 10%: limonene (44.2%), ethanol (30.5%), acetone (18.6%), alpha-pinene (18.6%), o,m,p-xylenes (18.6%), decane (17.0%), toluene (17.0%), beta-myrcene (11.9%), ammonia (10.2%), ethylbenzene (10.2%), and hexane (10.2%).
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Bojović, Srdjan; Nikolić, Biljana; Ristić, Mihailo; Orlović, Saša; Veselinović, Milorad; Rakonjac, Ljubinko; Dražić, Dragana
2011-09-01
The particular significance of the whitebark pine (Pinus heldreichii Christ.) stems from the fact that it is a tertiary relict and Balkanic subendemite covering a very narrow and intermittent area in Serbia. A representative pool of 48 adult trees originating from three populations, one recently discovered natural (Population I) and two planted populations (Populations II and III) was investigated in order to evaluate the intra- and interpopulation variability of the essential oil of the complete fund of P. heldreichii in Serbia. In the pine-needle-terpene profile, 104 compounds were detected, 84 of which could be identified. Among the essential-oil constituents, monoterpenes and sesquiterpenes dominated, comprising ca. 90% of the essential oil. The terpenic profile of Population I was characterized by a predominance of monoterpenes (e.g., limonene (1), α-pinene, and Δ(3) -carene (4)), while sesquiterpenes (e.g., germacrene D (2) and β-caryophyllene (3)) obviously preponderated in the profile of Populations II and III. This study also demonstrated that the abundance of whitebark pines in Serbia had significantly changed over the last few decades. The number of individuals in the natural population had increased, while the number of individuals in the planted populations had decreased. Today, the whitebark pine fund in Serbia comprises less than 250 trees. 2011 Verlag Helvetica Chimica Acta AG, Zürich.
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NASA Astrophysics Data System (ADS)
Ye, Q.; Robinson, E. S.; Mahfouz, N.; Sullivan, R. C.; Donahue, N. M.
2016-12-01
Secondary organic aerosols (SOA) dominate the mass of fine particles in the atmosphere. Their formation involves both oxidation of volatile organics from various sources that produce products with uncertain volatilities, and diffusion of these products into the condensed phase. Therefore, constraining volatility distribution and diffusion timescales of the constituents in SOA are important in predicting size, concentration and composition of SOA, as well as how these properties of SOA evolve in the atmosphere. In this work, we demonstrate how carefully designed laboratory isothermal dilution experiments in smog chambers can shed light into the volatility distribution and any diffusion barriers of common types of SOA over time scales relevant to atmospheric transport and diurnal cycling. We choose SOA made from mono-terpenes (alpha-pinene and limonene) and toluene to represent biogenic and anthropogenic SOA. We look into how moisture content can alter any evaporation behaviors of SOA by varying relative humidity during SOA generation and during dilution process. This provides insight into whether diffusion in the condensed phase is rate limiting in reaching gas/particle equilibrium of semi-volatile organic compounds. Our preliminary results show that SOA from alpha-pinene evaporates continuously over several hours of experiments, and there is no substantial discernible differences over wide ranges of the chamber humidity. SOA from toluene oxidation shows slower evaporation. We fit these experimental data using absorptive partitioning theory and a particle dynamic model to obtain volatility distributions and to predict particle size evolution. This in the end will help us to improve representation of SOA in large scale chemical transport models.
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Filipowicz, Natalia; Piotrowski, Arkadiusz; Ochocka, J Renata; Asztemborska, Monika
2006-07-01
Juniperus communis L. (= J. communis var. communis) and Juniperus nana Willd. (= J. communis var. SAXATILIS) are subspecies of juniper. J. communis grows widely in both hemispheres, primarily in lower elevations while J. nana is mainly observed in high mountains. Although they can be distinguished by morphological features, it is not known whether they are genetically and phytochemically distinct entities. We aimed to check whether it is possible to distinguish these two plants (i) by pharmaceutically important chemical traits and (ii) on the basis of intraspecifically highly polymorphic fragment of chloroplast DNA. We used GC with achiral as well as with enantioselective stationary phase columns to identify the main monoterpenes of the essential oil. Sequence analysis of the TRNL (UAA)- TRNF (GAA) intergenic spacer of the chloroplast genome was used as a genetic marker of taxonomic identity between these two subspecies. The chromatographic analysis showed the existence of three chemical races - the alpha-pinene type, the sabinene type and one with intermediate contents of these terpenes among both J. communis and J. nana. Surprisingly, sequence analysis of TRNL (UAA)- TRNF (GAA) revealed 100 % similarity between the common and the dwarf juniper. Thus, the monoterpene pattern is related to geographical origin, and not to the species identity. We suggest that the three chemical races identified in the present study should be considered as separate sources of pharmaceutical raw material. Our results demonstrate that the contents of alpha-pinene and sabinene may be applied as a quick diagnostic test for preliminary evaluation of plant material.
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NASA Astrophysics Data System (ADS)
Zhang, Y. Y.; Müller, L.; Winterhalter, R.; Moortgat, G. K.; Hoffmann, T.; Pöschl, U.
2010-08-01
Filter samples of fine and coarse air particulate matter (PM) collected over a period of one year in central Europe (Mainz, Germany) were analyzed for water-soluble organic compounds (WSOCs), including the α- and β-pinene oxidation products pinic acid, pinonic acid and 3-methyl-1,2,3-butanetricarboxylic acid (3-MBTCA), as well as a variety of dicarboxylic acids and nitrophenols. Seasonal variations and other characteristic features in fine, coarse, and total PM (TSP) are discussed with regard to aerosol sources and sinks in comparison to data from other studies and regions. The ratios of adipic acid and phthalic acid to azelaic acid indicate that the investigated aerosol samples were mainly influenced by biogenic sources. A strong Arrhenius-type correlation was found between the 3-MBTCA concentration and inverse temperature (R2 = 0.79, n = 52, Ea = 126 ± 10 kJ mol-1, temperature range 275-300 K). Model calculations suggest that the temperature dependence observed for 3-MBTCA can be explained by enhanced photochemical production due to an increase of hydroxyl radical (OH) concentration with increasing temperature, whereas the influence of gas-particle partitioning appears to play a minor role. The results indicate that the OH-initiated oxidation of pinonic acid is the rate-limiting step in the formation of 3-MBTCA, and that 3-MBTCA may be a suitable tracer for the chemical aging of biogenic secondary organic aerosol (SOA) by OH radicals. An Arrhenius-type temperature dependence was also observed for the concentration of pinic acid (R2 = 0.60, n = 56, Ea = 84 ± 9 kJ mol-1); it can be tentatively explained by the temperature dependence of biogenic pinene emission as the rate-limiting step of pinic acid formation.
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NASA Astrophysics Data System (ADS)
Zhang, Y.; Müller, L.; Winterhalter, R.; Moortgat, G. K.; Hoffmann, T.; Pöschl, U.
2010-05-01
Filter samples of fine and coarse air particulate matter (PM) collected over a period of one year in central Europe (Mainz, Germany) were analyzed for water-soluble organic compounds (WSOCs), including the α- and β-pinene oxidation products pinic acid, pinonic acid and 3-methyl-1,2,3-butanetricarboxylic acid (3-MBTCA), as well as a variety of dicarboxylic acids and nitrophenols. Seasonal variations and other characteristic features in fine, coarse, and total PM (TSP) are discussed with regard to aerosol sources and sinks in comparison to data from other studies and regions. The ratios of adipic acid and phthalic acid to azelaic acid indicate that the investigated samples were mainly influenced by biogenic sources. A strong Arrhenius-type correlation was found between the 3-MBTCA concentration and inverse temperature (R2=0.79, n=52, Ea=126±10 kJ mol-1, temperature range 275-300 K). Model calculations suggest that the temperature dependence observed for 3-MBTCA can be explained by enhanced photochemical production due to an increase of hydroxyl radical (OH) concentration with increasing temperature, whereas the influence of gas-particle partitioning appears to play a minor role. The results indicate that the OH-initiated oxidation of pinonic acid is the rate-limiting step in the formation of 3-MBTCA, and that 3-MBTCA may be a suitable tracer for the chemical aging of biogenic secondary organic aerosol (SOA) by OH radicals. An Arrhenius-type temperature dependence was also observed for the concentration of pinic acid (R2=0.60, n=56, Ea=84±9 kJ mol-1); it can be tentatively explained by the temperature dependence of biogenic pinene emission as the rate-limiting step of pinic acid formation.
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Friedman, Beth; Brophy, Patrick; Brune, William H; Farmer, Delphine K
2016-02-02
In order to probe how anthropogenic pollutants can impact the atmospheric oxidation of biogenic emissions, we investigated how sulfur dioxide (SO2) perturbations impact the oxidation of two monoterpenes, α-and β-pinene. We used chemical ionization mass spectrometry to examine changes in both individual molecules and gas-phase bulk properties of oxidation products as a function of SO2 addition. SO2 perturbations impacted the oxidation systems of α-and β-pinene, leading to an ensemble of products with a lesser degree of oxygenation than unperturbed systems. These changes may be due to shifts in the OH:HO2 ratio from SO2 oxidation and/or to SO3 reacting directly with organic molecules. Van Krevelen diagrams suggest a shift from gas-phase functionalization by alcohol/peroxide groups to functionalization by carboxylic acid or carbonyl groups, consistent with a decreased OH:HO2 ratio. Increasing relative humidity dampens the impact of the perturbation. This decrease in oxygenation may impact secondary organic aerosol formation in regions dominated by biogenic emissions with nearby SO2 sources. We observed sulfur-containing organic compounds following SO2 perturbations of monoterpene oxidation; whether these are the result of photochemistry or an instrumental artifact from ion-molecule clustering remains uncertain. However, our results demonstrate that the two monoterpene isomers produce unique suites of oxidation products.
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NASA Astrophysics Data System (ADS)
Ignatius, Karoliina; Kristensen, Thomas B.; Järvinen, Emma; Nichman, Leonid; Fuchs, Claudia; Gordon, Hamish; Herenz, Paul; Hoyle, Christopher R.; Duplissy, Jonathan; Garimella, Sarvesh; Dias, Antonio; Frege, Carla; Höppel, Niko; Tröstl, Jasmin; Wagner, Robert; Yan, Chao; Amorim, Antonio; Baltensperger, Urs; Curtius, Joachim; Donahue, Neil M.; Gallagher, Martin W.; Kirkby, Jasper; Kulmala, Markku; Möhler, Ottmar; Saathoff, Harald; Schnaiter, Martin; Tomé, Antonio; Virtanen, Annele; Worsnop, Douglas; Stratmann, Frank
2016-05-01
There are strong indications that particles containing secondary organic aerosol (SOA) exhibit amorphous solid or semi-solid phase states in the atmosphere. This may facilitate heterogeneous ice nucleation and thus influence cloud properties. However, experimental ice nucleation studies of biogenic SOA are scarce. Here, we investigated the ice nucleation ability of viscous SOA particles. The SOA particles were produced from the ozone initiated oxidation of α-pinene in an aerosol chamber at temperatures in the range from -38 to -10 °C at 5-15 % relative humidity with respect to water to ensure their formation in a highly viscous phase state, i.e. semi-solid or glassy. The ice nucleation ability of SOA particles with different sizes was investigated with a new continuous flow diffusion chamber. For the first time, we observed heterogeneous ice nucleation of viscous α-pinene SOA for ice saturation ratios between 1.3 and 1.4 significantly below the homogeneous freezing limit. The maximum frozen fractions found at temperatures between -39.0 and -37.2 °C ranged from 6 to 20 % and did not depend on the particle surface area. Global modelling of monoterpene SOA particles suggests that viscous biogenic SOA particles are indeed present in regions where cirrus cloud formation takes place. Hence, they could make up an important contribution to the global ice nucleating particle budget.
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Pontin, Mariela; Bottini, Rubén; Burba, José Luis; Piccoli, Patricia
2015-07-01
This study investigated terpene biosynthesis in different tissues (root, protobulb, leaf sheath and blade) of in vitro-grown garlic plants either infected or not (control) with Sclerotium cepivorum, the causative agent of Allium White Rot disease. The terpenes identified by gas chromatography-electron impact mass spectrometry (GC-EIMS) in infected plants were nerolidol, phytol, squalene, α-pinene, terpinolene, limonene, 1,8-cineole and γ-terpinene, whose levels significantly increased when exposed to the fungus. Consistent with this, an increase in terpene synthase (TPS) activity was measured in infected plants. Among the terpenes identified, nerolidol, α-pinene and terpinolene were the most abundant with antifungal activity against S. cepivorum being assessed in vitro by mycelium growth inhibition. Nerolidol and terpinolene significantly reduced sclerotia production, while α-pinene stimulated it in a concentration-dependent manner. Parallel to fungal growth inhibition, electron microscopy observations established morphological alterations in the hyphae exposed to terpinolene and nerolidol. Differences in hyphal EtBr uptake suggested that one of the antifungal mechanisms of nerolidol and terpinolene might be disruption of fungal membrane integrity. Copyright © 2015 Elsevier Ltd. All rights reserved.
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NASA Astrophysics Data System (ADS)
Heiden, A. C.; Kobel, K.; Komenda, M.; Koppmann, R.; Shao, M.; Wildt, J.
The emission of toluene from different plants was observed in continuously stirred tank reactors and in field measurements. For plants growing without stress, emission rates were low and ranged from the detection limit up to 2·10-16 mol·cm-2·s-1. Under conditions of stress, the emission rates exceeded 10-14 mol·cm-2·s-1. Exposure of sunflower (Helianthus annuus L. cv. Gigantheus) to 13CO2 resulted in 13C-labeling of the emitted toluene on a time scale of hours. Although no biochemical pathway for the production of toluene is known, these results indicate that toluene is synthesized by the plants. The emission rates of toluene from sunflower are dependent on nutrient supply and wounding. Since α-pinene emission rates are also influenced by these factors, toluene and α-pinene emissions show a high correlation. During pathogen attack on Scots pines (Pinus sylvestris L.) significant toluene emissions were observed. In this case emissions of toluene and α-pinene also show a good correlation. Toluene emissions were also found in field experiments with pines using branch enclosures.
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Carrasco, Alejandro; Martinez-Gutierrez, Ramiro; Tomas, Virginia; Tudela, Jose
2018-01-01
The compositions of essential oils (EOs) from Spanish marjoram (Thymus mastichina L.) grown in several bioclimatic zones of Murcia (SE Spain) were studied to determine their absolute and relative concentrations using gas chromatography-mass spectrometry. 1,8-Cineole and linalool were the main components, followed by α-pinene, β-pinene and α-terpineol. (–)-Linalool, (+)-α-terpineol and (+)-α-pinene were the most abundant enantiomers. When the antioxidant capacities of T. mastichina EOs and their compounds were measured by five methods, EOs and linalool, linalyl acetate, α-terpinene and γ-terpinene, among others, showed antioxidant activities. All four T. mastichina EOs inhibited both lipoxygenase and acetylcholinesterase activities, and they might be useful for further research into inflammatory and Alzheimer diseases. Bornyl acetate and limonene showed the highest lipoxygenase inhibition and 1,8-cineole was the best acetylcholinesterase inhibitor. Moreover, these EOs inhibited the growth of Escherichia coli, Staphylococcus aureus and Candida albicans due to the contribution of their individual compounds. The results underline the potential use of these EOs in manufactured products, such as foodstuff, cosmetics and pharmaceuticals. PMID:29304179
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Kokoska, Ladislav; Urbanova, Klara; Kloucek, Pavel; Nedorostova, Lenka; Polesna, Lucie; Malik, Jan; Jiros, Pavel; Havlik, Jaroslav; Vadlejch, Jaroslav; Valterova, Irena
2012-01-01
In this study, we analyzed the chemical composition of volatile oils hydrodistilled from seeds of Consolida regalis, Delphinium elatum, Nigella hispanica, and N. nigellastrum using GC and GC/MS. In C. regalis, octadecenoic (77.79%) and hexadecanoic acid (8.34%) were the main constituents. Similarly, the oils from D. elatum and N. hispanica seeds consisted chiefly of octadecadienoic (42.83 and 35.58%, resp.), hexadecanoic (23.87 and 28.59%, resp.), and octadecenoic acid (21.67 and 19.76%, resp.). Contrastingly, the monoterpene hydrocarbons α-pinene (34.67%) and β-pinene (36.42%) were the main components of N. nigellastrum essential oil. Our results confirm the presence of essential oils in the family Ranunculaceae and suggest chemotaxonomical relationships within the representatives of the genera Consolida, Delphinium, and Nigella. In addition, the presence of various bioactive constituents such as linoleic acid, (-)-β-pinene, squalene, or carotol in seeds of D. elatum, N. hispanica, and N. nigellastrum indicates a possible industrial use of these plants. Copyright © 2012 Verlag Helvetica Chimica Acta AG, Zürich.
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Comparison of different real time VOC measurement techniques in a ponderosa pine forest
NASA Astrophysics Data System (ADS)
Kaser, L.; Karl, T.; Schnitzhofer, R.; Graus, M.; Herdlinger-Blatt, I. S.; DiGangi, J. P.; Sive, B.; Turnipseed, A.; Hornbrook, R. S.; Zheng, W.; Flocke, F. M.; Guenther, A.; Keutsch, F. N.; Apel, E.; Hansel, A.
2013-03-01
Volatile organic compound (VOC) mixing ratios measured by five independent instruments are compared at a forested site dominated by ponderosa pine (Pinus Ponderosa) during the BEACHON-ROCS field study in summer 2010. The instruments included a Proton Transfer Reaction Time of Flight Mass Spectrometer (PTR-TOF-MS), a Proton Transfer Reaction Quadrupole Mass Spectrometer (PTR-MS), a Fast Online Gas-Chromatograph coupled to a Mass Spectrometer (GC/MS; TOGA), a Thermal Dissociation Chemical Ionization Mass Spectrometer (PAN-CIMS) and a Fiber Laser-Induced Fluorescence Instrument (FILIF). The species discussed in this comparison include the most important biogenic VOCs and a selected suite of oxygenated VOCs that are thought to dominate the VOC reactivity at this particular site as well as typical anthropogenic VOCs that showed low mixing ratios at this site. Good agreement was observed for methanol, the sum of the oxygenated hemiterpene 2-methyl-3-buten-2-ol (MBO) and the hemiterpene isoprene, acetaldehyde, the sum of acetone and propanal, benzene and the sum of methyl ethyl ketone (MEK) and butanal. Measurements of the above VOCs conducted by different instruments agree within 20%. The ability to differentiate the presence of toluene and cymene by PTR-TOF-MS is tested based on a comparison with GC-MS measurements, suggesting a study-average relative contribution of 74% for toluene and 26% for cymene. Similarly, 2-hydroxy-2-methylpropanal (HMPR) is found to interfere with the sum of methyl vinyl ketone and methacrolein (MVK + MAC) using PTR-(TOF)-MS at this site. A study-average relative contribution of 85% for MVK + MAC and 15% for HMPR was determined. The sum of monoterpenes measured by PTR-MS and PTR-TOF-MS was generally 20-25% higher than the sum of speciated monoterpenes measured by TOGA, which included α-pinene, β-pinene, camphene, carene, myrcene, limonene, cineole as well as other terpenes. However, this difference is consistent throughout the study, and likely points to an offset in calibration, rather than a difference in the ability to measure the sum of terpenes. The contribution of isoprene relative to MBO inferred from PTR-MS and PTR-TOF-MS was smaller than 12% while GC-MS data suggested an average of 21% of isoprene relative to MBO. This comparison demonstrates that the current capability of VOC measurements to account for OH reactivity associated with the measured VOCs is within 20%.
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Comparison of different real time VOC measurement techniques in a ponderosa pine forest
NASA Astrophysics Data System (ADS)
Kaser, L.; Karl, T.; Schnitzhofer, R.; Graus, M.; Herdlinger-Blatt, I. S.; DiGangi, J. P.; Sive, B.; Turnipseed, A.; Hornbrook, R. S.; Zheng, W.; Flocke, F. M.; Guenther, A.; Keutsch, F. N.; Apel, E.; Hansel, A.
2012-10-01
Volatile organic compound (VOC) mixing ratios measured by five independent instruments are compared at a forested site dominated by ponderosa pine (Pinus Ponderosa) during the BEACHON-ROCS field study in summer 2010. The instruments included a Proton Transfer Reaction Time of Flight Mass Spectrometer (PTR-TOF-MS), a Proton Transfer Reaction Quadrupole Mass Spectrometer (PTR-MS), a Fast Online Gas-Chromatograph coupled to a Mass Spectrometer (GC/MS; TOGA), a Thermal Dissociation Chemical Ionization Mass Spectrometer (PAN-CIMS) and a Fiber Laser-Induced Fluorescence Instrument (FILIF). The species discussed in this comparison include the most important biogenic VOCs and a selected suite of oxygenated VOCs that are thought to dominate the VOC reactivity at this particular site as well as typical anthropogenic VOCs that showed low mixing ratios at this site. Good agreement was observed for methanol, the sum of the oxygenated hemiterpene 2-methyl-3-buten-2-ol (MBO) and the hemiterpene isoprene, acetaldehyde, the sum of acetone and propanal, benzene and the sum of methyl ethyl ketone (MEK) and butanal. Measurements of the above VOCs conducted by different instruments agree within 20%. The ability to differentiate the presence of toluene and cymene by PTR-TOF-MS is tested based on a comparison with GC-MS measurements, suggesting a study-average relative contribution of 74% for toluene and 26% for cymene. Similarly, 2-hydroxy-2-methylpropanal (HMPR) is found to interfere with the sum of methyl vinyl ketone and methacrolein (MVK+MAC) using PTR-(TOF)-MS at this site. A study-average relative contribution of 85% for MVK+MAC and 15% for HMPR was determined. The sum of monoterpenes measured by PTR-MS and PTR-TOF-MS was generally 20-25% higher than the sum of speciated monoterpenes measured by TOGA, which included α-pinene, β-pinene, camphene, carene, myrcene, limonene, cineole as well as other terpenes. However, this difference is consistent throughout the study, and likely points to an offset in calibration, rather than a difference in the ability to measure the sum of terpenes. The contribution of isoprene relative to MBO inferred from PTR-MS and PTR-TOF-MS was smaller than 12% while GC-MS data suggested an average of 21% of isoprene relative to MBO. This comparison demonstrates that the current capability of VOC measurements to account for OH reactivity associated with the measured VOCs is within 20%.
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Khani, Abbas; Asghari, Javad
2012-01-01
Essential oils extracted from the foliage of Mentha longifolia (L.) (Lamiales: Lamiaceae) and Pulicaria gnaphalodes Ventenat (Asterales: Asteraceae), and flowers of Achillea wilhelmsii C. Koch (Asterales: Asteraceae) were tested in the laboratory for volatile toxicity against two storedproduct insects, the flour beetle, Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) and the cowpea weevil, Callosobruchus maculatus F. (Coleoptera: Bruchidae). The chemical composition of the isolated oils was examined by gas chromatography-mass spectrometry. InM longifolia, the major compounds were piperitenon (43.9%), tripal (14.3%), oxathiane (9.3%), piperiton oxide (5.9%), and d-limonene (4.3%). In P. gnaphalodes, the major compounds were chrysanthenyl acetate (22.38%), 2L -4L-dihydroxy eicosane (18.5%), verbenol (16.59%), dehydroaromadendrene (12.54%), β-pinen (6.43%), and 1,8 cineol (5.6%). In A. wilhelmsii, the major compounds were 1,8 cineole (13.03%), caranol (8.26%), alpha pinene (6%), farnesyl acetate (6%), and p-cymene (6%). C maculatus was more susceptible to the tested plant products than T castaneum. The oils of the three plants displayed the same insecticidal activity against C. maculatus based on LC50 values (between 1.54µl/L air in P. gnaphalodes, and 2.65 µl/L air in A. wilhelmsii). While the oils of A. wilhelmsii and M. longifolia showed the same strong insecticidal activity against T. castaneum (LC50 = 10.02 and 13.05 µl/L air, respectively), the oil of P. gnaphalodes revealed poor activity against the insect (LC50 = 297.9 µl/L air). These results suggested that essential oils from the tested plants could be used as potential control agents for stored-product insects. PMID:23413994
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Khani, Abbas; Asghari, Javad
2012-01-01
Essential oils extracted from the foliage of Mentha longifolia (L.) (Lamiales: Lamiaceae) and Pulicaria gnaphalodes Ventenat (Asterales: Asteraceae), and flowers of Achillea wilhelmsii C. Koch (Asterales: Asteraceae) were tested in the laboratory for volatile toxicity against two storedproduct insects, the flour beetle, Tribolium castaneum Herbst (Coleoptera: Tenebrionidae) and the cowpea weevil, Callosobruchus maculatus F. (Coleoptera: Bruchidae). The chemical composition of the isolated oils was examined by gas chromatography-mass spectrometry. InM longifolia, the major compounds were piperitenon (43.9%), tripal (14.3%), oxathiane (9.3%), piperiton oxide (5.9%), and d-limonene (4.3%). In P. gnaphalodes, the major compounds were chrysanthenyl acetate (22.38%), 2L -4L-dihydroxy eicosane (18.5%), verbenol (16.59%), dehydroaromadendrene (12.54%), β-pinen (6.43%), and 1,8 cineol (5.6%). In A. wilhelmsii, the major compounds were 1,8 cineole (13.03%), caranol (8.26%), alpha pinene (6%), farnesyl acetate (6%), and p-cymene (6%). C maculatus was more susceptible to the tested plant products than T castaneum. The oils of the three plants displayed the same insecticidal activity against C. maculatus based on LC(50) values (between 1.54µl/L air in P. gnaphalodes, and 2.65 µl/L air in A. wilhelmsii). While the oils of A. wilhelmsii and M. longifolia showed the same strong insecticidal activity against T. castaneum (LC(50) = 10.02 and 13.05 µl/L air, respectively), the oil of P. gnaphalodes revealed poor activity against the insect (LC(50) = 297.9 µl/L air). These results suggested that essential oils from the tested plants could be used as potential control agents for stored-product insects.
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Aljawhary, Dana; Zhao, Ran; Lee, Alex K Y; Wang, Chen; Abbatt, Jonathan P D
2016-03-10
Formation of secondary organic aerosol (SOA) involves atmospheric oxidation of volatile organic compounds (VOCs), the majority of which are emitted from biogenic sources. Oxidation can occur not only in the gas-phase but also in atmospheric aqueous phases such as cloudwater and aerosol liquid water. This study explores for the first time the aqueous-phase OH oxidation chemistry of oxidation products of α-pinene, a major biogenic VOC species emitted to the atmosphere. The kinetics, reaction mechanisms, and formation of SOA compounds in the aqueous phase of two model compounds, cis-pinonic acid (PIN) and tricarballylic acid (TCA), were investigated in the laboratory; TCA was used as a surrogate for 3-methyl-1,2,3-butanetricarboxylic acid (MBTCA), a known α-pinene oxidation product. Aerosol time-of-flight chemical ionization mass spectrometry (Aerosol-ToF-CIMS) was used to follow the kinetics and reaction mechanisms at the molecular level. Room-temperature second-order rate constants of PIN and TCA were determined to be 3.3 (± 0.5) × 10(9) and 3.1 (± 0.2) × 10(8) M(-1) s(-1), respectively, from which were estimated their condensed-phase atmospheric lifetimes. Aerosol-ToF-CIMS detected a large number of products leading to detailed reaction mechanisms for PIN and MBTCA. By monitoring the particle size distribution after drying, the amount of SOA material remaining in the particle phase was determined. An aqueous SOA yield of 40 to 60% was determined for PIN OH oxidation. Although recent laboratory studies have focused primarily on aqueous-phase processing of isoprene-related compounds, we demonstrate that aqueous formation of SOA materials also occurs from monoterpene oxidation products, thus representing an additional source of biogenically driven aerosol formation.
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Costa, Emmanoel Vilaça; da Silva, Thanany Brasil; Costa, Cinara Oliveira D'Souza; Soares, Milena Botelho Pereira; Bezerra, Daniel Pereira
2016-03-01
The essential oil obtained by hydrodistillation from the fresh fruits of Xylopia laevigata was analyzed by gas chromatography using a flame ionization detector (GC-FID) coupled to a mass spectrometer (GC-MS). Monoterpenes predominated, forming 95.0% of the total essential oil. The major constituents identified were limonene (56.2%), α-pinene (28.0%), and β-pinene (5.5%). Cytotoxic activity against tumor cell lines and non-tumor cells was also investigated; however, neither the essential oil nor its major constituents evaluated presented any cytotoxic activity (IC₅₀ > 25.0 µg mL⁻¹).
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Humidity influence on gas-particle phase partitioning of α-pinene + O3 secondary organic aerosol
NASA Astrophysics Data System (ADS)
Prisle, N. L.; Engelhart, G. J.; Bilde, M.; Donahue, N. M.
2010-01-01
Water vapor uptake to particles could potentially affect organic-aerosol mass in three ways: first, water in the organic phase could reduce organic (equilibrium) partial pressures according to Raoult's law; second, an aqueous phase could attract water soluble organics according to Henry's law; finally, deliquescence of inorganic particle cores could mix the organic and inorganic particle phases, significantly diluting the organics and again reducing organic partial pressures according to Raoult's law. We present experiments using initially dry α-pinene + ozone secondary organic aerosol (SOA) on ammonium sulfate (AS) seeds at atmospheric concentrations in a smog chamber. After SOA formation, the chamber relative humidity is increased steadily by addition of steam to near 100%. Little subsequent SOA mass growth is observed, suggesting that none of these potential effects play a strong role in this system.
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NASA Astrophysics Data System (ADS)
Huang, Wei; Saathoff, Harald; Pajunoja, Aki; Shen, Xiaoli; Naumann, Karl-Heinz; Wagner, Robert; Virtanen, Annele; Leisner, Thomas; Mohr, Claudia
2018-02-01
Chemical composition, size distributions, and degree of oligomerization of secondary organic aerosol (SOA) from α-pinene (C10H16) ozonolysis were investigated for low-temperature conditions (223 K). Two types of experiments were performed using two simulation chambers at the Karlsruhe Institute of Technology: the Aerosol Preparation and Characterization (APC) chamber, and the Aerosol Interaction and Dynamics in the Atmosphere (AIDA) chamber. Experiment type 1 simulated SOA formation at upper tropospheric conditions: SOA was generated in the AIDA chamber directly at 223 K at 61 % relative humidity (RH; experiment termed
cold humid
, CH) and for comparison at 6 % RH (experiment termedcold dry
, CD) conditions. Experiment type 2 simulated SOA uplifting: SOA was formed in the APC chamber at room temperature (296 K) and < 1 % RH (experiment termedwarm dry
, WD) or 21 % RH (experiment termedwarm humid
, WH) conditions, and then partially transferred to the AIDA chamber kept at 223 K, and 61 % RH (WDtoCH) or 30 % RH (WHtoCH), respectively. Precursor concentrations varied between 0.7 and 2.2 ppm α-pinene, and between 2.3 and 1.8 ppm ozone for type 1 and type 2 experiments, respectively. Among other instrumentation, a chemical ionization mass spectrometer (CIMS) coupled to a filter inlet for gases and aerosols (FIGAERO), deploying I- as reagent ion, was used for SOA chemical composition analysis. For type 1 experiments with lower α-pinene concentrations and cold SOA formation temperature (223 K), smaller particles of 100-300 nm vacuum aerodynamic diameter (dva) and higher mass fractions (> 40 %) of adducts (molecules with more than 10 carbon atoms) of α-pinene oxidation products were observed. For type 2 experiments with higher α-pinene concentrations and warm SOA formation temperature (296 K), larger particles ( ˜ 500 nm dva) with smaller mass fractions of adducts (< 35 %) were produced. We also observed differences (up to 20 °C) in maximum desorption temperature (Tmax) of individual compounds desorbing from the particles deposited on the FIGAERO Teflon filter for different experiments, indicating that Tmax is not purely a function of a compound's vapor pressure or volatility, but is also influenced by diffusion limitations within the particles (particle viscosity), interactions between particles deposited on the filter (particle matrix), and/or particle mass on the filter. Highest Tmax were observed for SOA under dry conditions and with higher adduct mass fraction; lowest Tmax were observed for SOA under humid conditions and with lower adduct mass fraction. The observations indicate that particle viscosity may be influenced by intra- and inter-molecular hydrogen bonding between oligomers, and particle water uptake, even under such low-temperature conditions. Our results suggest that particle physicochemical properties such as viscosity and oligomer content mutually influence each other, and that variation in Tmax of particle desorptions may have implications for particle viscosity and particle matrix effects. The differences in particle physicochemical properties observed between our different experiments demonstrate the importance of taking experimental conditions into consideration when interpreting data from laboratory studies or using them as input in climate models. -
NASA Astrophysics Data System (ADS)
Heringa, M. F.; Decarlo, P. F.; Chirico, R.; Tritscher, T.; Clairotte, M.; Mohr, C.; Crippa, M.; Slowik, J. G.; Pfaffenberger, L.; Dommen, J.; Weingartner, E.; Prévôt, A. S. H.; Baltensperger, U.
2011-10-01
Organic aerosol (OA) represents a significant and often major fraction of the non-refractory PM1 (particulate matter with an aerodynamic diameter da < 1 μm) mass. Secondary organic aerosol (SOA) is an important contributor to the OA and can be formed from biogenic and anthropogenic precursors. Here we present results from the characterization of SOA produced from the emissions of three different anthropogenic sources. SOA from a log wood burner, a Euro 2 diesel car and a two-stroke Euro 2 scooter were characterized with an Aerodyne high-resolution time-of-flight aerosol mass spectrometer (HR-TOF-AMS) and compared to SOA from α-pinene. The emissions were sampled from the chimney/tailpipe by a heated inlet system and filtered before injection into a smog chamber. The gas phase emissions were irradiated by xenon arc lamps to initiate photo-chemistry which led to nucleation and subsequent particle growth by SOA production. Duplicate experiments were performed for each SOA type, with the averaged organic mass spectra in the m/z range 12-250 showing Pearson's r values >0.94 for the correlations between the different SOA types after 5 h of aging. High-resolution mass spectra (HR-MS) showed that the dominant peaks in the MS, m/z 43 and 44, are dominated by the oxygenated ions C2H3O+ and CO2+, respectively, similarly to the relatively fresh semi-volatile oxidized OA (SV-OOA) observed in the ambient aerosol. The atomic O : C ratios were found to be in the range of 0.25-0.55 with no major increase during the first 5 h of aging. On average, the diesel SOA showed the lowest O : C ratio followed by SOA from wood burning, α-pinene and the scooter emissions. Grouping the fragment ions based on their carbon number revealed that the SOA source with the highest O : C ratio had the largest fraction of small ions. Fragment ions containing up to 3 carbon atoms accounted for 66%, 68%, 72% and 76% of the organic spectrum of the SOA produced by the diesel car, wood burner, α-pinene and the scooter, respectively. The HR data of the four sources could be clustered and separated using principal component analysis (PCA). The model showed a significant separation of the four SOA types and clustering of the duplicate experiments on the first two principal components (PCs), which explained 79% of the total variance. Projection of ambient SV-OOA spectra resolved by positive matrix factorization (PMF) showed that this approach could be useful to identify large contributions of the tested SOA sources to SV-OOA. The first results from this study indicate that the SV-OOA in Barcelona is strongly influenced by diesel emissions in winter while in summer at SIRTA at the southwestern edge of Paris SV-OOA is more similar to alpha-pinene SOA. However, contributions to the ambient SV-OOA from SOA sources that are not covered by the model can cause major interference and therefore future expansions of the PCA model with additional SOA sources is recommended.
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NASA Astrophysics Data System (ADS)
Mochizuki, Tomoki; Kawamura, Kimitaka; Miyazaki, Yuzo; Wada, Ryuichi; Takahashi, Yoshiyuki; Saigusa, Nobuko; Tani, Akira
2017-10-01
To better understand the formation of water-soluble organic aerosols in the forest atmosphere, we measured low molecular weight (LMW) dicarboxylic acids, oxocarboxylic acids, α-dicarbonyls, unsaturated fatty acids (UFAs), and water-soluble organic carbon (WSOC) in aerosols from a Larix kaempferi forest located at the northern slope of Mt. Fuji, Japan, in summer 2012. Concentrations of dicarboxylic acids, oxocarboxylic acids, α-dicarbonyls, and WSOC showed maxima in daytime. Relative abundance of oxalic acid in LMW dicarboxylic acids was on average 52% and its average concentration was 214 ng m-3. We found that diurnal and temporal variations of oxalic acid are different from those of isoprene and α-pinene, whereas biogenic secondary organic aerosols (BSOAs) derived from isoprene and α-pinene showed similar variations with oxalic acid. The mass concentration ratios of oxalic acid/BSOAs were relatively constant, although a large variation in the concentrations of toluene that is an anthropogenic volatile organic compound was observed. These results suggest that formation of oxalic acid is associated with the oxidation of isoprene and α-pinene with O3 and other oxidants in the forest atmosphere. In addition, concentrations of UFAs were observed, for the first time, to decrease dramatically during daytime in the forest. Mass concentration ratios of azelaic acid to UFAs showed a positive correlation with O3, suggesting that UFAs are oxidized to yield azelaic acid, which may be further decomposed to oxalic acid in the forest atmosphere. We found that contributions of oxalic acid to WSOC are significantly high ranging from 3.7 to 9.7% (average 6.0%). This study demonstrates that forest ecosystem is an important source of oxalic acid and other dicarboxylic acids in the atmosphere.
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Piras, Alessandra; Marzouki, Hanen; Maxia, Andrea; Marengo, Arianna; Porcedda, Silvia; Falconieri, Danilo; Gonçalves, Maria José; Cavaleiro, Carlos; Salgueiro, Ligia
2017-11-01
In the present work the chemical compositions, measured by GC and GC-MS, of the essential oils obtained by hydrodistillation from leaves of Pistacia terebinthus collected in Bizerte (Tunisia) and Baunei (Italy) are reported. Both essential oils possessed high content of monoterpene hydrocarbons (86.3% and 90.9%, respectively), being α-pinene (62.4 vs. 35.0)%, camphene (3.0 vs. 2.4)%, β-pinene (12.1 vs. 4.5)%, terpinolene (1.7 vs. 35.2)% and β-phellandrene (3.8 vs. 4.5)% the main components. The Tunisian essential oil exhibited higher antifungal activity than the Italian one. Cryptococcus neoformans and the majority of dermatophyte strains showed more sensitivity to the Tunisian oil, when compared to Candida strains, in particular Trichophyton rubrum, Microsporum canis and Epidermophyton floccosum, with MIC and MLC values in the range (0.16-0.32) μL/mL. The results obtained support the use of the oil from Tunisia for the treatment of dermatophytosis.
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Niu, Hongtao; Zhao, Lilin; Lu, Min; Zhang, Shuai; Sun, Jianghua
2012-01-01
The pinewood nematode (PWN) Bursaphelenchus xylophilus, vectored primarily by the sawyer beetle, Monochamus alternatus, is an important invasive pest and causal agent of pine wilt disease of Chinese Masson pine, Pinus massoniana. Previous work demonstrated that the ratios and concentrations of α-pinene∶β-pinene differed between healthy trees and those trees containing blue-stain fungus (and M. alternatus pupae). However, the potential influence of the altered monoterpene ratios and concentrations on PWN and associated fungi remained unknown. Our current results show that low concentrations of the monoterpenes within petri dishes reduced PWN propagation, whereas the highest concentration of the monoterpenes increased PWN propagation. The propagation rate of PWN treated with the monoterpene ratio representative of blue-stain infected pine (α-pinene∶β-pinene = 1∶0.8, 137.6 mg/ml) was significantly higher than that (α-pinene∶β-pinene = 1∶0.1, 137.6 mg/ml) representative of healthy pines or those damaged by M. alternatus feeding, but without blue stain. Furthermore, inhibition of mycelial growth of associated fungi increased with the concentration of the monoterpenes α-pinene and β-pinene. Additionally, higher levels of β-pinene (α-pinene∶β-pinene = 1∶0.8) resulted in greater inhibition of the growth of the associated fungi Sporothrix sp.2 and Ophiostoma ips strains, but had no significant effects on the growth of Sporothrix sp.1, which is the best food resource for PWN. These results suggest that host monoterpenes generally reduce the reproduction of PWN. However, PWN utilizes high monoterpene concentrations and native blue-stain fungus Sporothrix sp.1 to improve its own propagation and overcome host resistance, which may provide clues to understanding the ecological mechanisms of PWN's successful invasion. PMID:22363713
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NASA Astrophysics Data System (ADS)
Kuwata, M.; Shao, W.; Lebouteiller, R.; Martin, S. T.
2012-12-01
The governing highly soluble, slightly soluble, or insoluble activation regime of organic compounds as cloud condensation nuclei (CCN) was examined as a function of oxygen-to-carbon elemental ratio (O : C). New data were collected for adipic, pimelic, suberic, azelaic and pinonic acids. Secondary organic materials (SOMs) produced by α-pinene ozonolysis and isoprene photo-oxidation were also included in the analysis. The saturation concentrations C of the organic compounds in aqueous solutions served as the key parameter for delineating regimes of CCN activation, and the values of C were tightly correlated to the O : C ratios. The highly soluble, slightly soluble, and insoluble regimes of CCN activation were found to correspond to ranges of [O : C] > 0.6, 0.2 < [O : C] < 0.6, and [O : C] < 0.2, respectively. These classifications were evaluated against CCN activation data of isoprene-derived SOM (O : C = 0.69-0.72) and α-pinene-derived SOM (O : C = 0.38-0.48). Isoprene-derived SOM had highly soluble activation behavior, consistent with its high O : C ratio. For α-pinene-derived SOM, although CCN activation can be modeled as a highly soluble mechanism, this behavior was not predicted by the O : C ratio, for which a slightly soluble mechanism was anticipated. Complexity in chemical composition, resulting in continuous water uptake and the absence of a deliquescence transition that can thermodynamically limit CCN activation, might explain the differences of α-pinene-derived SOM compared to the behavior of pure organic compounds. The present results suggest that atmospheric particles dominated by hydrocarbon-like organic components do not activate (i.e. insoluble regime) whereas those dominated by oxygenated organic components activate (i.e. highly soluble regime).
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NASA Astrophysics Data System (ADS)
Kuwata, M.; Shao, W.; Lebouteiller, R.; Martin, S. T.
2013-05-01
The governing highly soluble, slightly soluble, or insoluble activation regime of organic compounds as cloud condensation nuclei (CCN) was examined as a function of oxygen-to-carbon elemental ratio (O : C). New data were collected for adipic, pimelic, suberic, azelaic, and pinonic acids. Secondary organic materials (SOMs) produced by α-pinene ozonolysis and isoprene photo-oxidation were also included in the analysis. The saturation concentrations C of the organic compounds in aqueous solutions served as the key parameter for delineating regimes of CCN activation, and the values of C were tightly correlated to the O : C ratios. The highly soluble, slightly soluble, and insoluble regimes of CCN activation were found to correspond to ranges of [O : C] > 0.6, 0.2 < [O : C] < 0.6, and [O : C] < 0.2, respectively. These classifications were evaluated against CCN activation data of isoprene-derived SOM (O : C = 0.69-0.72) and α-pinene-derived SOM (O : C = 0.38-0.48). Isoprene-derived SOM had highly soluble activation behavior, consistent with its high O : C ratio. For α-pinene-derived SOM, although CCN activation can be modeled as a highly soluble mechanism, this behavior was not predicted by the O : C ratio, for which a slightly soluble mechanism was anticipated. Complexity in chemical composition, resulting in continuous water uptake and the absence of a deliquescence transition that can thermodynamically limit CCN activation, might explain the difference in the behavior of α-pinene-derived SOM compared to that of pure organic compounds. The present results suggest that atmospheric particles dominated by hydrocarbon-like organic components do not activate (i.e., insoluble regime) whereas those dominated by oxygenated organic components activate (i.e., highly soluble regime) for typical atmospheric cloud life cycles.
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García, Maria Carmen; Alfaro, Maria Carmen; Muñoz, José
2015-11-01
α-Pinene is a terpenic solvent whose use in the formulation of emulsions entails a double benefit from the environmental point of view since it is a green solvent, easily biodegradable, which also has certain antimicrobial properties. In this work a combination of Atlas™ G-5000 and Atlox™ 4913 amphiphilic copolymers was used to obtain O/W emulsions formulated with α-pinene and gellan gum. These emulsions may find applications related to the design of complex biotechnological systems with different uses. In order to investigate the microstructure and the physical stability of these emulsions, a combination of different techniques such as rheology, microscopy, laser diffraction and multiple light scattering turn out to be a useful methodology. The results demonstrated the need to include a minimum amount of Atlas™ G-5000 copolymer in the formulation of these emulsions to improve their stability. These results were supported by the information revealed by optical micrographs, according to which Atlas™ G-5000 is directed to the continuous medium to structure water (this surfactant is particularly effective at forming hydrogen bonds with water). On the other hand Atlox™ 4913 is preferentially adsorbed at the α-pinene-water interface, such that a high Atlox™ 4913/Atlas™ G-5000 mass ratio slows down the kinetics of coalescence as shown by multiple light scattering. However, a very low relative concentration of Atlas™ G-5000 causes creaming to become the dominant destabilization mechanism. Increasing the Atlas™ G-5000/Atlox™ 4913 mass ratio yields emulsions with enhanced viscosity and viscoelasticity. Copyright © 2015 Elsevier B.V. All rights reserved.
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Biogenic emissions and CO 2 gas exchange investigated on four Mediterranean shrubs
NASA Astrophysics Data System (ADS)
Hansen, U.; van Eijk, J.; Bertin, N.; Staudt, M.; Kotzias, D.; Seufert, G.; Fugit, J.-L.; Torres, L.; Cecinato, A.; Brancaleoni, E.; Ciccioli, P.; Bomboi, T.
In order to investigate the impact of plant physiology on emissions of biogenic volatile organic compounds monoterpene emission rates from Rosmarinus officinalis (L.) and Pistacia lentiscus (L.) and isoprene emission rates from Erica arborea (L.) and Myrtus communis (L.) were determined. The study, an activity in the framework of BEMA (Biogenic Emissions in the Mediterranean Area), was carried out in May 1994 at Castelporziano near Rome in Italy, using a dynamic enclosure technique combined with recording CO 2 gas exchange, temperature and irradiance data. The monoterpenes dominating the emission pattern were 1,8-cineol, α-pinene and β-pinene for rosemary and α-pinene, linalool and β-pinene + sabinene for pistachio. Total monoterpene emission rates standardized to 30°C of 1.84 ± 0.24 and 0.35 ± 0.04 μg Cg -1 dw h -1 were found for rosemary and pistachio, respectively (on a leaf dry weight basis). Myrtle emitted 22.2 ± 4.9 μg C g -1 dw h -1 at standard conditions (30°C, PAR 1000 μmol photons m -2 s -1 as isoprene and erica 5.61 μg C g -1 dw h -1 The carbon loss due to terpenoid emissions per photosynthetically carbon uptake was about 0.01-0.1% for the monoterpene emitters. The isoprene emitting shrubs lost 0-0.9% of the assimilated carbon. The rapid induction of emissions in the sun after temporary shading indicates that isoprene emissions were closely linked to photosynthesis. A higher proportion of the assimilated carbon was lost as isoprene under conditions of high light and temperature compared to the morning and evening hours.
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Jones, Christopher G; Keeling, Christopher I; Ghisalberti, Emilio L; Barbour, Elizabeth L; Plummer, Julie A; Bohlmann, Jörg
2008-09-01
Sandalwood, Santalum album (Santalaceae) is a small hemi-parasitic tropical tree of great economic value. Sandalwood timber contains resins and essential oils, particularly the santalols, santalenes and dozens of other minor sesquiterpenoids. These sesquiterpenoids provide the unique sandalwood fragrance. The research described in this paper set out to identify genes involved in essential oil biosynthesis, particularly terpene synthases (TPS) in S. album, with the long-term aim of better understanding heartwood oil production. Degenerate TPS primers amplified two genomic TPS fragments from S. album, one of which enabled the isolation of two TPS cDNAs, SamonoTPS1 (1731bp) and SasesquiTPS1 (1680bp). Both translated protein sequences shared highest similarity with known TPS from grapevine (Vitis vinifera). Heterologous expression in Escherichia coli produced catalytically active proteins. SamonoTPS1 was identified as a monoterpene synthase which produced a mixture of (+)-alpha-terpineol and (-)-limonene, along with small quantities of linalool, myrcene, (-)-alpha-pinene, (+)-sabinene and geraniol when assayed with geranyl diphosphate. Sesquiterpene synthase SasesquiTPS1 produced the monocyclic sesquiterpene alcohol germacrene D-4-ol and helminthogermacrene, when incubated with farnesyl diphosphate. Also present were alpha-bulnesene, gamma-muurolene, alpha- and beta-selinenes, as well as several other minor bicyclic compounds. Although these sesquiterpenes are present in only minute quantities in the distilled sandalwood oil, the genes and their encoded enzymes described here represent the first TPS isolated and characterised from a member of the Santalaceae plant family and they may enable the future discovery of additional TPS genes in sandalwood.
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Comparing the VOC emissions between air-dried and heat-treated Scots pine wood
NASA Astrophysics Data System (ADS)
Manninen, Anne-Marja; Pasanen, Pertti; Holopainen, Jarmo K.
The emissions of volatile organic compounds (VOCs) from air-dried Scots pine wood and from heat-treated Scots pine wood were compared with GC-MS analysis. Air-dried wood blocks released about 8 times more total VOCs than heat-treated (24 h at 230°C) ones. Terpenes were clearly the main compound group in the air-dried wood samples, whereas aldehydes and carboxylic acids and their esters dominated in the heat-treated wood samples. Only 14 compounds out of 41 identified individual compounds were found in both wood samples indicating considerable changes in VOC emission profile during heat-treatment process. Of individual compounds α-pinene, 3-carene and hexanal were the most abundant ones in the air-dried wood. By contrast, in the heat-treated wood 2-furancarboxaldehyde, acetic acid and 2-propanone were the major compounds of VOC emission. Current emission results reveal that significant chemical changes have occurred, and volatile monoterpenes and other low-molecular-weight compounds have evaporated from the wood during the heat-treatment process when compared to air-dried wood. Major chemical changes detected in VOC emissions are explained by the thermal degradation and oxidation of main constituents in wood. The results suggest that if heat-treated wood is used in interior carpentry, emissions of monoterpenes are reduced compared to air-dried wood, but some irritating compounds might be released into indoor air.
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Silva, Ary G; Almeida, Drielle L; Ronchi, Silas N; Bento, Amarildo C; Scherer, Rodrigo; Ramos, Alessandro C; Cruz, Zilma Ma
2010-08-27
The ability of mosquitoes of the genus Aedes and its allies, such as Stegomyia, to transmit diseases such as dengue and yellow fever, makes them important in public health. This study aims to evaluate the use of the essential oil of Brazilian pepper in biological control of by assessing and quantifying the larvicidal effect against S. aegypti, the only available access to dengue control, and test its risk of genotoxicity with Salmonella typhimurium as an indicator of safety for its environmental use. The density of the oil was 0.8622 g mL-1. Gas chromatography coupled with mass spectrometry revealed six major constituents: δ-3-carene (55.43%), α-pinene (16.25%), sylvestrene (10.67%), germacrene D (2.17), β-myrcene (1.99%), and isoterpinolene (1.4%). The minimum inhibitory dose to larvae development was 862.20 μg mL-1. The median lethal dose (LD50) of the essential oil for larvae was between the concentrations of 172.44-344.88 μg mL-1. There was no mutagenic risk for the essential oil, since there were no biochemical or morphological changes in S. typhimurium after exposure to the essential oil. The minimum inhibitory essential oil concentration and the median lethal dose pointed to the value of the use of water dispersions of Brazilian pepper essential oil as an environmental safe natural larvicidal for S. aegypti.
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Zebelo, Simon A; Matsui, Kenji; Ozawa, Rika; Maffei, Massimo E
2012-11-01
Tomato plants respond to herbivory by emitting volatile organic compounds (VOCs), which are released into the surrounding atmosphere. We analyzed the tomato herbivore-induced VOCs and tested the ability of tomato receiver plants to detect tomato donor volatiles by analyzing early responses, including plasma membrane potential (V(m)) variations and cytosolic calcium ([Ca²⁺](cyt)) fluxes. Receiver tomato plants responded within seconds to herbivore-induced VOCs with a strong V(m) depolarization, which was only partly recovered by fluxing receiver plants with clean air. Among emitted volatiles, we identified by GC-MS some green leaf volatiles (GLVs) such as (E)-2-hexenal, (Z)-3-hexenal, (Z)-3-hexenyl acetate, the monoterpene α-pinene, and the sesquiterpene β-caryophyllene. GLVs were found to exert the stronger V(m) depolarization, when compared to α-pinene and β-caryophyllene. Furthermore, V(m) depolarization was found to increase with increasing GLVs concentration. GLVs were also found to induce a strong [Ca²⁺](cyt) increase, particularly when (Z)-3-hexenyl acetate was tested both in solution and with a gas. On the other hand, α-pinene and β-caryophyllene, which also induced a significant V(m) depolarization with respect to controls, did not exert any significant effect on [Ca²⁺](cyt) homeostasis. Our results show for the first time that plant perception of volatile cues (especially GLVs) from the surrounding environment is mediated by early events, occurring within seconds and involving the alteration of the plasma membrane potential and the [Ca²⁺](cyt) flux. Copyright © 2012 Elsevier Ireland Ltd. All rights reserved.
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Politeo, Olivera; Skocibusic, Mirjana; Maravic, Ana; Ruscic, Mirko; Milos, Mladen
2011-03-01
The chemical composition and the antimicrobial activity of the essential oil isolated from the needles of endemic Dalmatian black pine (Pinus nigra ssp. dalmatica) from Croatia were investigated. The chemical composition of the essential oil was determined by GC and GC/MS analyses, and the main compounds identified were α-pinene, β-pinene, germacrene D, and β-caryophyllene. Disc-diffusion and broth-microdilution assays were used for the in vitro antimicrobial screening. The Dalmatian black pine essential oil exhibited a great potential of antibacterial activity against Gram-positive bacteria (MIC=0.03-0.50% (v/v)) and a less pronounced activity against Gram-negative bacteria (MIC=0.12-3.2% (v/v)). The volatile compounds also inhibited the growth of all fungi tested, including yeast. Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich.
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A Phytopharmacological Review on a Medicinal Plant: Juniperus communis
Bais, Souravh; Gill, Naresh Singh; Rana, Nitan; Shandil, Shandeep
2014-01-01
Juniperus communis is a shrub or small evergreen tree, native to Europe, South Asia, and North America, and belongs to family Cupressaceae. It has been widely used as herbal medicine from ancient time. Traditionally the plant is being potentially used as antidiarrhoeal, anti-inflammatory, astringent, and antiseptic and in the treatment of various abdominal disorders. The main chemical constituents, which were reported in J. communis L. are α-pinene, β-pinene, apigenin, sabinene, β-sitosterol, campesterol, limonene, cupressuflavone, and many others. This review includes the last 20 years journals and various books update on this plant, representing its pharmacological activity and health benefits against various diseases. PMID:27419205
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A Phytopharmacological Review on a Medicinal Plant: Juniperus communis.
Bais, Souravh; Gill, Naresh Singh; Rana, Nitan; Shandil, Shandeep
2014-01-01
Juniperus communis is a shrub or small evergreen tree, native to Europe, South Asia, and North America, and belongs to family Cupressaceae. It has been widely used as herbal medicine from ancient time. Traditionally the plant is being potentially used as antidiarrhoeal, anti-inflammatory, astringent, and antiseptic and in the treatment of various abdominal disorders. The main chemical constituents, which were reported in J. communis L. are α-pinene, β-pinene, apigenin, sabinene, β-sitosterol, campesterol, limonene, cupressuflavone, and many others. This review includes the last 20 years journals and various books update on this plant, representing its pharmacological activity and health benefits against various diseases.
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Gao, Yanqing; Li, Jingjing; Li, Jian; Song, Zhanqian; Shang, Shibin; Rao, Xiaoping
2018-02-08
Turpentine is a volatile component of resin, which is an abundant forest resource in Southern China. As one of the most important components, the integrated application of β-pinene has been studied. The broad-spectrum evaluation of β-pinene and its analogues has, therefore, been necessary. In an attempt to expand the scope of agro-activity trials, the preparation and the evaluation of the herbicidal activity of a series of β-pinene analogues against three agricultural herbs were carried out. In accordance with the overall herbicidal activity, it is noteworthy that compounds 6k , 6l , and 6m demonstrated extreme activity with IC 50 values of 0.065, 0.065, and 0.052 mol active ingredients/hectare against E. crus-galli . The preliminary structure-activity relationship (SAR) was analyzed and the compounds with the appropriate volatility and substituent type that had beneficial herbicidal activity were analyzed. Simultaneously, the quantitative structure-activity relationship (QSAR) model was built and the most important structural features were indicated, which was, to a certain extent, in line with the SAR study. The study aimed to study the application of the forest resource turpentine in agriculture as a potential and alternative approach for comprehensive utilization.
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Essential oil composition of two myrtus communis L. varieties grown in North Tunisia.
Aidi Wannes, Wissem; Mhamdi, Baya; Marzouk, Brahim
2007-06-01
Two Myrtus communis varieties (var. italica and baetica) were studied in order to investigate their essential oil yield and composition. Essential oil yield varied in leaves, fruits and stems. So, in leaves, it was 0.5% for italica and 0.3% for baetica and was higher than in fruits and stems with respectively 0.1% and 0.04% for italica and 0.07% and 0.03% for baetica. The essential oil analysis performed by GC and GC/MS showed a composition characterized by a high percentage of monoterpene hydrocarbons in leaves, largely due to alpha-pinene with 51.3% for italica and 27.7% for baetica; 1,8-cineole, the alone compound of ether class, was predominant in fruits and stems with respectively 31.6% and 34.7% for italica and 19.8% and 25.8% for baetica.
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NASA Astrophysics Data System (ADS)
Kahnt, A.; Iinuma, Y.; Mutzel, A.; Böge, O.; Claeys, M.; Herrmann, H.
2014-01-01
In the present study, campholenic aldehyde ozonolysis was performed to investigate pathways leading to specific biogenic secondary organic aerosol (SOA) marker compounds. Campholenic aldehyde, a known α-pinene oxidation product, is suggested to be a key intermediate in the formation of terpenylic acid upon α-pinene ozonolysis. It was reacted with ozone in the presence and absence of an OH radical scavenger, leading to SOA formation with a yield of 0.75 and 0.8, respectively. The resulting oxidation products in the gas and particle phases were investigated employing a denuder/filter sampling combination. Gas-phase oxidation products bearing a carbonyl group, which were collected by the denuder, were derivatised by 2,4-dinitrophenylhydrazine (DNPH) followed by liquid chromatography/negative ion electrospray ionisation time-of-flight mass spectrometry analysis and were compared to the gas-phase compounds detected by online proton-transfer-reaction mass spectrometry. Particle-phase products were also analysed, directly or after DNPH derivatisation, to derive information about specific compounds leading to SOA formation. Among the detected compounds, the aldehydic precursor of terpenylic acid was identified and its presence was confirmed in ambient aerosol samples from the DNPH derivatisation, accurate mass data, and additional mass spectrometry (MS2 and MS3 fragmentation studies). Furthermore, the present investigation sheds light on a reaction pathway leading to the formation of terpenylic acid, involving α-pinene, α-pinene oxide, campholenic aldehyde, and terpenylic aldehyde. Additionally, the formation of diaterpenylic acid acetate could be connected to campholenic aldehyde oxidation. The present study also provides insights into the source of other highly functionalised oxidation products (e.g. m / z 201, C9H14O5 and m / z 215, C10H16O5), which have been observed in ambient aerosol samples and smog chamber-generated monoterpene SOA. The m / z 201 and 215 compounds were tentatively identified as a C9- and C10-carbonyl-dicarboxylic acid, respectively, based on reaction mechanisms of campholenic aldehyde and ozone, as well as detailed interpretation of mass spectral data, in conjunction with the formation of corresponding DNPH derivatives.
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NASA Astrophysics Data System (ADS)
Kahnt, A.; Iinuma, Y.; Mutzel, A.; Böge, O.; Claeys, M.; Herrmann, H.
2013-08-01
In the present study, campholenic aldehyde ozonolysis was performed to investigate pathways leading to specific biogenic secondary organic aerosol (SOA) marker compounds. Campholenic aldehyde, a known α-pinene oxidation product, is suggested to be a key intermediate in the formation of terpenylic acid upon α-pinene ozonolysis. It was reacted with ozone in the presence and absence of an OH radical scavenger leading to SOA formation with a yield of 0.75 and 0.8, respectively. The resulting oxidation products in the gas and particle phases were investigated employing a denuder/filter sampling combination. Gas-phase oxidation products bearing a carbonyl group, which were collected by the denuder, were derivatised with 2,4-dinitrophenylhydrazine (DNPH) followed by Liquid Chromatography/negative ion Electrospray Ionisation Time-of-Flight Mass Spectrometry analysis and were compared to the gas-phase compounds detected by online Proton-Transfer-Reaction Mass Spectrometry. Particle-phase products were also analysed, directly or after DNPH derivatisation, to derive information about specific compounds leading to SOA formation. Among the detected compounds, the aldehydic precursor of terpenylic acid was identified and its presence was confirmed in ambient aerosol samples from the DNPH derivatisation, accurate mass data, and MS2 and MS3 fragmentation studies. Furthermore, the present investigation sheds light on a reaction pathway leading to the formation of terpenylic acid, involving α-pinene, α-pinene oxide, campholenic aldehyde, and terpenylic aldehyde. Additionally, the formation of diaterpenylic acid acetate could be connected to campholenic aldehyde oxidation. The present study also provides insights into the source of other highly functionalised oxidation products (e.g. m/z 201, C9H14O5 and m/z 215, C10H16O5), which have been observed in ambient aerosol samples and smog chamber-generated monoterpene SOA. The m/z 201 and 215 compounds were tentatively identified as a C9- and C10-carbonyl-dicarboxylic acid, respectively, based on reaction mechanisms of campholenic aldehyde and ozone, detailed interpretation of mass spectral data, in conjunction with the formation of corresponding DNPH-derivatives.
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Wagener, Sandra; Langner, Marcel; Hansen, Ute; Moriske, Heinz-Jörn; Endlicher, Wilfried R
2012-10-01
Source apportionment of 13 organic compounds, elemental carbon and organic carbon of ambient PM(10) and PM(1) was performed with positive matrix factorization (PMF). Samples were collected at three sites characterized by different vegetation influences in Berlin, Germany in 2010. The aim was to determine organic, mainly biogenic sources and their impact on urban aerosol collected in a densely populated region. A 6-factor solution provided the best data fit for both PM-fractions, allowing the sources isoprene- and α-pinene-derived secondary organic aerosol (SOA), bio primary, primarily attributable to fungal spores, bio/urban primary including plant fragments in PM(10) and cooking and traffic emissions in PM(1), biomass burning and combustion fossil to be identified. With mean concentrations up to 2.6 μg Cm(-3), biomass burning dominated the organic fraction in cooler months. Concentrations for α-pinene-derived SOA exceeded isoprene-derived concentrations. Estimated secondary organic carbon contributions to total organic carbon (OC) were between 7% and 42% in PM(10) and between 11% and 60% in PM(1), which is slightly lower than observed for US- or Asian cities. Primary biogenic emissions reached up to 33% of OC in the PM(10)-fraction in the late summer and autumn months. Temperature-dependence was found for both SOA-factors, correlations with ozone and mix depth only for the α-pinene-derived SOA-factor. Latter indicated input of α-pinene from the borders, highlighting differences in the origin of the precursors of both factors. Most factors were regionally distributed. High regional distribution was found to be associated with stronger influence of ambient parameters and higher concentrations at the background station. A significant contribution of biogenic emissions and biomass burning to urban organic aerosol could be stated. This indicates a considerable impact on PM concentrations also in cities in a densely populated area, and should draw the attention concerning health aspects not only to cardio-vascular diseases but also to allergy issues. Copyright © 2012 Elsevier B.V. All rights reserved.
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NASA Astrophysics Data System (ADS)
Stirnweis, Lisa; Marcolli, Claudia; Dommen, Josef; Barmet, Peter; Frege, Carla; Platt, Stephen M.; Bruns, Emily A.; Krapf, Manuel; Slowik, Jay G.; Wolf, Robert; Prévôt, Andre S. H.; Baltensperger, Urs; El-Haddad, Imad
2017-04-01
Secondary organic aerosol (SOA) yields from the photo-oxidation of α-pinene were investigated in smog chamber (SC) experiments at low (23-29 %) and high (60-69 %) relative humidity (RH), various NOx / VOC ratios (0.04-3.8) and with different aerosol seed chemical compositions (acidic to neutralized sulfate-containing or hydrophobic organic). A combination of a scanning mobility particle sizer and an Aerodyne high-resolution time-of-flight aerosol mass spectrometer was used to determine SOA mass concentration and chemical composition. We used a Monte Carlo approach to parameterize smog chamber SOA yields as a function of the condensed phase absorptive mass, which includes the sum of OA and the corresponding bound liquid water content. High RH increased SOA yields by up to 6 times (1.5-6.4) compared to low RH. The yields at low NOx / VOC ratios were in general higher compared to yields at high NOx / VOC ratios. This NOx dependence follows the same trend as seen in previous studies for α-pinene SOA. A novel approach of data evaluation using volatility distributions derived from experimental data served as the basis for thermodynamic phase partitioning calculations of model mixtures in this study. These calculations predict liquid-liquid phase separation into organic-rich and electrolyte phases. At low NOx conditions, equilibrium partitioning between the gas and liquid phases can explain most of the increase in SOA yields observed at high RH, when in addition to the α-pinene photo-oxidation products described in the literature, fragmentation products are added to the model mixtures. This increase is driven by both the increase in the absorptive mass and the solution non-ideality described by the compounds' activity coefficients. In contrast, at high NOx, equilibrium partitioning alone could not explain the strong increase in the yields with RH. This suggests that other processes, e.g. reactive uptake of semi-volatile species into the liquid phase, may occur and be enhanced at higher RH, especially for compounds formed under high NOx conditions, e.g. carbonyls.
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Li, Q; Morimoto, K; Kobayashi, M; Inagaki, H; Katsumata, M; Hirata, Y; Hirata, K; Suzuki, H; Li, Y J; Wakayama, Y; Kawada, T; Park, B J; Ohira, T; Matsui, N; Kagawa, T; Miyazaki, Y; Krensky, A M
2008-01-01
We previously reported that a forest bathing trip enhanced human NK activity, number of NK cells, and intracellular anti-cancer proteins in lymphocytes. In the present study, we investigated how long the increased NK activity lasts and compared the effect of a forest bathing trip on NK activity with a trip to places in a city without forests. Twelve healthy male subjects, age 35-56 years, were selected with informed consent. The subjects experienced a three-day/two-night trip to forest fields and to a city, in which activity levels during both trips were matched. On day 1, subjects walked for two hours in the afternoon in a forest field; and on day 2, they walked for two hours in the morning and afternoon, respectively, in two different forest fields; and on day 3, the subjects finished the trip and returned to Tokyo after drawing blood samples and completing the questionnaire. Blood and urine were sampled on the second and third days during the trips, and on days 7 and 30 after the trip, and NK activity, numbers of NK and T cells, and granulysin, perforin, and granzymes A/B-expressing lymphocytes in the blood samples, and the concentration of adrenaline in urine were measured. Similar measurements were made before the trips on a normal working day as the control. Phytoncide concentrations in forest and city air were measured. The forest bathing trip significantly increased NK activity and the numbers of NK, perforin, granulysin, and granzyme A/B-expressing cells and significantly decreased the concentration of adrenaline in urine. The increased NK activity lasted for more than 7 days after the trip. In contrast, a city tourist visit did not increase NK activity, numbers of NK cells, nor the expression of selected intracellular anti-cancer proteins, and did not decrease the concentration of adrenaline in urine. Phytoncides, such as alpha-pinene and beta-pinene were detected in forest air, but almost not in city air. These findings indicate that a forest bathing trip increased NK activity, number of NK cells, and levels of intracellular anti-cancer proteins, and that this effect lasted at least 7 days after the trip. Phytoncides released from trees and decreased stress hormone may partially contribute to the increased NK activity.
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Comparison of pistachio hull essential oils from different Tunisian localities.
Chahed, Thouraya; Dhifi, Wissal; Hamrouni, Ibtissem; Msaada, Kamel; Bellila, Amor; Kchouk, Mohamed E; Marzouk, Brahim
2007-03-01
Pistachio (Pistacia vera L.) fruit is well known for its oleaginous and edible seed. Less information is available about the hull constituted by the epicarp and the mesocarp. This part of the fruit contains an essential oil that can be valorized. Tunisia is one of the countries cultivating pistachio trees. This work presents essential oil composition of pistachio hulls (Mateur variety) from different geographical localities: Grombalia (North-East), Kairouan (Middle) and Sfax (Middle-East). Yields were more important in Sfax samples (0.53% on a dry weight basis). Alpha-terpinolene was the major compound for Grombalia fruits (35.7%), whereas Kairouan and Sfax samples where characterized by alpha-pinene (42.5 and 43.8% respectively). For all samples, monoterpene hydrocarbons predominated (more than 79.8% of the essential oil).
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Studies of Physicochemical Processes in Atmospheric Particles and Acid Deposition.
NASA Astrophysics Data System (ADS)
Pandis, Spyros N.
A comprehensive chemical mechanism for aqueous -phase atmospheric chemistry was developed and its detailed sensitivity analysis was performed. The main aqueous-phase reaction pathways for the system are the oxidation of S(IV) to S(VI) by H_2O_2 , OH, O_2 (catalysed by Fe ^{3+} and Mn^ {2+}), O_3 and HSO_sp{5}{-}. The gas-phase concentrations of SO_2, H_2O_2, HO _2, OH, O_3 HCHO, NH_3, HNO_3 and HCl and the liquid water content of the cloud are of primary importance. The Lagrangian model predictions for temperature profile, fog development, liquid water content, gas-phase concentrations of SO_2 , HNO_3, and NH_3 , pH, aqueous-phase concentrations of SO _sp{4}{2-}, NH _sp{4}{+} and NO _sp{3}{-}, and finally deposition rates of the above ions match well the observed values. A third model was developed to study the distribution of acidity and solute concentration among the various droplet sizes in a fog or a cloud. Significant solute concentration differences can occur in aqueous droplets inside a fog or a cloud. Fogs in polluted environments have the potential to increase aerosol sulfate concentrations, but at the same time to cause reductions in the aerosol concentration of nitrate, chloride, ammonium and sodium as well as in the total aerosol mass concentration. The sulfate producd during fog episodes favors the aerosol particles that have access to most of the fog liquid water. Aerosol scavenging efficiencies of around 80% were calculated for urban fogs. Sampling and subsequent mixing of fog droplets of different sizes may result in measured concentrations that are not fully representative of the fogwater chemical composition. Isoprene and beta-pinene, at concentration levels ranging from a few ppb to a few ppm were reacted photochemically with NO_ {x} in the Caltech outdoor smog chamber facility. Aerosol formation from the isoprene photooxidation was found to be negligible even under extreme ambient conditions due to the relatively high vapor pressure of its condensable products. Aerosol carbon yield from the beta -pinene photooxidation is as high as 8% and depends strongly on the initial HC/NO_{x} ratio. Monoterpene photooxidation can be a significant source of secondary aerosol in rural environments and in urban areas with extended natural vegetation. (Abstract shortened with permission of author.).
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Phytochemical analysis of Pinus eldarica bark
Iravani, S.; Zolfaghari, B.
2014-01-01
Bark extract of Pinus pinaster contains numerous phenolic compounds such as catechins, taxifolin, and phenolic acids. These compounds have received considerable attentions because of their anti-inflammatory, antimutagenic, anticarcinogenic, antimetastatic and high antioxidant activities. Although P. pinaster bark has been intensely investigated in the past; there is comparably less information available in the literature in regard to P. eldarica bark. Therefore, the aim of this study was to determine the chemical composition of P. eldarica commonly found in Iran. A reversed-phase high pressure liquid chromatography (RP-HPLC) method for the determination of catechin, caffeic acid, ferulic acid, and taxifolin in P. pinaster and P. eldarica was developed. A mixture of 0.1% formic acid in deionized water and 0.1% formic acid in acetonitrile was used as the mobile phase, and chromatographic separation was achieved on a Nova pack C18 at 280 nm. The two studied Pinus species contained high amounts of polyphenolic compounds. Among four marker compounds, the main substances identified in P. pinaster and P. eldarica were taxifolin and catechin, respectively. Furthermore, the composition of the bark oil of P. eldarica obtained by hydrodistillation was analyzed by gas chromatography/mass spectroscopy (GC/MS). Thirty-three compounds accounting for 95.1 % of the oil were identified. The oils consisted mainly of mono- and sesquiterpenoid fractions, especially α-pinene (24.6%), caryophyllene oxide (14.0%), δ-3-carene (10.7%), (E)-β-caryophyllene (7.9%), and myrtenal (3.1%). PMID:25657795
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NASA Astrophysics Data System (ADS)
Lavi, Avi; Vermeuel, Michael P.; Novak, Gordon A.; Bertram, Timothy H.
2018-06-01
Benzene cluster cations are a sensitive and selective reagent ion for chemical ionization of select biogenic volatile organic compounds. We have previously reported the sensitivity of a field deployable chemical ionization time-of-flight mass spectrometer (CI-ToFMS), using benzene cluster cation ion chemistry, for detection of dimethyl sulfide, isoprene and α-pinene. Here, we present laboratory measurements of the sensitivity of the same instrument to a series of terpenes, including isoprene, α-pinene, β-pinene, D-limonene, ocimene, β-myrcene, farnesene, α-humulene, β-caryophyllene, and isolongifolene at atmospherically relevant mixing ratios (< 100 pptv). In addition, we determine the dependence of CI-ToFMS sensitivity on the reagent ion neutral delivery concentration and water vapor concentration. We show that isoprene is primarily detected as an adduct (C5H8 ṡ C6H6+) with a sensitivity ranging between 4 and 10 ncps ppt-1, which depends strongly on the reagent ion precursor concentration, de-clustering voltages, and specific humidity (SH). Monoterpenes are detected primarily as the molecular ion (C10H16+) with an average sensitivity, across the five measured compounds, of 14 ± 3 ncps ppt-1 for SH between 7 and 14 g kg-1, typical of the boreal forest during summer. Sesquiterpenes are detected primarily as the molecular ion (C15H24+) with an average sensitivity, across the four measured compounds, of 9.6 ± 2.3 ncps ppt-1, that is also independent of specific humidity. Comparable sensitivities across broad classes of terpenes (e.g., monoterpenes and sesquiterpenes), coupled to the limited dependence on specific humidity, suggest that benzene cluster cation CI-ToFMS is suitable for field studies of biosphere-atmosphere interactions.
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Seasonal variations in VOC emission rates from gorse (Ulex europaeus)
NASA Astrophysics Data System (ADS)
Boissard, C.; Cao, X.-L.; Juan, C.-Y.; Hewitt, C. N.; Gallagher, M.
Seasonal variations of biogenic volatile organic compound (VOC) emission rates and standardised emission factors from gorse (Ulex europaeus) have been measured at two sites in the United Kingdom, from October 1994 to September 1995, within temperature and PAR conditions ranging from 3 to 34°C and 10-1300 μmol m-2 s-1, respectively. Isoprene was the dominant emitted compound with a relative composition fluctuating from 7% of the total VOC (winter) to 97% (late summer). The monoterpenes α-pinene, camphene, sabinene, β-pinene, myrcene, limonene, trans-ocimene and γ-terpinene were also emitted, with α-pinene being the dominant monoterpene during most the year. Trans-ocimene represented 33-66% of the total monoterpene during the hottest months from June to September. VOC emissions were found to be accurately predicted using existing algorithms. Standard (normalised) emission factors of VOCs from gorse were calculated using experimental parameters measured during the experiment and found to fluctuate with season, from 13.3±2.1 to 0.1±0.1 μg C (g dwt)-1 h-1 in August 1995 and January 1995, respectively, for isoprene, and from 2.5±0.2 to 0.4±0.2 μg C (g dwt)-1 h-1 in July and November 1995, respectively, for total monoterpenes. No simple clear relation was found to allow prediction of these seasonal variations with respect to temperature and light intensity. The effects of using inappropriate algorithms to derive VOC fluxes from gorse were assessed for isoprene and monoterpenes. Although on an annual basis the discrepancies are not significant, monthly estimation of isoprene were found to be overestimated by more than a factor of 50 during wintertime when the seasonality of emission factors is not considered.
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NASA Astrophysics Data System (ADS)
Iinuma, Yoshiteru; Böge, Olaf; Gnauk, Thomas; Herrmann, Hartmut
α-Pinene ozonolysis was carried out in the presence of ammonium sulfate or sulfuric acid seed particles in a 9 m 3 Teflon chamber at the mixing ratios of 100 ppbv for α-pinene and about 70 ppbv for ozone. The evolution of size distribution was measured by means of a differential mobility particle sizer (DMPS). The resulting secondary organic aerosol (SOA) was sampled by a denuder/quartz fiber filter combination for the determination of the total organic carbon concentration (TOC) in the particle phase, using a thermographic method and by a denuder/PTFE filter combination for the analysis of individual chemical species in the particle phase using capillary electrophoresis-electrospray ionization-mass spectrometry (CE-ESI-MS). cis-Pinic acid ( m/ z 185) and another species tentatively identified at m/ z 171 and 199 were the major particle phase species for both seed particles although the product yields were different, indicating the influence of seed particle acidity. A thermographic method for the determination of TOC showed an increase of particle phase organics by 40% for the experiments with higher acidity. CE-ESI-MS analysis showed a large increase in the concentration of compounds with Mw>300 from the experiments with sulfuric acid seed particles. These results suggest that the seed particle acidity enhances the yield of SOA and plays an important role in the formation of larger molecules in the particle phase. Our results from direct particle phase chemical analysis suggest for the first time that condensation of smaller organics takes place by polymerization or aldol condensation following the formation of aldehydes, such as pinonaldehyde from the terpene ozonolysis.
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NASA Technical Reports Server (NTRS)
Ladanyi, Dezso J; Sloop, John L; Humphrey, Jack C; Morrell, Gerald
1950-01-01
Experiments were conducted at sea level and pressure altitude of about 55,000 feet at various temperatures to determine starting characteristics of a commercial rocket engine using crude monoethylaniline and other fuels with mixed acid. With crude monoethylaniline, ignition difficulties were encountered at temperatures below about 20 degrees F. With mixed butyl mercaptans, water-white turpentine, and x-pinene, no starting difficulties were experienced at temperatures as low as minus 74 degrees F. Turpentine and x-pinene, however, sometimes left deposits on the injector face. With blends containing furfuryl alcohol and with other blends, difficulties were experienced either from appreciable deposits or from starting.
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Gminski, Richard; Marutzky, Rainer; Kevekordes, Sebastian; Fuhrmann, Frank; Bürger, Werner; Hauschke, Dieter; Ebner, Winfried; Mersch-Sundermann, Volker
2011-09-01
Due to the reduction of air change rates in low-energy houses, the contribution to indoor air quality of volatile organic compounds (VOCs) emitting from oriented strand boards (OSB) has become increasingly important. The aim of this study was to evaluate sensory irritations, pulmonary effects and odor annoyance of emissions from OSB in healthy human volunteers compared to clean air. Twenty-four healthy non-smokers were exposed to clean air and OSB emissions for 2 h under controlled conditions in a 48 m(3) test chamber at three different time points: to fresh OSB panels and to the same panels after open storage for 2 and 8 weeks. Chemosensory irritation, exhaled nitric oxide (NO) concentration, eye blink frequency, lung function and subjective perception of irritation of eyes, nose and throat were examined before, during and after exposure. Additionally, olfactory perception was investigated. Total VOC exposure concentrations reached 8.9 ± 0.8 mg/m(3) for the fresh OSB panels. Emissions consisted predominantly of α-pinene, Δ(3)-carene and hexanal. Two-hour exposure to high VOC concentrations revealed no irritating or pulmonary effects. All the subjective ratings of discomfort were at a low level and the medians did not exceed the expression 'hardly at all.' Only the ratings for smell of emissions increased significantly during exposure in comparison to clean air. In conclusion, exposure of healthy volunteers to OSB emissions did not elicit sensory irritations or pulmonary effects up to a VOC concentration of about 9 mg/m(3). Sensory intensity of OSB emissions in the chamber air was rated as 'neutral to pleasant.'
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NASA Astrophysics Data System (ADS)
Mcavey, K. M.; Groff, C. J.; Harkins, A. D.; Bertman, S. B.; Starn, T.; Seeley, J. S.; Shepson, P. B.
2013-12-01
Biogenic emissions of monoterpenes play a role in the formation of secondary organic aerosols (SOA) and tropospheric ozone, as well as impacting the fate of nitrogen through production of organic nitrates. Monoterpene emissions can interact with anthropgenic emissions (e.g. sulfate aerosol) to produce a variety of SOA components, such as organosulfates. Concentrations of several monoterpenes, including some combination of α-pinene, β-pinene, camphene, limonene, terpinolene, γ-terpinene, myrcene, and ρ-cymene (depending on chromatographic resolution) were quantified in a forested site in rural Alabama using an automated solid sorbent sampler/2D-GC, as part of the Southern Oxidant and Aerosol Study (SOAS). Monoterpene concentrations were relatively large in this mixed coniferous/deciduous forest, with individual terpenes maximizing at concentrations as high as 1 ppb or more, making them important OH sinks, as well as organic nitrate precursors. α-pinene was the dominant terpene measured. Diurnal patterns show a clear increase in observed monoterpene concentrations occurring in the later evening hours. In this presentation we will compare the observed terpene distribution with that from a simple landcover survey and emissions model, and discuss the relative role of isoprene and the terpenes as OH sinks, and precursors to organic nitrates, which are themselves potentially important SOA components.
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NASA Astrophysics Data System (ADS)
Sato, Kei; Fujitani, Yuji; Inomata, Satoshi; Morino, Yu; Tanabe, Kiyoshi; Ramasamy, Sathiyamurthi; Hikida, Toshihide; Shimono, Akio; Takami, Akinori; Fushimi, Akihiro; Kondo, Yoshinori; Imamura, Takashi; Tanimoto, Hiroshi; Sugata, Seiji
2018-04-01
Traditional yield curve analysis shows that semi-volatile organic compounds are a major component of secondary organic aerosols (SOAs). We investigated the volatility distribution of SOAs from α-pinene ozonolysis using positive electrospray ionization mass analysis and dilution- and heat-induced evaporation measurements. Laboratory chamber experiments were conducted on α-pinene ozonolysis, in the presence and absence of OH scavengers. Among these, we identified not only semi-volatile products, but also less volatile highly oxygenated molecules (HOMs) and dimers. Ozonolysis products were further exposed to OH radicals to check the effects of photochemical aging. HOMs were also formed during OH-initiated photochemical aging. Most HOMs that formed from ozonolysis and photochemical aging had 10 or fewer carbons. SOA particle evaporation after instantaneous dilution was measured at < 1 and ˜ 40 % relative humidity. The volume fraction remaining of SOAs decreased with time and the equilibration timescale was determined to be 24-46 min for SOA evaporation. The experimental results of the equilibration timescale can be explained when the mass accommodation coefficient is assumed to be 0.1, suggesting that the existence of low-volatility materials in SOAs, kinetic inhibition, or some combined effect may affect the equilibration timescale measured in this study.
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Chemical constituents and antimicrobial activity of the essential oil of Lantana xenica.
Juliani, Hector R; Biurrun, Fernando; Koroch, Adolfina R; Oliva, M M; Demo, Mirta S; Trippi, Victorio S; Zygadlo, Julio A
2002-08-01
The aim of this work was to evaluate the chemical composition of Lantana xenica essential oil and its antimicrobial activity. The oil from the aerial parts of Lantana xenica Mold. (Verbenacea) was obtained by steam distillation and analyzed by gas chromatography/mass spectrometry. The major constituent of the oil was (E)-caryophyllene (35.2 %), with minor amounts of gamma-cadinene (13.3 %), alpha-pinene (9.3 %), ocimene (9.2 %) and germacrene D (6.6 %). The antimicrobial assays showed that the essential oil of L. xenica inhibited the growth of Bacillus cereus and Proteus mirabilis and both bacteria were inhibited by (E)-caryophyllene, the major component of the oil. Enterococcus faecalis, Staphylococcus epidermidis and S. aureus showed a lower inhibition. The bacteria Micrococcus luteus, Klebsiella sp., Escherichia coli and the yeast Candida albicans were insensitive to both the oil and (E)-caryophyllene.
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Copolovici, Lucian O.; Filella, Iolanda; Llusià, Joan; Niinemets, Ülo; Peñuelas, Josep
2005-01-01
Heat stress resistance of foliar photosynthetic apparatus was investigated in the Mediterranean monoterpene-emitting evergreen sclerophyll species Quercus ilex. Leaf feeding with fosmidomycin, which is a specific inhibitor of the chloroplastic isoprenoid synthesis pathway, essentially stopped monoterpene emission and resulted in the decrease of the optimum temperature of photosynthetic electron transport from approximately 38°C to approximately 30°C. The heat stress resistance was partly restored by fumigation with 4 to 5 nmol mol−1 air concentrations of monoterpene α-pinene but not with fumigations with monoterpene alcohol α-terpineol. Analyses of monoterpene physicochemical characteristics demonstrated that α-pinene was primarily distributed to leaf gas and lipid phases, while α-terpineol was primarily distributed to leaf aqueous phase. Thus, for a common monoterpene uptake rate, α-terpineol is less efficient in stabilizing membrane liquid-crystalline structure and as an antioxidant in plant membranes. Furthermore, α-terpineol uptake rate (U) strongly decreased with increasing temperature, while the uptake rates of α-pinene increased with increasing temperature, providing a further explanation of the lower efficiency of thermal protection by α-terpineol. The temperature-dependent decrease of α-terpineol uptake was both due to decreases in stomatal conductance, gw, and increased volatility of α-terpineol at higher temperature that decreased the monoterpene diffusion gradient between the ambient air (FA) and leaf (FI; U = gw[FA − FI]). Model analyses suggested that α-pinene reacted within the leaf at higher temperatures, possibly within the lipid phase, thereby avoiding the decrease in diffusion gradient, FA − FI. Thus, these data contribute to the hypothesis of the antioxidative protection of leaf membranes during heat stress by monoterpenes. These data further suggest that fumigation with the relatively low atmospheric concentrations of monoterpenes that are occasionally observed during warm windless days in the Mediterranean canopies may significantly improve the heat tolerance of nonemitting vegetation that grows intermixed with emitting species. PMID:16126854
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Gain and Loss of Fruit Flavor Compounds Produced by Wild and Cultivated Strawberry Species
Aharoni, Asaph; Giri, Ashok P.; Verstappen, Francel W.A.; Bertea, Cinzia M.; Sevenier, Robert; Sun, Zhongkui; Jongsma, Maarten A.; Schwab, Wilfried; Bouwmeester, Harro J.
2004-01-01
The blends of flavor compounds produced by fruits serve as biological perfumes used to attract living creatures, including humans. They include hundreds of metabolites and vary in their characteristic fruit flavor composition. The molecular mechanisms by which fruit flavor and aroma compounds are gained and lost during evolution and domestication are largely unknown. Here, we report on processes that may have been responsible for the evolution of diversity in strawberry (Fragaria spp) fruit flavor components. Whereas the terpenoid profile of cultivated strawberry species is dominated by the monoterpene linalool and the sesquiterpene nerolidol, fruit of wild strawberry species emit mainly olefinic monoterpenes and myrtenyl acetate, which are not found in the cultivated species. We used cDNA microarray analysis to identify the F. ananassa Nerolidol Synthase1 (FaNES1) gene in cultivated strawberry and showed that the recombinant FaNES1 enzyme produced in Escherichia coli cells is capable of generating both linalool and nerolidol when supplied with geranyl diphosphate (GPP) or farnesyl diphosphate (FPP), respectively. Characterization of additional genes that are very similar to FaNES1 from both the wild and cultivated strawberry species (FaNES2 and F. vesca NES1) showed that only FaNES1 is exclusively present and highly expressed in the fruit of cultivated (octaploid) varieties. It encodes a protein truncated at its N terminus. Green fluorescent protein localization experiments suggest that a change in subcellular localization led to the FaNES1 enzyme encountering both GPP and FPP, allowing it to produce linalool and nerolidol. Conversely, an insertional mutation affected the expression of a terpene synthase gene that differs from that in the cultivated species (termed F. ananassa Pinene Synthase). It encodes an enzyme capable of catalyzing the biosynthesis of the typical wild species monoterpenes, such as α-pinene and β-myrcene, and caused the loss of these compounds in the cultivated strawberries. The loss of α-pinene also further influenced the fruit flavor profile because it was no longer available as a substrate for the production of the downstream compounds myrtenol and myrtenyl acetate. This phenomenon was demonstrated by cloning and characterizing a cytochrome P450 gene (Pinene Hydroxylase) that encodes the enzyme catalyzing the C10 hydroxylation of α-pinene to myrtenol. The findings shed light on the molecular evolutionary mechanisms resulting in different flavor profiles that are eventually selected for in domesticated species. PMID:15522848
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Wang, Hongjun; Wang, Xinming; Zhang, Yanli; Mu, Yujing; Han, Xingguo
2016-01-15
Biogenic volatile organic compounds (BVOCs) emitted from plants have substantial effects on atmospheric chemistry/physics and feedbacks on ecosystem function. The on-going climate change and anthropogenic disturbance have been confirmed to cause the evident degradation of grassland with shift of plant community, and hence BVOCs emissions were suspected to be altered due to the different BOVCs emission potentials of different species. In this study, we investigated BVOCs concentration above ground surface during growing season in a degraded semi-arid grassland (41°2' N-45°6' N, 113°5'-117°8') in Inner Mongolia. The observed monoterpenes' concentrations varied from 0.10 to 215.78 μg m(-3) (34.88 ± 9.73 μg m(-3) in average) across 41 sites. Compared to non-degraded grassland, concentrations of monoterpenes were about 180 times higher at the sites dominated by subshrub--Artemisia frigida, a preponderant species under drought stress and over-grazing. The biomass of A. frigida explained 51.39% of the variation of monoterpenes' concentrations. α-pinene, β-pinene and γ-terpinene dominated in the 10 determined monoterpenes, accounting for 37.72 ± 2.98%, 14.65 ± 2.55% and 10.50 ± 2.37% of the total monoterpenes concentration, respectively. Low isoprene concentrations (≤ 3.25 μg m(-3)) were found and sedge biomass contributed about 51.76% to their spatial variation. α-pinene and isoprene emissions at noon were as high as 515.53 ± 88.34 μg m(-2)h(-1) and 7606.19 ± 1073.94 μg m(-2) h(-1) in A. frigida- and sedge-dominated areas where their biomass were 236.90 g m(-2) and 72.37 g m(-2), respectively. Our results suggested that the expansion of A. frigida and sedge caused by over-grazing and climatic stresses may increase local ambient BVOCs concentration in grassland. Copyright © 2015 Elsevier B.V. All rights reserved.
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Soković, Marina; Glamočlija, Jasmina; Marin, Petar D; Brkić, Dejan; van Griensven, Leo J L D
2010-10-27
The chemical composition and antibacterial activity of essential oils from 10 commonly consumed herbs: Citrus aurantium, C. limon, Lavandula angustifolia, Matricaria chamomilla, Mentha piperita, M. spicata, Ocimum basilicum, Origanum vulgare, Thymus vulgaris and Salvia officinalis have been determined. The antibacterial activity of these oils and their main components; i.e. camphor, carvacrol, 1,8-cineole, linalool, linalyl acetate, limonene, menthol, a-pinene, b-pinene, and thymol were assayed against the human pathogenic bacteria Bacillus subtilis, Enterobacter cloacae, Escherichia coli O157:H7, Micrococcus flavus, Proteus mirabilis, Pseudomonas aeruginosa, Salmonella enteritidis, S. epidermidis, S. typhimurium, and Staphylococcus aureus. The highest and broadest activity was shown by O. vulgare oil. Carvacrol had the highest antibacterial activity among the tested components.
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Orav, Anne; Kailas, Tiiu; Muurisepp, Mati
2010-11-01
The essential oils obtained by simultaneous distillation and extraction (SDE) from the fresh and dried needles and dried berries of Juniperus communis L. of Estonian origin were subjected to GC-FID and GC-MS analyses. The yields of the oils ranged between 0.2% and 0.6% from juniper berries and between 0.5% and 1.0% from needles (dried weight). A total of 87 compounds were identified, representing over 95% of the oil. The major compounds in the needle oil were monoterpenes α-pinene (33.3-45.6%), sabinene (0.2-15.4%), limonene (2.8-4.6%) and sesquiterpenes (E)-β-caryophyllene (0.8-10.3%), α-humulene (0.8-6.2%) and germacrene D (3.0-7.8%). The juniper berry oil was rich in α-pinene (53.6-62.3%), β-myrcene (6.5-6.9%) and germacrene D (4.5-6.1%). The main oxygenated terpenoids found in the needle oil were germacrene D-4-ol (0.4-4.0%) and α-cadinol (to 2.7%). The oil from fresh needles contained high amounts of (E)-2-hexenal (3.7-11.7%).
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NASA Astrophysics Data System (ADS)
Bai, Jianhui; Guenther, Alex; Turnipseed, Andrew; Duhl, Tiffany; Greenberg, James
2017-07-01
Measurements of BVOC emissions, ozone concentration and environmental parameters were carried out from May 2013 to January 2016 in a subtropical Pinus plantation in China. Isoprene and monoterpene emissions were measured using a relaxed eddy accumulation (REA) system and a gradient technique on an above-canopy tower. In 2013, isoprene comprised 21.2% of total terpenoid emissions, while α-pinene, camphene, β-pinene and limonene constituting 51.5%, 2.4%, 9.1%, and 13.0% of total emissions, respectively. Monoterpenes together were the dominant VOCs measured contributing 71.6%. α-pinene, camphene, β-pinene and limonene constituted 67.7%, 3.2%, 11.9%, 17.2% of total monoterpene emissions. Isoprene and monoterpene emissions displayed strong diurnal variations, with lower emissions in the morning and late evening, and the highest emissions around noon. BVOC peak emissions typically occurred a few hours after the noon PAR peak. Isoprene and monoterpene emissions varied with season and were the highest in summer, contributing more than half of the total annual emission, and the lowest emissions were in winter. Evident interannual variations of isoprene, monoterpenes and total BVOCs were observed. Compared to 2013, annual BVOC emissions decreased in 2015, associated with decreases of PAR, Temperature, water vapor, and an increase of all substances in gas, liquid and solid phases in the atmospheric column (e.g., S/Q, the ratio of solar scattered radiation to global radiation). Ozone concentration showed clear diurnal variation with PAR, higher around noon and lower in the early morning and late evening. Generally, there were no evident correlations between ozone concentrations and BVOC emissions, or the vertical gradients of ozone concentrations and BVOC concentrations. Under all sky conditions (including cloudy skies), no strong correlations at a high confidence level or very similar variation patterns were observed between any two following parameters, BVOC emissions, PAR, temperature, water vapor, and S/Q. The major factors controlling BVOC emissions were PAR and temperature but biomass burning smoke and phenology (pine florescence) may also play a role. The mean emission factors at standard conditions determined using the MEGAN model emission algorithms and empirical model of BVOC emissions were 0.71 and 1.19 mg m-2 h-1 for isoprene and 1.39 and 1.65 mg m-2 h-1 for total monoterpenes, respectively.
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Alaerts, Luc; Séguin, Etienne; Poelman, Hilde; Thibault-Starzyk, Frédéric; Jacobs, Pierre A; De Vos, Dirk E
2006-09-25
An optimized procedure was designed for the preparation of the microporous metal-organic framework (MOF) [Cu3(btc)2] (BTC=benzene-1,3,5-tricarboxylate). The crystalline material was characterized by X-ray diffraction, optical microscopy, SEM, X-ray photoelectron spectroscopy, N2 sorption, thermogravimetry, and IR spectroscopy of adsorbed CO. CO adsorbs on a small number of Cu2O impurities, and particularly on the free CuII coordination sites in the framework. [Cu3(btc)2] is a highly selective Lewis acid catalyst for the isomerization of terpene derivatives, such as the rearrangement of alpha-pinene oxide to campholenic aldehyde and the cyclization of citronellal to isopulegol. By using the ethylene ketal of 2-bromopropiophenone as a test substrate, it was demonstrated that the active sites in [Cu3(btc)2] are hard Lewis acids. Catalyst stability, re-usability, and heterogeneity are critically assessed.
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Weathering the storm: how lodgepole pine trees survive mountain pine beetle outbreaks.
Erbilgin, Nadir; Cale, Jonathan A; Hussain, Altaf; Ishangulyyeva, Guncha; Klutsch, Jennifer G; Najar, Ahmed; Zhao, Shiyang
2017-06-01
Recent mountain pine beetle outbreaks in western North America killed millions of lodgepole pine trees, leaving few survivors. However, the mechanism underlying the ability of trees to survive bark beetle outbreaks is unknown, but likely involve phytochemicals such as monoterpenes and fatty acids that can drive beetle aggregation and colonization on their hosts. Thus, we conducted a field survey of beetle-resistant lodgepole pine (Pinus contorta) trees to retrospectively deduce whether these phytochemicals underlie their survival by comparing their chemistry to that of non-attacked trees in the same stands. We also compared beetle attack characteristics between resistant and beetle-killed trees. Beetle-killed trees had more beetle attacks and longer ovipositional galleries than resistant trees, which also lacked the larval establishment found in beetle-killed trees. Resistant trees contained high amounts of toxic and attraction-inhibitive compounds and low amounts of pheromone-precursor and synergist compounds. During beetle host aggregation and colonization, these compounds likely served three critical roles in tree survival. First, low amounts of pheromone-precursor (α-pinene) and synergist (mycrene, terpinolene) compounds reduced or prevented beetles from attracting conspecifics to residual trees. Second, high amounts of 4-allyanisole further inhibited beetle attraction to its pheromone. Finally, high amounts of toxic limonene, 3-carene, 4-allyanisole, α-linolenic acid, and linoleic acid inhibited beetle gallery establishment and oviposition. We conclude that the variation of chemotypic expression of local plant populations can have profound ecological consequences including survival during insect outbreaks.
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González, Alberto; Gutiérrez-Cutiño, Marlen; Moenne, Alejandra
2014-06-05
In order to analyze whether the reducing redox status and activation of thioredoxin reductase (TRR)/thioredoxin(TRX) system induced by oligo-carrageenan (OC) kappa in Eucalyptus globulus activate secondary metabolism increasing terpenoid synthesis, trees were sprayed on the leaves with water, with OC kappa, or with inhibitors of NAD(P)H, ascorbate (ASC) and (GSH) synthesis and TRR activity, CHS-828, lycorine, buthionine sulfoximine (BSO) and auranofine, respectively, and with OC kappa and cultivated for four months. The main terpenoids in control Eucalyptus trees were eucalyptol (76%), α-pinene (7.4%), aromadendrene (3.6%), silvestrene (2.8%), sabinene (2%) and α-terpineol (0.9%). Treated trees showed a 22% increase in total essential oils as well as a decrease in eucalyptol (65%) and sabinene (0.8%) and an increase in aromadendrene (5%), silvestrene (7.8%) and other ten terpenoids. In addition, treated Eucalyptus showed seven de novo synthesized terpenoids corresponding to carene, α-terpinene, α-fenchene, γ-maaliene, spathulenol and α-camphenolic aldehyde. Most increased and de novo synthesized terpenoids have potential insecticidal and antimicrobial activities. Trees treated with CHS-828, lycorine, BSO and auranofine and with OC kappa showed an inhibition of increased and de novo synthesized terpenoids. Thus, OC kappa-induced reducing redox status and activation of TRR/TRX system enhance secondary metabolism increasing the synthesis of terpenoids and reprogramming of terpenoid metabolism in Eucalyptus trees.
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2010-01-01
Background The ability of mosquitoes of the genus Aedes and its allies, such as Stegomyia, to transmit diseases such as dengue and yellow fever, makes them important in public health. This study aims to evaluate the use of the essential oil of Brazilian pepper in biological control of by assessing and quantifying the larvicidal effect against S. aegypti, the only available access to dengue control, and test its risk of genotoxicity with Salmonella typhimurium as an indicator of safety for its environmental use. Results The density of the oil was 0.8622 g mL-1. Gas chromatography coupled with mass spectrometry revealed six major constituents: δ-3-carene (55.43%), α-pinene (16.25%), sylvestrene (10.67%), germacrene D (2.17), β-myrcene (1.99%), and isoterpinolene (1.4%). The minimum inhibitory dose to larvae development was 862.20 μg mL-1. The median lethal dose (LD50) of the essential oil for larvae was between the concentrations of 172.44-344.88 μg mL-1. There was no mutagenic risk for the essential oil, since there were no biochemical or morphological changes in S. typhimurium after exposure to the essential oil. Conclusions The minimum inhibitory essential oil concentration and the median lethal dose pointed to the value of the use of water dispersions of Brazilian pepper essential oil as an environmental safe natural larvicidal for S. aegypti. PMID:20799936
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NASA Astrophysics Data System (ADS)
Timkovsky, J.; Gankema, P.; Pierik, R.; Holzinger, R.
2012-12-01
Biogenic emissions account for almost 90% of total non-methane organic carbon emissions in the atmosphere. The goal of this project is to study the effect of pollution (ozone, NOx) and UV radiation on the emission of real plants. We have designed and built a setup where we combine plant chambers with a reaction chamber (75L volume) allowing the addition of pollutants at different locations. The main analytical tool is a PTR-TOF-MS instrument that can be optionally coupled with a GC system for improved compound identification. The setup is operational since March 2012 and first measurements indicate interesting results, three types of experiments will be presented: 1. Ozonolysis of b-pinene. In this experiment the reaction chamber was flushed with air containing b-pinene at approximate levels of 50 nmol/mol. After ~40 min b-pinene levels reached equilibrium in the reaction chamber and a constant supply of ozone was provided. Within 30 minutes this resulted in a 10 nmol/mol decrease of b-pinene levels in accordance with a reaction rate constant of 1.5*10-17 cm3molec-1s-1 and a residence time of 10 minutes in the reaction chamber. In addition we observed known oxidation products such as formaldehyde, acetone, and nopinone the molar yields of which were also in accordance with reported values. 2. Ozonolysis of biogenic emissions from tomato plants. The air containing the emissions from tomato plants was supplied to the reaction chamber. After adding ozone we observed the decrease of monoterpene concentrations inside the reaction chamber. The observed decrease is consistent for online PTR-MS and GC/PTR-MS measurements. Several ozonolysis products have been observed in the chamber. 3. The effect of UV-B radiation on biogenic emissions of tomato plants. Tomato plants were exposed to UV-B radiation and their emissions measured during and after the treatment. We observed significant changes in the emissions of volatile organic compounds, with specific compounds increasing at different times during the first 24h of the experiment. In situ BVOC emission changes as response to UV-B radiation provide interesting clues to the biological functions of the emitted compounds. These first results show the potential of this system to be a powerful tool to study the effect of pollution and UV radiation on real emissions from plants.
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NASA Astrophysics Data System (ADS)
Chandramouli, Bharadwaj; Jang, Myoseon; Kamens, Richard M.
The partitioning of a diverse set of semivolatile organic compounds (SOCs) on a variety of organic aerosols was studied using smog chamber experimental data. Existing data on the partitioning of SOCs on aerosols from wood combustion, diesel combustion, and the α-pinene-O 3 reaction was augmented by carrying out smog chamber partitioning experiments on aerosols from meat cooking, and catalyzed and uncatalyzed gasoline engine exhaust. Model compositions for aerosols from meat cooking and gasoline combustion emissions were used to calculate activity coefficients for the SOCs in the organic aerosols and the Pankow absorptive gas/particle partitioning model was used to calculate the partitioning coefficient Kp and quantitate the predictive improvements of using the activity coefficient. The slope of the log K p vs. log p L0 correlation for partitioning on aerosols from meat cooking improved from -0.81 to -0.94 after incorporation of activity coefficients iγ om. A stepwise regression analysis of the partitioning model revealed that for the data set used in this study, partitioning predictions on α-pinene-O 3 secondary aerosol and wood combustion aerosol showed statistically significant improvement after incorporation of iγ om, which can be attributed to their overall polarity. The partitioning model was sensitive to changes in aerosol composition when updated compositions for α-pinene-O 3 aerosol and wood combustion aerosol were used. The octanol-air partitioning coefficient's ( KOA) effectiveness as a partitioning correlator over a variety of aerosol types was evaluated. The slope of the log K p- log K OA correlation was not constant over the aerosol types and SOCs used in the study and the use of KOA for partitioning correlations can potentially lead to significant deviations, especially for polar aerosols.
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NASA Astrophysics Data System (ADS)
Rickly, Pamela; Stevens, Philip S.
2018-01-01
Reactions of the hydroxyl radical (OH) play a central role in the chemistry of the atmosphere, and measurements of its concentration can provide a rigorous test of our understanding of atmospheric oxidation. Several recent studies have shown large discrepancies between measured and modeled OH concentrations in forested areas impacted by emissions of biogenic volatile organic compounds (BVOCs), where modeled concentrations were significantly lower than measurements. A potential reason for some of these discrepancies involves interferences associated with the measurement of OH using the laser-induced fluorescence-fluorescence assay by gas expansion (LIF-FAGE) technique in these environments. In this study, a turbulent flow reactor operating at atmospheric pressure was coupled to a LIF-FAGE cell and the OH signal produced from the ozonolysis of α-pinene, β-pinene, ocimene, isoprene, and 2-methyl-3-buten-2-ol (MBO) was measured. To distinguish between OH produced from the ozonolysis reactions and any OH artifact produced inside the LIF-FAGE cell, an external chemical scrubbing technique was used, allowing for the direct measurement of any interference. An interference under high ozone (between 2 × 1013 and 10 × 1013 cm-3) and BVOC concentrations (between approximately 0.1 × 1012 and 40 × 1012 cm-3) was observed that was not laser generated and was independent of the ozonolysis reaction time. For the ozonolysis of α- and β-pinene, the observed interference accounted for approximately 40 % of the total OH signal, while for the ozonolysis of ocimene the observed interference accounted for approximately 70 % of the total OH signal. Addition of acetic acid to the reactor eliminated the interference, suggesting that the source of the interference in these experiments involved the decomposition of stabilized Criegee intermediates (SCIs) inside the FAGE detection cell. Extrapolation of these measurements to ambient concentrations suggests that these interferences should be below the detection limit of the instrument.
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Zanca, Nicola; Lambe, Andrew T.; Massoli, Paola; ...
2017-09-06
The study of secondary organic aerosol (SOA) in laboratory settings has greatly increased our knowledge of the diverse chemical processes and environmental conditions responsible for the formation of particulate matter starting from biogenic and anthropogenic volatile compounds. However, characteristics of the different experimental setups and the way they impact the composition and the timescale of formation of SOA are still subject to debate. In this study, SOA samples were generated using a potential aerosol mass (PAM) oxidation flow reactor using α-pinene, naphthalene and isoprene as precursors. The PAM reactor facilitated exploration of SOA composition over atmospherically relevant photochemical ageing timescalesmore » that are unattainable in environmental chambers. The SOA samples were analyzed using two state-of-the-art analytical techniques for SOA characterization – proton nuclear magnetic resonance ( 1H-NMR) spectroscopy and HPLC determination of humic-like substances (HULIS). Results were compared with previous Aerodyne aerosol mass spectrometer (AMS) measurements. The combined 1H-NMR, HPLC, and AMS datasets show that the composition of the studied SOA systems tend to converge to highly oxidized organic compounds upon prolonged OH exposures. Further, our 1H-NMR findings show that only α-pinene SOA acquires spectroscopic features comparable to those of ambient OA when exposed to at least 1×10 12 molec OH cm -3 × s OH exposure, or multiple days of equivalent atmospheric OH oxidation. Over multiple days of equivalent OH exposure, the formation of HULIS is observed in both α-pinene SOA and in naphthalene SOA (maximum yields: 16 and 30 %, respectively, of total analyzed water-soluble organic carbon, WSOC), providing evidence of the formation of humic-like polycarboxylic acids in unseeded SOA.« less
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Zanca, Nicola; Lambe, Andrew T.; Massoli, Paola
The study of secondary organic aerosol (SOA) in laboratory settings has greatly increased our knowledge of the diverse chemical processes and environmental conditions responsible for the formation of particulate matter starting from biogenic and anthropogenic volatile compounds. However, characteristics of the different experimental setups and the way they impact the composition and the timescale of formation of SOA are still subject to debate. In this study, SOA samples were generated using a potential aerosol mass (PAM) oxidation flow reactor using α-pinene, naphthalene and isoprene as precursors. The PAM reactor facilitated exploration of SOA composition over atmospherically relevant photochemical ageing timescalesmore » that are unattainable in environmental chambers. The SOA samples were analyzed using two state-of-the-art analytical techniques for SOA characterization – proton nuclear magnetic resonance ( 1H-NMR) spectroscopy and HPLC determination of humic-like substances (HULIS). Results were compared with previous Aerodyne aerosol mass spectrometer (AMS) measurements. The combined 1H-NMR, HPLC, and AMS datasets show that the composition of the studied SOA systems tend to converge to highly oxidized organic compounds upon prolonged OH exposures. Further, our 1H-NMR findings show that only α-pinene SOA acquires spectroscopic features comparable to those of ambient OA when exposed to at least 1×10 12 molec OH cm -3 × s OH exposure, or multiple days of equivalent atmospheric OH oxidation. Over multiple days of equivalent OH exposure, the formation of HULIS is observed in both α-pinene SOA and in naphthalene SOA (maximum yields: 16 and 30 %, respectively, of total analyzed water-soluble organic carbon, WSOC), providing evidence of the formation of humic-like polycarboxylic acids in unseeded SOA.« less
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NASA Astrophysics Data System (ADS)
Zanca, Nicola; Lambe, Andrew T.; Massoli, Paola; Paglione, Marco; Croasdale, David R.; Parmar, Yatish; Tagliavini, Emilio; Gilardoni, Stefania; Decesari, Stefano
2017-09-01
The study of secondary organic aerosol (SOA) in laboratory settings has greatly increased our knowledge of the diverse chemical processes and environmental conditions responsible for the formation of particulate matter starting from biogenic and anthropogenic volatile compounds. However, characteristics of the different experimental setups and the way they impact the composition and the timescale of formation of SOA are still subject to debate. In this study, SOA samples were generated using a potential aerosol mass (PAM) oxidation flow reactor using α-pinene, naphthalene and isoprene as precursors. The PAM reactor facilitated exploration of SOA composition over atmospherically relevant photochemical ageing timescales that are unattainable in environmental chambers. The SOA samples were analyzed using two state-of-the-art analytical techniques for SOA characterization - proton nuclear magnetic resonance (1H-NMR) spectroscopy and HPLC determination of humic-like substances (HULIS). Results were compared with previous Aerodyne aerosol mass spectrometer (AMS) measurements. The combined 1H-NMR, HPLC, and AMS datasets show that the composition of the studied SOA systems tend to converge to highly oxidized organic compounds upon prolonged OH exposures. Further, our 1H-NMR findings show that only α-pinene SOA acquires spectroscopic features comparable to those of ambient OA when exposed to at least 1 × 1012 molec OH cm-3 × s OH exposure, or multiple days of equivalent atmospheric OH oxidation. Over multiple days of equivalent OH exposure, the formation of HULIS is observed in both α-pinene SOA and in naphthalene SOA (maximum yields: 16 and 30 %, respectively, of total analyzed water-soluble organic carbon, WSOC), providing evidence of the formation of humic-like polycarboxylic acids in unseeded SOA.
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Dimaki, Virginia D; Iatrou, Gregoris; Lamari, Fotini N
2017-11-17
A number of beneficial medicinal properties are attributed to the extract and essential oil of the aerial parts of Sideritis species (Lamiaceae). Hydrodistillation of the aerial parts of wild Sideritis clandestina ssp. peloponnesiaca (an endemic taxon in northern Peloponnesus, Greece) gave a low essential oil yield (<0.12%); about 65 components, mainly α-pinene, β-caryophyllene, β-pinene, globulol, caryophyllene oxide, were identified via GC-MS. Internal and external standards were used for quantification. For miniaturization of the procedure, we studied side-by-side maceration (MAC) and ultrasound-assisted extraction (UAE) methods, as well as the effect of preincubation in acidic medium (pH 4.8) for 75min at 37°C with or without a mixture of cellulase, hemicellulase and pectinase. Maceration and UAE provide consistent chemoprofiling of the main volatile compounds (about 20); UAE has lower demands on time, solvent, plant material (3g) and results in higher yields. Pretreatment with enzymes can increase the respective yields of hydrodistillation and UAE, but this effect is definitely attributed to the concurrent acidic pretreatment. In conclusion, incubation of plant material prior to hydrodistillation or UAE in citrate buffer, pH 4.8, significantly enhances the overall yield and number of components obtained and is recommended for the analysis of Sideritis volatiles. The acidic pre-treatment method was also successfully applied to analysis of cultivated Sideritis raeseri Boiss. & Heldr. in Boiss. ssp. raeseri; α-pinene, α- and γ-terpinene and β-thujene were predominant albeit in different percentages in flowers and leaves. Copyright © 2017. Published by Elsevier B.V.
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Assessment of indoor air quality in office buildings across Europe - The OFFICAIR study.
Mandin, Corinne; Trantallidi, Marilena; Cattaneo, Andrea; Canha, Nuno; Mihucz, Victor G; Szigeti, Tamás; Mabilia, Rosanna; Perreca, Erica; Spinazzè, Andrea; Fossati, Serena; De Kluizenaar, Yvonne; Cornelissen, Eric; Sakellaris, Ioannis; Saraga, Dikaia; Hänninen, Otto; De Oliveira Fernandes, Eduardo; Ventura, Gabriela; Wolkoff, Peder; Carrer, Paolo; Bartzis, John
2017-02-01
The European project OFFICAIR aimed to broaden the existing knowledge regarding indoor air quality (IAQ) in modern office buildings, i.e., recently built or refurbished buildings. Thirty-seven office buildings participated in the summer campaign (2012), and thirty-five participated in the winter campaign (2012-2013). Four rooms were investigated per building. The target pollutants were twelve volatile organic compounds, seven aldehydes, ozone, nitrogen dioxide and particulate matter with aerodynamic diameter <2.5μm (PM 2.5 ). Compared to other studies in office buildings, the benzene, toluene, ethylbenzene, and xylene concentrations were lower in OFFICAIR buildings, while the α-pinene and d-limonene concentrations were higher, and the aldehyde, nitrogen dioxide and PM 2.5 concentrations were of the same order of magnitude. When comparing summer and winter, significantly higher concentrations were measured in summer for formaldehyde and ozone, and in winter for benzene, α-pinene, d-limonene, and nitrogen dioxide. The terpene and 2-ethylhexanol concentrations showed heterogeneity within buildings regardless of the season. Considering the average of the summer and winter concentrations, the acetaldehyde and hexanal concentrations tended to increase by 4-5% on average with every floor level increase, and the nitrogen dioxide concentration tended to decrease by 3% on average with every floor level increase. A preliminary evaluation of IAQ in terms of potential irritative and respiratory health effects was performed. The 5-day median and maximum indoor air concentrations of formaldehyde and ozone did not exceed their respective WHO air quality guidelines, and those of acrolein, α-pinene, and d-limonene were lower than their estimated thresholds for irritative and respiratory effects. PM 2.5 indoor concentrations were higher than the 24-h and annual WHO ambient air quality guidelines. Copyright © 2016 Elsevier B.V. All rights reserved.
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de Lima, Júlio C.; de Costa, Fernanda; Füller, Thanise N.; Rodrigues-Corrêa, Kelly C. da Silva; Kerber, Magnus R.; Lima, Mariano S.; Fett, Janette P.; Fett-Neto, Arthur G.
2016-01-01
Pine oleoresin is a major source of terpenes, consisting of turpentine (mono- and sesquiterpenes) and rosin (diterpenes) fractions. Higher oleoresin yields are of economic interest, since oleoresin derivatives make up a valuable source of materials for chemical industries. Oleoresin can be extracted from living trees, often by the bark streak method, in which bark removal is done periodically, followed by application of stimulant paste containing sulfuric acid and other chemicals on the freshly wounded exposed surface. To better understand the molecular basis of chemically-stimulated and wound induced oleoresin production, we evaluated the stability of 11 putative reference genes for the purpose of normalization in studying Pinus elliottii gene expression during oleoresinosis. Samples for RNA extraction were collected from field-grown adult trees under tapping operations using stimulant pastes with different compositions and at various time points after paste application. Statistical methods established by geNorm, NormFinder, and BestKeeper softwares were consistent in pointing as adequate reference genes HISTO3 and UBI. To confirm expression stability of the candidate reference genes, expression profiles of putative P. elliottii orthologs of resin biosynthesis-related genes encoding Pinus contorta β-pinene synthase [PcTPS-(−)β-pin1], P. contorta levopimaradiene/abietadiene synthase (PcLAS1), Pinus taeda α-pinene synthase [PtTPS-(+)αpin], and P. taeda α-farnesene synthase (PtαFS) were examined following stimulant paste application. Increased oleoresin yields observed in stimulated treatments using phytohormone-based pastes were consistent with higher expression of pinene synthases. Overall, the expression of all genes examined matched the expected profiles of oleoresin-related transcript changes reported for previously examined conifers. PMID:27379135
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de Lima, Júlio C; de Costa, Fernanda; Füller, Thanise N; Rodrigues-Corrêa, Kelly C da Silva; Kerber, Magnus R; Lima, Mariano S; Fett, Janette P; Fett-Neto, Arthur G
2016-01-01
Pine oleoresin is a major source of terpenes, consisting of turpentine (mono- and sesquiterpenes) and rosin (diterpenes) fractions. Higher oleoresin yields are of economic interest, since oleoresin derivatives make up a valuable source of materials for chemical industries. Oleoresin can be extracted from living trees, often by the bark streak method, in which bark removal is done periodically, followed by application of stimulant paste containing sulfuric acid and other chemicals on the freshly wounded exposed surface. To better understand the molecular basis of chemically-stimulated and wound induced oleoresin production, we evaluated the stability of 11 putative reference genes for the purpose of normalization in studying Pinus elliottii gene expression during oleoresinosis. Samples for RNA extraction were collected from field-grown adult trees under tapping operations using stimulant pastes with different compositions and at various time points after paste application. Statistical methods established by geNorm, NormFinder, and BestKeeper softwares were consistent in pointing as adequate reference genes HISTO3 and UBI. To confirm expression stability of the candidate reference genes, expression profiles of putative P. elliottii orthologs of resin biosynthesis-related genes encoding Pinus contorta β-pinene synthase [PcTPS-(-)β-pin1], P. contorta levopimaradiene/abietadiene synthase (PcLAS1), Pinus taeda α-pinene synthase [PtTPS-(+)αpin], and P. taeda α-farnesene synthase (PtαFS) were examined following stimulant paste application. Increased oleoresin yields observed in stimulated treatments using phytohormone-based pastes were consistent with higher expression of pinene synthases. Overall, the expression of all genes examined matched the expected profiles of oleoresin-related transcript changes reported for previously examined conifers.
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Abies Concolor Seeds and Cones as New Source of Essential Oils-Composition and Biological Activity.
Wajs-Bonikowska, Anna; Szoka, Łukasz; Karna, Ewa; Wiktorowska-Owczarek, Anna; Sienkiewicz, Monika
2017-11-02
The chemical composition, including the enantiomeric excess of the main terpenes, of essential oils from seeds and cones of Abies concolor was studied by chromatographic (GC) and spectroscopic methods (mass spectrometry, nuclear magnetic resonance), leading to the determination of 98 compounds. Essential oils were mainly composed of monoterpene hydrocarbons. The dominant volatiles of seed essential oil were: limonene (47 g/100 g, almost pure levorotary form) and α-pinene (40 g/100 g), while α-pinene (58 g/100 g), sabinene (11 g/100 g), and β-pinene (4.5 g/100 g) were the predominant components of the cone oil. The seed and cone essential oils exhibited mild antibacterial activity, and the MIC ranged from 26 to 30 μL/mL against all of the tested bacterial standard strains: Staphylococcus aureus , Enterococcus faecalis , Enterococcus faecium , Escherichia coli , and Klebsiella pneumoniae . The cytotoxic studies have demonstrated that tested essential oils were cytotoxic to human skin fibroblasts and human microvascular endothelial cells at concentrations much lower than the MIC. The essential oils from A. concolor seeds and cones had no toxic effect on human skin fibroblasts and human microvascular endothelial cells, when added to the cells at a low concentration (0-0.075 μL/mL) and (0-1.0 μL/mL), respectively, and cultured for 24 h.
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Xu, Jinkun; Ai, Ying; Wang, Jianhui; Xu, Jingwei; Zhang, Yongkang; Yang, Dong
2017-05-01
S-limonene synthase is a model monoterpene synthase that cyclizes geranyl pyrophosphate (GPP) to form S-limonene. It is a relatively specific enzyme as the majority of its products are composed of limonene. In this study, we converted it to pinene or phellandrene synthases after introducing N345A/L423A/S454A or N345I mutations. Further studies on N345 suggest the polarity of this residue plays a critical role in limonene production by stabilizing the terpinyl cation intermediate. If it is mutated to a non-polar residue, further cyclization or hydride shifts occurs so the carbocation migrates towards the pyrophosphate, leading to the production of pinene or phellandrene. On the other hand, mutant enzymes that still possess a polar residue at this position produce limonene as the major product. N345 is not the only polar residue that may stabilize the terpinyl cation because it is not strictly conserved among limonene synthases across species and there are also several other polar residues in this area. These residues could form a "polar pocket" that may collectively play this stabilizing role. Our study provides important insights into the catalytic mechanism of limonene synthases. Furthermore, it also has wider implications on the evolution of terpene synthases. Copyright © 2017 Elsevier Ltd. All rights reserved.
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Guo, Shanshan; Zhang, Wenjuan; Liang, Junyu; You, Chunxue; Geng, Zhufeng; Wang, Chengfang; Du, Shushan
2016-04-16
The chemical composition of the essential oil from Juniperus formosana leaves and its contact and repellent activities against Tribolium castaneum and Liposcelis bostrychophila adults were investigated. The essential oil of J. formosana leaves was obtained by hydrodistillation and analyzed by GC-MS. A total of 28 components were identified and the main compounds in the essential oil were α-pinene (21.66%), 4-terpineol (11.25%), limonene (11.00%) and β-phellandrene (6.63%). The constituents α-pinene, 4-terpineol and d-limonene were isolated from the essential oil. It was found that the essential oil exhibited contact activity against T. castaneum and L. bostrychophila adults (LD50 = 29.14 μg/adult and 81.50 µg/cm², respectively). The compound 4-terpineol exhibited the strongest contact activity (LD50 = 7.65 μg/adult). In addition, data showed that at 78.63 nL/cm², the essential oil and the three isolated compounds strongly repelled T. castaneum adults. The compounds α-pinene and d-limonene reached the same level (Class V) of repellency as DEET (p = 0.396 and 0.664) against L. bostrychophila at 63.17 nL/cm² after 2 h treatment. The results indicate that the essential oil and the isolated compounds have potential to be developed into natural insecticides and repellents to control insects in stored products.
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Rivera-Yañez, C Rebeca; Terrazas, L Ignacio; Jimenez-Estrada, Manuel; Campos, Jorge E; Flores-Ortiz, Cesar M; Hernandez, Luis B; Cruz-Sanchez, Tonatiuh; Garrido-Fariña, German I; Rodriguez-Monroy, Marco A; Canales-Martinez, M Margarita
2017-12-05
The candidiasis caused by C. albicans is a public health problem. The abuse of antifungals has contributed to the development of resistance. B. morelensis has demonstrated antibacterial and antifungal activities. In this work the activity of the essential oil of B. morelensis was evaluated and for its two pure compounds with analysis of the different mechanisms of pathogenesis important for C. albicans . The essential oil was obtained by the hydro-distillation method and analyzed using GC-MS. The anti- Candida activity was compared between to essential oil, α-Pinene and γ-Terpinene. GC-MS of the essential oil demonstrated the presence of 13 compounds. The essential oil showed antifungal activity against four C. albicans strains. The most sensitive strain was C. albicans 14065 (MFC 2.0 mg/mL and MIC 50 0.125 mg/mL) with α-Pinene and γ-Terpinene having MFCs of 4.0 and 16.0 mg/mL respectively. The essential oil inhibited the growth of the germ tube in 87.94% (8.0 mg/mL). Furthermore, it was observed that the essential oil diminishes the transcription of the gene INT1. This work provides evidence that confirms the anti- Candida activity of the B. morelensis essential oil and its effect on the growth of the germ tube and transcription of the gene INT1.
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Tomko, Timothy A; Dunlop, Mary J
2015-01-01
Recent metabolic engineering efforts have generated microorganisms that can produce biofuels, including bio-jet fuels, however these fuels are often toxic to cells, limiting production yields. There are natural examples of microorganisms that have evolved mechanisms for tolerating hydrocarbon-rich environments, such as those that thrive near natural oil seeps and in oil-polluted waters. Using genomic DNA from the hydrocarbon-degrading microbe Marinobacter aquaeolei, we constructed a transgenic library that we expressed in Escherichia coli. We exposed cells to inhibitory levels of pinene, a monoterpene that can serve as a jet fuel precursor with chemical properties similar to existing tactical fuels. Using a sequential strategy with a fosmid library followed by a plasmid library, we were able to isolate a region of DNA from the M. aquaeolei genome that conferred pinene tolerance when expressed in E. coli. We determined that a single gene, yceI, was responsible for the tolerance improvements. Overexpression of this gene placed no additional burden on the host. We also tested tolerance to other monoterpenes and showed that yceI selectively improves tolerance. The genomes of hydrocarbon-tolerant microbes represent a rich resource for tolerance engineering. Using a transgenic library, we were able to identify a single gene that improves E. coli's tolerance to the bio-jet fuel precursor pinene.
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NASA Astrophysics Data System (ADS)
Xia, A.; Michelangeli, D.; Makar, P.
2006-12-01
Secondary Organic Aerosol (SOA) plays an important role in atmospheric chemistry, regional and global climate, and human health. It is important to develop a reduced yet accurate chemical mechanism for the formation of both ozone and SOA in a regional air quality model to alleviate CPU time and memory burden. A subset of a near-explicit Master Chemical Mechanism (MCM v3.1) describing alpha-pinene oxidation (976 reactions and 331 compounds), coupled with a gas/particle absorptive partitioning model, is used as a benchmark for the study of SOA formation within a box model. Results from the detailed mechanism show that total SOA mass decreases as the NOx/HC ratio increases. Aerosol fractions for the PAN-like compounds and the nitrates increase with increasing NOx/HC ratio, and the aerosol fractions for the organic peroxides and organic acids decrease with increasing NOx/HC ratio. In addition, 28 out of 149 condensable products are identified as important compounds for the SOA formation and mechanism reduction purposes. The detailed alpha-pinene oxidation mechanism was reduced systematically through five mechanism reduction techniques, in sequence, to create reduced mechanism preserving the properties of the original mechanism, while using less species. Specifically, a directed relation graph method with error propagation (DRGEP) based on resolving species interaction has been shown, in the first stage, to remove efficiently a large number of redundant species and reactions under a wide range of conditions. Next, the application of principal component analysis (PCA) of the rate sensitivity matrix and the use of quasi-steady-state approximation (QSSA) have been used to eliminate some reactions and remove some QSS species, respectively. The fourth stage is to use an iterative screening method to remove redundant species and reactions simultaneously. Last, a new lumping approach, depended on the NOx/HC ratio, is developed and implemented to reduce the number of species in the final stage. This methodology results in a reduction ratio of 3 for the number of species and reactions compared with the full mechanism. The simplified mechanism is demonstrated to reproduce well the important gas and aerosol phase species, four functional groups (PANs, Nitrates, organic peroxides, and organic acids), and the total SOA mass accurately within 16% under a wide range of conditions.
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Materić, Dušan; Lanza, Matteo; Sulzer, Philipp; Herbig, Jens; Bruhn, Dan; Turner, Claire; Mason, Nigel; Gauci, Vincent
2015-10-01
Proton transfer reaction mass spectrometry (PTR-MS) is a well-established technique for real-time analysis of volatile organic compounds (VOCs). Although it is extremely sensitive (with sensitivities of up to 4500 cps/ppbv, limits of detection <1 pptv and the response times of approximately 100 ms), the selectivity of PTR-MS is still somewhat limited, as isomers cannot be separated. Recently, selectivity-enhancing measures, such as manipulation of drift tube parameters (reduced electric field strength) and using primary ions other than H3O(+), such as NO(+) and O2 (+), have been introduced. However, monoterpenes, which belong to the most important plant VOCs, still cannot be distinguished so more traditional technologies, such as gas chromatography mass spectrometry (GC-MS), have to be utilised. GC-MS is very time consuming (up to 1 h) and cannot be used for real-time analysis. Here, we introduce a sensitive, near-to-real-time method for plant monoterpene research-PTR-MS coupled with fastGC. We successfully separated and identified six of the most abundant monoterpenes in plant studies (α- and β-pinenes, limonene, 3-carene, camphene and myrcene) in less than 80 s, using both standards and conifer branch enclosures (Norway spruce, Scots pine and black pine). Five monoterpenes usually present in Norway spruce samples with a high abundance were separated even when the compound concentrations were diluted to 20 ppbv. Thus, fastGC-PTR-ToF-MS was shown to be an adequate one-instrument solution for plant monoterpene research.
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NASA Astrophysics Data System (ADS)
Thanh, Tran Truc; Lan, Lao Xuan; Thu, Huynh; Tam, Nguyen Kim Minh
2017-09-01
Essential oil of Rosemary (Rosmarinus officinalis L) was solvent-free microwave extracted and analysed by GC/MS. 36 compounds were identified, and the main constituents of the oil included 1,8-cineole (16.87%), camphor (24.12%), α-pinene (11.04%), β-pinene (5,51%) etc,… The results demonstrate that rosemary essential oil exhibited free radical scavenging activity against DPPH with IC50 = 472.46 µg/ml. Rosemary oil has also been proven effective against all of examined pathogens except P. aeruginosa. The Minimum Inhibitory Concentration (MIC) was 8 µl/ml for Salmonella typhimurium and 4 µl/ml for the other four studied strains (Enterococcus faecalis, Staphylococcus aureus, MRSA, Escherichia coli). These results will open new venues for rosemary oil medical use.
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Essential oils Constituents of the leaves of Amomum gagnepainii and Amomum repoense.
Huong, Le T; Hung, Nguyen V; Chung, Mai V; Dai, Do N; Ogunwande, Isiaka A
2018-02-01
The chemical constituents identified in the essential oils hydrodistilled from the leaves of Amomum gagnepainii T.L.Wu, K.Larsen and Turland and Amomum repoense Pierre ex Gagnep (Zingiberaceae) of Vietnam origin are reported. The chemical analyses were performed by means of gas chromatography-flame ionisation detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC-MS). The main compounds of A. gagnepainii were farnesyl acetate (18.5%), zerumbone (16.4%) and β-caryophyllene (10.5%). On the other hand, Amomum repoense comprised of monoterpenes dominated by β-pinene (33.5%), (E)-β-ocimene (9.6%), γ-terpinene (9.1%) and α-pinene (8.4%). This is the first report on the essential oils of A. gagnepainii and A. repoense grown in Vietnam or elsewhere.
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NASA Astrophysics Data System (ADS)
Onuchak, L. A.; Kapralova, T. S.; Kuraeva, Yu. G.; Belousova, Z. P.; Stepanova, R. F.
2015-12-01
Mesomorphic, sorption, and selective properties of a three-component sorbent based on a mixture of nematic ( N) liquid crystals of 4-methoxy-4'-ethoxyazoxybenzene (MEAB) and 4,4'-diethoxyazoxybenzene (azoxyphenetol, AOP) of an eutectic composition and heptakis-(2,3,6-tri- O-benzoyl)-β-cyclodextrin (Bz-β-CD) are studied. For 30 organic compounds of different classes with linear and cyclic molecular structures, including optical isomers of limonene, pinene, camphene, and butanediol-2,3, thermodynamic functions are determined for their gas-phase sorption using a three-component MEAB-AOP-Bz-β- CD sorbent (62: 28: 10 wt %). It is found that the investigated sorbent possesses high structural selectivity (αp/m = 1.128-1.059, 100-130°C, N) and moderate enantioselectivity (1.07-1.02) within a broad temperature range (95-170°C) including both mesomorphic and isotropic phases of the sorbent. It is shown that the enantioselectivity of the sorbent is apparent under conditions of both increasing retention when a chiral Bz-β-CD additive is introduced into the MEAB-AOP system (limonenes, pinenes, camphenes) and decreasing retention (butanediols-2,3).
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Brusotti, Gloria; Ibrahim, Mohammed Farhad; Dentamaro, Alessandra; Gilardoni, Gianluca; Tosi, Solveig; Grisoli, Pietro; Dacarro, Cesare; Guglielminetti, Maria Lidia; Hussain, Faiq Hama Saeed; Caccialanza, Gabriele; Vidari, Giovanni
2013-02-01
The volatile fractions isolated from Prangos peucedanifolia FENZL leaves and flowers were investigated for their phytochemical composition and biological properties. Flower and leaf hydrodistillation afforded 3.14 and 0.49 g of yellowish oils in 1.25 and 0.41% yields, respectively, from dry vegetable materials. According to the GC-FID and GC/MS analyses, 36 (99.35% of the total oil composition) and 26 compounds (89.12%) were identified in the two oils, respectively. The major constituents in the flower volatile fraction were β-pinene (35.58%), α-pinene (22.13%), and β-phellandrene (12.54%), while m-cresol (50.38%) was the main constituent of the leaf volatile fraction. The antimicrobial activity was evaluated against several bacterial and fungal strains, on the basis of the minimum inhibitory concentration (MIC) by the micro- and macrodilution methods. The two volatile fractions showed moderate antifungal and antibacterial activities, especially against Trichophyton rubrum (MIC of 2×10(3) μg/ml), Streptococcus mutans, Streptococcus pyogenes, and Staphylococcus aureus (MIC≤1.9×10(3) μg/ml for all). Copyright © 2013 Verlag Helvetica Chimica Acta AG, Zürich.
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NASA Astrophysics Data System (ADS)
Jackson, Stephen R.; Harrison, Joel C.; Ham, Jason E.; Wells, J. R.
2017-12-01
Organic nitrates are relatively long-lived species and have been shown to have a potential impact on atmospheric chemistry on local, regional, and even global scales. However, the significance of these compounds in the indoor environment remains to be seen. This work describes an impinger-based sampling and analysis technique for organic nitrate species, focusing on formation via terpene ozonolysis in the presence of nitric oxide (NO). Experiments were conducted in a Teflon film environmental chamber to measure the formation of alkyl nitrates produced from α-pinene ozonolysis in the presence of NO and alkanes using gas chromatography with an electron capture detector. For the different concentrations of NO and O3 analyzed, the concentration ratio of [O3]/[NO] around 1 was found to produce the highest organic nitrate concentration, with [O3] = 100 ppb & [NO] = 105 ppb resulting in the most organic nitrate formation, roughly 5 ppb. The experiments on α-pinene ozonolysis in the presence of NO suggest that organic nitrates have the potential to form in indoor air between infiltrated ozone/NO and terpenes from household and consumer products.
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Modeling Gas-Particle Partitioning of SOA: Effects of Aerosol Physical State and RH
NASA Astrophysics Data System (ADS)
Zuend, A.; Seinfeld, J.
2011-12-01
Aged tropospheric aerosol particles contain mixtures of inorganic salts, acids, water, and a large variety of organic compounds. In liquid aerosol particles non-ideal mixing of all species determines whether the condensed phase undergoes liquid-liquid phase separation or whether it is stable in a single mixed phase, and whether it contains solid salts in equilibrium with their saturated solution. The extended thermodynamic model AIOMFAC is able to predict such phase states by representing the variety of organic components using functional groups within a group-contribution concept. The number and composition of different condensed phases impacts the diversity of reaction media for multiphase chemistry and the gas-particle partitioning of semivolatile species. Recent studies show that under certain conditions biogenic and other organic-rich particles can be present in a highly viscous, semisolid or amorphous solid physical state, with consequences regarding reaction kinetics and mass transfer limitations. We present results of new gas-particle partitioning computations for aerosol chamber data using a model based on AIOMFAC activity coefficients and state-of-the-art vapor pressure estimation methods. Different environmental conditions in terms of temperature, relative humidity (RH), salt content, amount of precursor VOCs, and physical state of the particles are considered. We show how modifications of absorptive and adsorptive gas-particle mass transfer affects the total aerosol mass in the calculations and how the results of these modeling approaches compare to data of aerosol chamber experiments, such as alpha-pinene oxidation SOA. For a condensed phase in a mixed liquid state containing ammonium sulfate, the model predicts liquid-liquid phase separation up to high RH in case of, on average, moderately hydrophilic organic compounds, such as first generation oxidation products of alpha-pinene. The computations also reveal that treating liquid phases as ideal mixtures substantially overestimates the SOA mass, especially at high relative humidity.
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Cao, Xiaolin; Shah, Rekha D; Dukor, Rina K; Guo, Changning; Freedman, Teresa B; Nafie, Laurence A
2004-09-01
We report the first vibrational circular dichroism (VCD) spectra with continuous coverage from 800 cm(-1) in the mid-infrared (MIR) region to 10 000 cm(-1) in the near-infrared (NIR) region. This coverage is illustrated with MIR and NIR absorbance and VCD spectra of 2,2-dimethyl-dioxolane-4-methanol (DDM), alpha-pinene, and camphor that serve as calibration samples over this entire region. Commercially available, dual-source Fourier transform (FT) MIR and NIR VCD spectrometers were equipped with appropriate light sources, optics, and detectors, and were modified for dual-polarization-modulation (DPM) operation. The combination of liquid-nitrogen- and thermoelectric-cooled HgCdTe (MCT) detectors, as well as InGaAs and Germanium (Ge) detectors operating at room temperature, permitted collection of the desired absorbance and VCD spectra across the range of vibrational fundamental, combination band, and overtone frequencies. The spectra of DDM and alpha-pinene were measured as neat liquids and recorded for both enantiomers in the various spectral regions. Spectra for camphor were all measured in CCl(4) solution at a concentration of 0.6 M, except for the carbonyl-stretching region, where a more dilute concentration was used. The typical anisotropy ratios (g) of the three molecules were estimated with respect to their strongest VCD bands in each spectral region. It was found that for all three molecules in the spectral regions above 2000 cm(-1), anisotropy ratios are approximately the same order (10(-5)) of magnitude. However, in the MIR region, the typical anisotropy ratios are significantly different for the three molecules. This study demonstrates that with modern FT-VCD spectrometers modified for DPM operation, VCD spectra can be measured continuously across a wide spectral range from the MIR to nearly the visible region with an unsurpassed combination of signal-to-noise ratio and spectral resolution.
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Dual extraction of essential oil and podophyllotoxin from creeping juniper (Juniperus horizontalis).
Cantrell, Charles L; Zheljazkov, Valtcho D; Carvalho, Camila R; Astatkie, Tess; Jeliazkova, Ekaterina A; Rosa, Luiz H
2014-01-01
Juniperus horizontalis Moench (Family Cupressaceae), commonly called creeping juniper, is a widely distributed species in the United States and much of Canada. It is potentially a source for two important chemical products, the anticancer drug synthetic precursor, podophyllotoxin and essential oils. The objectives of this study were to ascertain the likelihood of utilizing J. horizontalis needles for the simultaneous production of both (-)-podophyllotoxin and essential oil components and to determine the optimum distillation time (DT) needed for the production of essential oil containing a specific ratio of constituents. Eleven different distillation times were tested in this study: 20, 40, 80, 160, 180, 240, 480, 600, 720, 840, and 960 min. Total essential oil content increased with increasing distillation time from a minimum of 0.023% at 20 min to a maximum of 1.098% at 960 min. The major constituents present in the oil were alpha-pinene, sabinene, and limonene. The percent concentration of sabinene in the essential oil varied from a high of 46.6% at 80 min to a low of 30.2% at 960 min, that of limonene changed very little as a result of distillation time and remained near 30% for all distillation times, whereas the concentration of alpha-pinene was 9.6% at 20 min DT and decreased to 4.2% at 960 min. Post distillation analysis of needles revealed elevated amounts of (-)-podophyllotoxin remaining in the tissue varied in the amount of podophyllotoxin present, from a low of 0.281% to a high of 0.364% as compared to undistilled needles which gave 0.217% podophyllotoxin. As a result of this study, specific essential oil components can now be targeted in J. horizontalis by varying the distillation time. Furthermore, needles can be successfully utilized as a source of both essential oil and podophyllotoxin, consecutively.
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Duquesnoy, Emilie; Marongiu, Bruno; Castola, Vincent; Piras, Alessandra; Porcedda, Silvia; Casanova, Joseph
2010-12-01
Two samples (leaves and twigs) of Abies alba Miller from Corsica were extracted using supercritical CO2 and their chemical compositions were compared with those of the essential oils obtained from the same batch of plant material. In total 45 components were identified using combined analysis by GC (RI), GC-MS and 13C NMR. It was observed that the contents of monoterpenes (mainly represented by limonene, alpha-pinene and camphene) were significantly lower in the supercritical fluid extract (SFE) than in the essential oil (EO). Conversely, the proportions of sesquiterpenes were much higher in CO2 extracts than in essential oils (around 30% vs 4%). Cis-abienol, a diterpene alcohol, was identified only in SFE, and the proportions of this constituent (7.5% and 17.3%) were determined using quantitative 13C NMR since it was under estimated using the standard conditions of GC.
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NASA Astrophysics Data System (ADS)
Zhang, Y.; Müller, L.; Winterhalter, R.; Moortgat, G. K.; Hoffmann, T.; Pöschl, U.
2010-05-01
Filter samples of fine and coarse particulate matter were collected over a period of one year and analyzed for water-soluble organic compounds, including the pinene oxidation products pinic acid, pinonic acid, 3-methyl-1,2,3-butanetricarboxylic acid (3-MBTCA) and a variety of dicarboxylic acids (C5-C16) and nitrophenols. Seasonal variations and other characteristic features are discussed with regard to aerosol sources and sinks and data from other studies and regions. The ratios of adipic acid (C6) and phthalic acid (Ph) to azelaic acid (C9) indicate that the investigated aerosols samples were mainly influenced by biogenic sources. An Arrhenius-type correlation was found between the 3-MBTCA concentration and inverse temperature. Model calculations suggest that the temperature dependence is largely due to enhanced emissions and OH radical concentrations at elevated temperatures, whereas the influence of gas-particle partitioning appears to play a minor role. Enhanced ratios of pinic acid to 3-MBTCA indicate strong chemical aging of the investigated aerosols in summer and spring. Acknowledgment: The authors would like to thank M. Claeys for providing synthetic 3-methyl-1,2,3-butanetricarboxylic acid standards for LC-MS analysis and J. Fröhlich for providing filter samples and related information.
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NASA Astrophysics Data System (ADS)
Hansel, Armin; Breitenlechner, Martin; Fischer, Lukas; Hainer, Markus
2017-04-01
Existing proton transfer reaction time of flight (PTR-TOF) instruments are known to detect volatile organic compounds (VOCs) and could in principle also detect highly oxidized organic compounds such as low volatility organic compounds (LVOC) but PTR-TOF inlets were not optimized to avoid wall losses of such low volatility compounds. In addition PTR-TOF is not sensitive enough to quantify second order and even higher order oxidation products at atmospherically relevant concentrations. To solve this problem, as well as to enable bridging the gap in understanding how atmospherically relevant BVOC form SVOC, LVOC and even ELVOC, we developed the PTR3, a compact and field deployable ultrasensitive instrument based on chemical ionization mass spectrometry. Here we report first results from PTR-3-TOF measurements at Hyytiälä where we measured concentrations and fluxes of precursor gases (BVOC) and their oxidation products: semi and low volatile organic compounds. The recently developed PTR-3-TOF instrument uses a discharge ion source coupled to a contact free inlet system running at high sample flow rates through the novel reaction chamber at 80 mbar. The PTR-3 front part is coupled to TOFWERK's newest Long-TOF mass analyzer. The first prototype has sensitivities of up to 20.000 cps per ppb and a mass resolution of 8.000 m/Δm. The instrument has been successfully tested at CERN for the CLOUD campaign in 2015. During pure α-pinene ozonolysis experiments at low NOx conditions we observed in total several hundred peaks in the mass spectrum, including α-Pinene present in the ppb range, first and higher order oxidation products present in the ppt range and highly oxydized α-pinene monomers and dimers (e.g., C20H30O18H+; m/z = 559.1506 Th) in the low ppq range and even sub-ppq range. The advantage of this new technology based on positive ion chemistry is the capability to measure precursor gases as well as condensing- and even nucleating vapors.
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Woguem, Verlaine; Fogang, Hervet P D; Maggi, Filippo; Tapondjou, Léon A; Womeni, Hilaire M; Quassinti, Luana; Bramucci, Massimo; Vitali, Luca A; Petrelli, Dezemona; Lupidi, Giulio; Papa, Fabrizio; Vittori, Sauro; Barboni, Luciano
2014-04-15
Fruits of Xylopia parviflora, well known as striped African pepper, are sold in the Cameroonian markets as a flavouring ingredient to make traditional soups. The essential oil hydrodistilled from fruits was analysed for in vitro biological activities, namely cytotoxic, anti-inflammatory, antimicrobial and antioxidant, by MTT, nitric oxide inhibitory assay, agar disc diffusion method, and DPPH and ABTS assays. The essential oil composition, analysed by GC and GC-MS, was dominated by monoterpene hydrocarbons (50.0%) responsible for the pepper odour, such as β-pinene (34.0%) and α-pinene (10.3%). The oil induced a strong inhibitory effect on tumour cells MDA-MB 231 and HCT116, with inhibition values close to those of cisplatin. A dose-dependent decrease in NO production was noted in RAW 264.7 macrophages treated with the oil, revealing a promising anti-inflammatory potential. The essential oil showed a measurable antimicrobial activity against all the species tested, while the radical scavenging activity was low. Copyright © 2013 Elsevier Ltd. All rights reserved.
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Pine shoot beetle, Tomicus piniperda (Col., Scolytidae), responses to commn green leaf volatiles
Therese M. Poland; Robert A. Haack
2000-01-01
We tested the hypothesis that green leaf volatiles (GLVs) disrupt the response of overwintered pine shoot beetles, Tomicus piniperda (L.) to multiple-funnel traps baited with the attractive host volatile -pinene. A combination of four GLV alcohols, 1-hexanol (E)-2-hexen-l-ol (Z)-2-hexen-l-ol, and (Z)-3-hexen-l-ol...
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Tadtong, Sarin; Watthanachaiyingcharoen, Rith; Kamkaen, Narisa
2014-02-01
From the fresh leaf sheathes of lemongrass (Cymbopogon citratus) and rhizomes of galanga (Alpinia galanga) light yellow and colorless oils, respectively, were obtained by hydrodistillation and microwave assisted extraction (MAE) in yields of 0.24% and 0.03%, and 0.11% and trace (w/w), respectively. By GC/MS analysis, five major constituents were identified in lemongrass oil, E-citral, Z-citral, beta-myrcene, selina-6-en-4-ol, and cis-ocimene, and five in galanga oil, 1,8-cineole, phenol 4-(2-propenyl)-acetate, dl-limonene, alpha-pinene, and a-terpineol. Three major components of the combined lemongrass and galanga oils (ratio 7:3, 1:1, 3:7) were 1,8-cineole (46.3%, 31.5%, 19.3%), E-citral (12.8%, 22.7%, 32.8%) and Z-citral (8.5%, 15.2%, 21.6%). The MICs of lemongrass and galanga oils were: against Staphylococcus aureus 0.5% and 4%, v/v, against Pseudomonas aeruginosa 40% and >40%,v/v, against Streptococcus bovis 0.25% and 0.5%, v/v, and against Candida albicans 0.25% and 0.5%, v/v. Citral (from lemongrass oil) gave greater potentiation than 1,8-cineole (from galanga oil). The combination profiles of galanga oil with lemongrass oil (volume ratios 3:7, 1:1, and 7:3) were tested against the four pathogenic microorganisms. Synergistic activity was best noted for only one ratio (volume ratio 3:7) as the sigmafic< 1 against all tested microorganisms. The present investigation provides evidenc that the utilization of two essential oils in combination should be assessed for synergistic antimicrobial activity in order to reduce their minimum effective dose.
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Ardini, Francisco; Carro, Marina Di; Abelmoschi, Maria Luisa; Grotti, Marco; Magi, Emanuele
2014-07-01
A simple and sensitive procedure based on headspace solid-phase microextraction and gas chromatography with mass spectrometry was developed for the determination of five terpenes (α-pinene, limonene, linalool, α-terpineol, and geraniol) in the leaves of Nicotiana langsdorffii. The microextraction conditions (extraction temperature, equilibration time, and extraction time) were optimized by means of a Doehlert design. The experimental design showed that, for α-pinene and limonene, a low temperature and a long extraction time were needed for optimal extraction, while linalool, α-terpineol, and geraniol required a high temperature and a long extraction time. The chosen compromise conditions were temperature 60°C, equilibration time 15 min and extraction time 50 min. The main analytical figures of the optimized method were evaluated; LODs ranged from 0.07 ng/g (α-pinene) to 8.0 ng/g (geraniol), while intraday and interday repeatability were in the range 10-17% and 9-13%, respectively. Finally, the procedure was applied to in vitro wild-type and transgenic specimens of N. langsdorffii subjected to abiotic stresses (chemical and heat stress). With the exception of geraniol (75-374 ng/g), low concentration levels of terpenes were measured (ng/g level or lower); some interesting variations in terpene concentration induced by abiotic stress were observed. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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Seo, Seon-Mi; Kim, Junheon; Kang, Jaesoon; Koh, Sang-Hyun; Ahn, Young-Joon; Kang, Kyu-Suk; Park, Il-Kwon
2014-07-01
This study investigated the fumigant toxicity of 4 Asteraceae plant essential oils and their constituents against the Japanese termite Reticulitermes speratus Kolbe. Fumigant toxicity varied with plant essential oils or constituents, exposure time, and concentration. Among the tested essential oils, those from Chamaemelum nobile exhibited the strongest fumigant toxicity, followed by those from Santolina chamaecyparissus, Ormenis multicaulis, and Eriocephalus punctulatus at 2 days after treatment. In all, 15, 24, 19, and 9 compounds were identified in the essential oils from C. nobile, E. punctulatus, O. multicaulis, and S. chamaecyparissus, respectively, by using gas chromatography, gas chromatography-mass spectrometry, or open-column chromatography. The identified compounds were tested individually for their fumigant toxicity against Japanese termites. Among the test compounds, trans-pinocarveol, caryophyllene oxide, sabinene hydrate, and santolina alcohol showed strong fumigant toxicity against Japanese termites. Acetylcholinesterase (AChE) inhibition activity of the identified compounds from C. nobile, E. punctulatus, O. multicaulis, and S. chamaecyparissus essential oils were tested to determine the mode of their action. The IC50 values of (+)-α-pinene, (-)-limonene, (-)-α-pinene, β-pinene, and β-phellandrene against Japanese termite AChE were 0.03, 0.13, 0.41, 0.42, and 0.67mg/mL, respectively. Further studies are warranted to determine the potential of these essential oils and their constituents as fumigants for termite control. Copyright © 2014 Elsevier Inc. All rights reserved.
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Marčetić, Mirjana; Kovačević, Nada; Lakušić, Dmitar; Lakušić, Branislava
2017-03-01
Plant specialised metabolites like essential oils are highly variable depending on genetic and various ecological factors. The aim of the present work was to characterise essential oils of the species Seseli rigidum Waldst. & Kit. (Apiaceae) in various organs on the individual and populational levels. Geographical variability and the impact of climate and soil type on essential oil composition were also investigated. Individually sampled essential oils of roots, aerial parts and fruits of plants from seven populations were analysed by GC-FID and GC-MS. The investigated populations showed high interpopulational and especially intrapopulational variability of essential oil composition. In regard to the variability of essential oils, different chemotypes were defined. The essential oils of S. rigidum roots represented a falcarinol chemotype, oils of aerial parts constituted an α-pinene or α-pinene/sabinene chemotype and fruit essential oils can be characterised as belonging to a complex sabinene/α-pinene/β-phellandrene/falcarinol/germacrene B chemotype. At the species level, analysis of variance (ANOVA), principal component analysis (PCA) and canonical discriminant analysis (CDA) showed that the plant part exerted the strongest influence on the composition of essential oils. Climate had a high impact on composition of the essential oils of roots, aerial parts and fruits, while influence of the substrate was less pronounced. The variations in main compounds of essential oils based on climate or substrate were complex and specific to the plant part. Copyright © 2016 Elsevier Ltd. All rights reserved.
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NASA Astrophysics Data System (ADS)
Aumont, B.; Camredon, M.; Isaacman-VanWertz, G. A.; Karam, C.; Valorso, R.; Madronich, S.; Kroll, J. H.
2016-12-01
Gas phase oxidation of VOC is a gradual process leading to the formation of multifunctional organic compounds, i.e., typically species with higher oxidation state, high water solubility and low volatility. These species contribute to the formation of secondary organic aerosols (SOA) viamultiphase processes involving a myriad of organic species that evolve through thousands of reactions and gas/particle mass exchanges. Explicit chemical mechanisms reflect the understanding of these multigenerational oxidation steps. These mechanisms rely directly on elementary reactions to describe the chemical evolution and track the identity of organic carbon through various phases down to ultimate oxidation products. The development, assessment and improvement of such explicit schemes is a key issue, as major uncertainties remain on the chemical pathways involved during atmospheric oxidation of organic matter. An array of mass spectrometric techniques (CIMS, PTRMS, AMS) was recently used to track the composition of organic species during α-pinene oxidation in the MIT environmental chamber, providing an experimental database to evaluate and improve explicit mechanisms. In this study, the GECKO-A tool (Generator for Explicit Chemistry and Kinetics of Organics in the Atmosphere) is used to generate fully explicit oxidation schemes for α-pinene multiphase oxidation simulating the MIT experiment. The ability of the GECKO-A chemical scheme to explain the organic molecular composition in the gas and the condensed phases is explored. First results of this model/observation comparison at the molecular level will be presented.
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Wang, Yuanqing; Yan, Jianye; Li, Shunxiang; Wang, Wei; Cai, Xiong; Huang, Dan; Gong, Limin; Li, Xin
2016-01-01
Background: Angelica sinensis and Aurantii fructu used in a pair, named Danggui-Zhiqiao herb-pair (DZHP), which was rich in essential oil and has been adopted to promote blood circulation, dispel blood stasis, and relieve pain in traditional Chinese medicine (TCM) Objective: To analyze the composition and pharmacological effects of essential oil from DZHP Materials and Methods: The composition of the essential oil from DZHP was analyzed by gas chromatography/mass spectrometry (GC/MS). Its analgesic activity was evaluated by acetic acid-induced writhing test and hot plate test. The hemorheology test was carried out to evaluate the effect on hemorheology in rats with blood stasis syndrome Results: Twenty-eight components were identified and the main components were α-pinene (3.07%), β-pinene (2.0%), β-myrcene (3.71%), D-limonene (49.28%), γ-terpinen (9.53%), α-terpinolene (1.80%), α-terpineol (2.02%), β-bisabolene (1.13%), butylidenephthalide (1.43%), and Z-ligustilide (16.08%). The pharmacology test showed that the essential oil significantly inhibited the number of writhes induced by acetic acid with inhibition rate of 44.64% and significantly increased hot-plate latency compared with control group from 30 to 90 min after oral administration of drugs in mice. It could significantly decrease plasma viscosity, whole blood relative index at high and low shear rate, whole blood reduced viscosity at high and low shear rate, and erythrocyte rigidity index in hemorheology test Conclusion: The composition of the essential oil of DZHP was determined successfully and it had analgesic and promoting blood circulation activities. SUMMARY Angelica sinensis and Aurantii fructu used in a pair, named Danggui-Zhiqiao herb-pair (DZHP), which was rich in Essential oil and has been adopted to promote blood circulation, dispel blood stasis and relieve pain in traditional Chinese medicine (TCM).Twenty-eight components were identified and the main components were α-pinene (3.07%), β-pinene (2.0%), β-myrcene (3.71%), D-limonene (49.28%), γ-terpinen (9.53%), α-terpinolene (1.80%), α-terpineol (2.02%), β-bisabolene (1.13%), butylidenephthalide (1.43%), and Z-ligustilide (16.08%).The essential oil significantly inhibited the number of writhes induced by acetic acid and increased hot-plate latency compared with control group from 30 min to 90 min after oral administration of drugs in mice.The essential oil could significantly decrease plasma viscosity (PV), whole blood relative index (WBRI) at high and low shear rate, whole blood reduced viscosity (WBRV) at high and low shear rate, and erythrocyte rigidity index (ERI) in hemorheology test. Abbreviations used: DZHP: Danggui-Zhiqiao herb-pair; TCM: traditional Chinese medicine; GC/MS: gas chromatography /mass spectrometry; PV: plasma viscosity; WBRI: whole blood relative index; WBRV: whole blood reduced viscosity; ERI: erythrocyte rigidity index PMID:27867268
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Wang, Yuanqing; Yan, Jianye; Li, Shunxiang; Wang, Wei; Cai, Xiong; Huang, Dan; Gong, Limin; Li, Xin
2016-01-01
Angelica sinensis and Aurantii fructu used in a pair, named Danggui-Zhiqiao herb-pair (DZHP), which was rich in essential oil and has been adopted to promote blood circulation, dispel blood stasis, and relieve pain in traditional Chinese medicine (TCM). To analyze the composition and pharmacological effects of essential oil from DZHP. The composition of the essential oil from DZHP was analyzed by gas chromatography/mass spectrometry (GC/MS). Its analgesic activity was evaluated by acetic acid-induced writhing test and hot plate test. The hemorheology test was carried out to evaluate the effect on hemorheology in rats with blood stasis syndrome. Twenty-eight components were identified and the main components were α -pinene (3.07%), β -pinene (2.0%), β -myrcene (3.71%), D-limonene (49.28%), γ -terpinen (9.53%), α -terpinolene (1.80%), α -terpineol (2.02%), β -bisabolene (1.13%), butylidenephthalide (1.43%), and Z-ligustilide (16.08%). The pharmacology test showed that the essential oil significantly inhibited the number of writhes induced by acetic acid with inhibition rate of 44.64% and significantly increased hot-plate latency compared with control group from 30 to 90 min after oral administration of drugs in mice. It could significantly decrease plasma viscosity, whole blood relative index at high and low shear rate, whole blood reduced viscosity at high and low shear rate, and erythrocyte rigidity index in hemorheology test. The composition of the essential oil of DZHP was determined successfully and it had analgesic and promoting blood circulation activities. Angelica sinensis and Aurantii fructu used in a pair, named Danggui-Zhiqiao herb-pair (DZHP), which was rich in Essential oil and has been adopted to promote blood circulation, dispel blood stasis and relieve pain in traditional Chinese medicine (TCM).Twenty-eight components were identified and the main components were α -pinene (3.07%), β -pinene (2.0%), β -myrcene (3.71%), D-limonene (49.28%), γ -terpinen (9.53%), α -terpinolene (1.80%), α -terpineol (2.02%), β -bisabolene (1.13%), butylidenephthalide (1.43%), and Z-ligustilide (16.08%).The essential oil significantly inhibited the number of writhes induced by acetic acid and increased hot-plate latency compared with control group from 30 min to 90 min after oral administration of drugs in mice.The essential oil could significantly decrease plasma viscosity (PV), whole blood relative index (WBRI) at high and low shear rate, whole blood reduced viscosity (WBRV) at high and low shear rate, and erythrocyte rigidity index (ERI) in hemorheology test. Abbreviations used: DZHP: Danggui-Zhiqiao herb-pair; TCM: traditional Chinese medicine; GC/MS: gas chromatography /mass spectrometry; PV: plasma viscosity; WBRI: whole blood relative index; WBRV: whole blood reduced viscosity; ERI: erythrocyte rigidity index.
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Long-term stability measurements of low concentration Volatile Organic Compound gas mixtures
NASA Astrophysics Data System (ADS)
Allen, Nick; Amico di Meane, Elena; Brewer, Paul; Ferracci, Valerio; Corbel, Marivon; Worton, David
2017-04-01
VOCs (Volatile Organic Compounds) are a class of compounds with significant influence on the atmosphere due to their large anthropogenic and biogenic emission sources. VOC emissions have a significant impact on the atmospheric hydroxyl budget and nitrogen reservoir species, while also contributing indirectly to the production of tropospheric ozone and secondary organic aerosol. However, the global budget of many of these species are poorly constrained. Moreover, the World Meteorological Organization's (WMO) Global Atmosphere Watch (GAW) have set challenging data quality objectives for atmospheric monitoring programmes for these classes of traceable VOCs, despite the lack of available stable gas standards. The Key-VOCs Joint Research Project is an ongoing three-year collaboration with the aim of improving the measurement infrastructure of important atmospheric VOCs by providing traceable and comparable reference gas standards and by validating new measurement systems in support of the air monitoring networks. It focuses on VOC compounds that are regulated by European legislation, that are relevant for indoor air monitoring and for air quality and climate monitoring programmes like the VOC programme established by the WMO GAW and the European Monitoring and Evaluation Programme (EMEP). These VOCs include formaldehyde, oxy[genated]-VOCs (acetone, ethanol and methanol) and terpenes (a-pinene, 1,8-cineole, δ-3-carene and R-limonene). Here we present the results of a novel long term stability study for low concentration formaldehyde, oxy-VOC and terpenes gas mixtures produced by the Key-VOCs consortium with discussion regarding the implementation of improved preparation techniques and the use of novel cylinder passivation chemistries to guarantee mixture stability.
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Kourtchev, Ivan; Fuller, Stephen; Aalto, Juho; Ruuskanen, Taina M; McLeod, Matthew W; Maenhaut, Willy; Jones, Rod; Kulmala, Markku; Kalberer, Markus
2013-05-07
Organic compounds are important constituents of fine particulate matter (PM) in the troposphere. In this study, we applied direct infusion nanoelectrospray (nanoESI) ultrahigh resolution mass spectrometry (UHR-MS) and liquid chromatography LC/ESI-UHR-MS for the analysis of the organic fraction of PM1 aerosol samples collected over a two week period at a boreal forest site (Hyytiälä), southern Finland. Elemental formulas (460-730 in total) were identified with nanoESI-UHR-MS in the negative ionization mode and attributed to organic compounds with a molecular weight below 400. Kendrick Mass Defect and Van Krevelen approaches were used to identify compound classes and mass distributions of the detected species. The molecular composition of the aerosols strongly varied between samples with different air mass histories. An increased number of nitrogen, sulfur, and highly oxygenated organic compounds was observed during the days associated with continental air masses. However, the samples with Atlantic air mass history were marked by a presence of homologous series of unsaturated and saturated C12-C20 fatty acids suggesting their marine origin. To our knowledge, we show for the first time that the highly detailed chemical composition obtained from UHR-MS analyses can be clearly linked to meteorological parameters and trace gases concentrations that are relevant to atmospheric oxidation processes. The additional LC/ESI-UHR-MS analysis revealed 29 species, which were mainly attributed to oxidation products of biogenic volatile compounds BVOCs (i.e., α,β-pinene, Δ3-carene, limonene, and isoprene) supporting the results from the direct infusion analysis.
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NASA Astrophysics Data System (ADS)
Gitelson, I. I.; Tikhomirov, A. A.; Parshina, O. V.; Ushakova, S. A.; Kalacheva, G. S.
The effect of elevated temperatures of 35 and 45°C (at the intensities of photosynthetically active radiation 322, 690 and 1104 μmol·m -2·s -1) on the photosynthesis, respiration, and qualitative and quantitative composition of the volatiles emitted by wheat ( Triticum aestuvi L., cultivar 232) crops was investigated in growth chambers. Identification and quantification of more than 20 volatile compounds (terpenoids-α-pinene, Δ3 carene, limonene, benzene, α-and trans-caryophyllene, α- and γ-terpinene, their derivatives, aromatic hydrocarbons, etc.) were conducted by gas chromatograph/mass spectrometry. Under light intensity of 1104 μmol·m -2·s -1 heat resistance of photosynthesis and respiration increased at 35°C and decreased at 45°C. The action of elevated temperatures brought about variations in the rate and direction of the synthesis of volatile metabolites. The emission of volatile compounds was the greatest under a reduced irradiation of 322 μmol·m -2·s -1 and the smallest under 1104 μmol·m -2·s -1, at 35°C. During the repair period, the contents and proportions of volatile compounds were different from their initial values, too. The degree of disruption and the following recovery of the functional state depended on the light intensity during the exposure to elevated temperatures. The investigation of the atmosphere of the growth chamber without plants has revaled the substances that were definitely technogenic in origin: tetramethylurea, dimethylsulfide, dibutylsulfide, dibutylphthalate, and a number of components of furan and silane nature.
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de Souza, Thamiris de A.; Lopes, Marcio B. P.; Ferreira, José Luiz P.; Queiroz, Margareth M. C.; Araújo, Kátia G. de Lima
2018-01-01
Species of the genus Alpinia are widely used by the population and have many described biological activities, including activity against insects. In this paper, we describe the bioactivity of the essential oil of two species of Alpinia genus, A. zerumbet and A. vittata, against Rhodnius nasutus, a vector of Chagas disease. The essential oils of these two species were obtained by hydrodistillation and analyzed by GC-MS. The main constituent of A. zerumbet essential oil (OLALPZER) was terpinen-4-ol, which represented 19.7% of the total components identified. In the essential oil of A. vittata (OLALPVIT) the monoterpene β-pinene (35.3%) was the main constituent. The essential oils and their main constituents were topically applied on R. nasutus fifth-instar nymphs. In the first 10 min of application, OLALPVIT and OLALPZER at 125 μg/mL provoked 73.3% and 83.3% of mortality, respectively. Terpinen-4-ol at 25 μg/mL and β-pinene at 44 μg/mL provoked 100% of mortality. The monitoring of resistant insects showed that both essential oils exhibited antifeedant activity. These results suggest the potential use of A. zerumbet and A. vittata essential oils and their major constituents to control R. nasutus population. PMID:29643755
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Kirmizibekmez, Hasan; Demirci, Betül; Yeşilada, Erdem; Başer, K Hüsnü Can; Demirci, Fatih
2009-07-01
The chemical compositions of the essential oils obtained by hydrodistillation from the dried leaves and flowers of Lavandula stoechas L. ssp. stoechas were separately identified by GC-FID and GC-MS analyses. The main components were alpha-fenchone (41.9 +/- 1.2%), 1,8-cineole (15.6 +/- 0.8%), camphor (12.1 +/- 0.5%), and viridiflorol (4.1 +/- 0.4%) in the leaves; and alpha-fenchone (39.2 +/- 0.9%), myrtenyl acetate (9.5 +/- 0.4%), alpha-pinene (6.1 +/- 0.09%), camphor (5.9 +/- 0.05%) and 1,8-cineole (3.8 +/- 0.1%) in the flowers. Overall, 55 and 66 constituents were identified in the leaf and flower essential oils representing more than 90% and 94% of the total, respectively. In addition, the essential oils were evaluated for their antibacterial and anticandidal activities by broth microdilution. The flower essential oil was found to be relatively more active than the leaf oil towards the tested pathogenic microorganisms. Methicillin-resistant Staphylococcus aureus was more susceptible to the flower oil (MIC = 31.2 microg/mL). The oils, evaluated for their free radical scavenging activity using a TLC-DPPH assay, were inactive at a concentration of 2 mg/mL.
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Exploratory High Pressure Chemistry.
1982-03-31
Inhibition of Carbon Dioxide Loss," J.A. Gladysz, S.J. Lee, J.A.V. Tomasello , and Y.S. Yu, J. Org. Chem., 42, 4179 (1977). (2) "Ene Reactions of -Pinene...Graduate Student: Mr. Wilfried Krone-Schmidt A portion of Wilfried’s Ph.D. thesis will be based upon this project. (3) Undergraduate Students: Mr. David Parker Mr. Ron Ugolick Mr. Yeung Yu Mr. Jim Tomasello Mr. Sung Lee
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Joshi, Rajesh K; Badakar, Vijayalaxmi M; Kholkute, Sanjiva D; Khatib, Nayeem
2011-01-01
The essential oil of the leaves of Feronia elephantum Corr. was analyzed by gas chromatography and gas chromatography/mass spectrometry. The main constituents were beta-pinene (28.4%), Z-anethole (22.1%), methyl chavicol (12.0%) and E-anethole (8.1%), among thirty-three identified compounds, which represented 92.6% of the total oil. The antimicrobial activity was tested against five Gram-positive and eight Gram-negative bacteria, and four fungi. The oil was active against Micrococcus luteus (Gram-positive bacterium), Proteus mirabilis (Gram-negative bacterium), Penicillium chrysogenum and Aspergillus niger (fungi) with MIC values of 0.31 +/- 0.06, 0.52 +/- 0.10, 0.20 +/- 0.50 and 0.26 +/- 0.52 mg/mL, respectively.
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Carum copticum L.: A Herbal Medicine with Various Pharmacological Effects
Boskabady, Mohammad Hossein; Alitaneh, Saeed; Alavinezhad, Azam
2014-01-01
Carum copticum L. commonly known as “Ajwain” is cultivated in many regions of the world including Iran and India, states of Gujarat and Rajasthan. Traditionally, C. copticum has been used in the past for various therapeutic effects including bloating, fatigue, diarrhea, abdominal tumors, abdominal pain, respiratory distress, and loss of appetite. It has other health benefits such as antifungal, antioxidant, antibacterial, antiparasitic, and hypolipidemic effects. This plant contains different important components such as carbohydrates, glucosides, saponins and phenolic compounds (carvacrol), volatile oils (thymol), terpiene, paracymene and beta-pinene, protein, fat, fiber, and minerals including calcium, phosphorus, iron, and nicotinic acid (niacin). In the previous studies, several pharmacological effects were shown for C. copticum. Therefore, in this paper, the pharmacological effects of the plant were reviewed. PMID:25089273
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Romón, Pedro; Aparicio, Domitila; Palacios, Francisco; Iturrondobeitia, Juan Carlos; Hance, Thierry
2017-01-01
Abstract Concentrations of four monoterpenes were determined in needles of Pinus radiata (D.Don) (Pinales: Pinaceae) trees that were attacked or nonattacked by Tomicus piniperda (L.) (Coleoptera: Scolytinae). Compounds were identified and quantified by gas chromatography–mass spectrometry. The mean ambient temperature was obtained using climate-recording data loggers. The effect of limonene on field aggregation was also evaluated at three limonene release rates using Lindgren attractant-baited traps and trap logs. Attacked trees produced less α-pinene in March, July, and November than nonattacked trees, less β-pinene in July and November, and less limonene from May to November. Limonene reduced the attraction of T. piniperda to attractant-baited traps and trap logs. Results were linked to better responses to high temperatures, with respect to terpene contents, by the nonattacked trees after the spring attack. PMID:29117373
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Factors controlling the evaporation of secondary organic aerosol from α‐pinene ozonolysis
Pajunoja, Aki; Tikkanen, Olli‐Pekka; Buchholz, Angela; Faiola, Celia; Väisänen, Olli; Hao, Liqing; Kari, Eetu; Peräkylä, Otso; Garmash, Olga; Shiraiwa, Manabu; Ehn, Mikael; Lehtinen, Kari; Virtanen, Annele
2017-01-01
Abstract Secondary organic aerosols (SOA) forms a major fraction of organic aerosols in the atmosphere. Knowledge of SOA properties that affect their dynamics in the atmosphere is needed for improving climate models. By combining experimental and modeling techniques, we investigated the factors controlling SOA evaporation under different humidity conditions. Our experiments support the conclusion of particle phase diffusivity limiting the evaporation under dry conditions. Viscosity of particles at dry conditions was estimated to increase several orders of magnitude during evaporation, up to 109 Pa s. However, at atmospherically relevant relative humidity and time scales, our results show that diffusion limitations may have a minor effect on evaporation of the studied α‐pinene SOA particles. Based on previous studies and our model simulations, we suggest that, in warm environments dominated by biogenic emissions, the major uncertainty in models describing the SOA particle evaporation is related to the volatility of SOA constituents. PMID:28503004
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Xiao, Zuobing; Li, Jing; Niu, Yunwei; Liu, Qiang; Liu, Junhua
2017-10-01
Rose oil is much too expensive but very popular. It's well known that the flower oil's aroma profile hasn't been intensively investigated. In order to verify the aroma profile of rose oil, the synthetic blend of odorants was prepared and then compared with the original rose oil using electronic nose analysis (ENA) combined with quantitative descriptive analysis (QDA). The odorants from rose oils were screened out by Gas Chromatography-Olfactometry/aroma extract dilution analysis (GC-O/AEDA) combined with odour activity value (OAV). Both ENA and QDA indicated the recombination model derived from OAV and GC-O/AEDA closely resembled the original rose oil. The experiment results show that rose oxide, linalool, α-pinene, β-pinene, nonanal, heptanal citronellal, phenyl ethyl alcohol, benzyl alcohol, eugenol, methyl eugenol, β-citronellol, hexyl acetate, β-ionone, nerol, etc. are very important constituent to rose oil aroma profile.
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SOA precursors at the T0 site during the 2010 CARES campaign
NASA Astrophysics Data System (ADS)
Wallace, H. W.; Jobson, B. T.; Erickson, M. H.
2010-12-01
Continuous measurements of C5 to C12 Volatile Organic Compounds (VOC) have been made using the Washington State University Mobile Atmospheric Chemistry Laboratory (MACL), at the T0 site during the month of June 2010 Carbonaceous Aerosol Carbonaceous Aerosols and Radiative Effects Study (CARES). These measurements were made to better understand aerosol formation and growth in Sacramento, CA and the surrounding areas. Using a sorbent based preconcentration sampling technique for our quadrupole ion trap gas chromatography mass spectrometer (GCMS), we have measured anthropogenic and biogenic secondary organic aerosol (SOA) precursors. Major biogenic VOCs identified include: α-pinene, limonene, isoprene, phellanderene and β-pinene. Diurnal profiles of the concentrations will be presented. Monoterpenes were highest in the mornings while isoprene was highest in the afternoon. In addition to understanding the diurnal profiles the SOA precursors at the T0 site, the relative contributions of biogenic and anthropogenic compounds to SOA formation will be presented.
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Flores, J. M.; Washenfelder, Rebecca; Adler, Gabriela
2014-05-14
Atmospheric absorption by brown carbon aerosol may play an important role in global radiative forcing. Brown carbon arises from both primary and secondary sources, but the mechanisms and reactions for the latter are highly uncertain. One proposed mechanism is the reaction of ammonia or amino acids with carbonyl products in secondary organic aerosol (SOA). We generated SOA in situ by reacting biogenic alkenes (α-pinene, limonene, and α-humulene) with excess ozone, humidifying the resulting aerosol, and reacting the humidified aerosol with gaseous ammonia. We determined the complex refractive indices (RI) in the 360 – 420 nm range for these aerosols usingmore » broadband cavity enhanced spectroscopy (BBCES). The average real part (n) of the measured spectral range of the NH3-aged α-pinene SOA increased from n = 1.50 (±0.01) for the unreacted SOA to n = 1.57 (± 0.01) after a 1.5h exposure to 1.9 ppm NH3; whereas,the imaginary component (k) remained below k < 0.001 (± 0.002). For the limonene and α-humulene SOA the real part did not change significantly, and we observed a small change in the imaginary component of the RI. The imaginary component increased from k = 0.0 to an average k= 0.029 (± 0.021) for α-humulene SOA, and from k < 0.001 (± 0.002) to an average k = 0.032 (±0.019) for limonene SOA after a 1.5 h exposure to 1.3 and 1.9 ppm of NH3, respectively. Collected filter samples of the aged and unreacted α-pinene SOA and limonene SOA were analyzed off-line with nanospray desorption electrospray ionization high resolution mass spectrometry (nano-DESI/HR-MS), and in-situ with a Time-of-Fligh Aerosol Mass Spectrometer, confirming that the SOA reacted and that various nitrogen-containing reaction products formed. If we assume that NH3 aging reactions scale linearly with time and concentration, then a 1.5 h reaction with 1 ppm NH3 in the laboratory is equivalent to 24 h reaction with 63 ppbv NH3, indicating that the observed aerosol absorption will be limited to atmospheric regions with high NH3 concentrations.« less
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Flores, J M; Washenfelder, R A; Adler, G; Lee, H J; Segev, L; Laskin, J; Laskin, A; Nizkorodov, S A; Brown, S S; Rudich, Y
2014-06-14
Atmospheric absorption by brown carbon aerosol may play an important role in global radiative forcing. Brown carbon arises from both primary and secondary sources, but the mechanisms and reactions of the latter are highly uncertain. One proposed mechanism is the reaction of ammonia or amino acids with carbonyl products in secondary organic aerosol (SOA). We generated SOA in situ by reacting biogenic alkenes (α-pinene, limonene, and α-humulene) with excess ozone, humidifying the resulting aerosol, and reacting the humidified aerosol with gaseous ammonia. We determined the complex refractive indices (RI) in the 360-420 nm range for these aerosols using broadband cavity enhanced spectroscopy (BBCES). The average real part (n) of the measured spectral range of the NH3-aged α-pinene SOA increased from n = 1.50 (±0.01) for the unreacted SOA to n = 1.57 (±0.01) after 1.5 h of exposure to 1.9 ppm NH3, whereas the imaginary component (k) remained below k < 0.001((+0.002)(-0.001)). For the limonene and α-humulene SOA the real part did not change significantly, and we observed a small change in the imaginary component of the RI. The imaginary component increased from k = 0.000 to an average k = 0.029 (±0.021) for α-humulene SOA, and from k < 0.001((+0.002)(-0.001)) to an average k = 0.032 (±0.019) for limonene SOA after 1.5 h of exposure to 1.3 and 1.9 ppm of NH3, respectively. Collected filter samples of the aged and unreacted α-pinene SOA and limonene SOA were analyzed off-line by nanospray desorption electrospray ionization high resolution mass spectrometry (nano-DESI/HR-MS), and in situ using a Time-of-Flight Aerosol Mass Spectrometer (ToF-AMS), confirming that the SOA reacted and that various nitrogen-containing reaction products formed. If we assume that NH3 aging reactions scale linearly with time and concentration, which will not necessarily be the case in the atmosphere, then a 1.5 h reaction with 1 ppm NH3 in the laboratory is equivalent to 24 h reaction with 63 ppbv NH3, indicating that the observed aerosol absorption will be limited to atmospheric regions with high NH3 concentrations.
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BIOLOGICAL PROPERTIES AND CHEMICAL COMPOSITION OF JATROPHA NEOPAUCIFLORA PAX
Hernández-Hernández, A. B.; Alarcón-Aguilar, F. J.; Jiménez-Estrada, M.; Hernández-Portilla, L.B.; Flores-Ortiz, C.M.; Rodríguez-Monroy, M.A.; Canales-Martínez, M
2017-01-01
Background: Ethnopharmacological relevance. Jatropha neopauciflora (Pax) is an endemic species of the Tehuacan- Cuicatlan Valley, Mexico. This species has long been used as a remedy to alleviate illnesses of bacterial, fungal and viral origin. Aim of the study. Experimentally test the traditional use of Jatropha neopauciflora in Mexican traditional medicine. Materials and methods.: The methanol extract (MeOH1), of Jatropha neopauciflora (Euphorbiaceae) was obtained by maceration. Next, the methanol (MeOH2) and hexane (H) fractions were obtained. The essential oil was obtained by hydro- distillation. The extract, fractions and essential oil were analyzed by GC-MS. The antimicrobial activity was measured by the disc diffusion agar and radial inhibition growth methods. Results: The extract and fractions showed antibacterial activity against eleven strains (five Gram-positive and six Gram- negative) and a bacteriostatic effect in the survival curves for Staphylococcus aureus and Vibrio cholerae. The extract and fractions were also shown to have antifungal activity, particularly against Trichophyton mentagrophytes (CF50 = MeOH1: 1.07 mg/mL, MeOH2: 1.32 mg/mL and H: 1.08 mg/mL). The antioxidant activity of MeOH1 (68.6 μg/mL) was higher than for MeOH2 (108.1 μg/mL). The main compounds of the essential oil were β-pinene, 1,3,8-p-menthatriene, ledene, m- menthane, linalyl acetate and 3-carene. The main compounds of MeOH1 were β-sitosterol, lupeol and pyrogallol; the main compounds of MeOH2 were β-sitosterol, spathulenol, coniferyl alcohol and lupeol; and the main compounds of H were β-sitostenone, γ-sitosterol and stigmasterol. Conclusions: This study indicates that Jatropha neopauciflora is a potential antibacterial and antifungal agent. PMID:28331913
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Kohoude, Midéko Justin; Gbaguidi, Fernand; Agbani, Pierre; Ayedoun, Marc-Abel; Cazaux, Sylvie; Bouajila, Jalloul
2017-12-01
Boswellia dalzielii Hutch. (Burseraceae) is an aromatic plant. The leaves are used for beverage flavouring. This study investigates the chemical composition and biological activities of various extracts. The essential oil was prepared via hydrodistillation. Identification and quantification were realized via GC-MS and GC-FID. Consecutive extractions (cyclohexane, dichloromethane, ethyl acetate and methanol) were carried out and various chemical groups (phenolics, flavonoids, tannins, antocyanins and sugar) were quantified. The volatile compounds of organic extracts were identified before and after derivatization. Antioxidant, antihyperuricemia, anti-Alzheimer, anti-inflammatory and anticancer activities were evaluated. In the essential oil, 50 compounds were identified, including 3-carene (27.72%) and α-pinene (15.18%). 2,5-Dihydroxy acetophenone and β-d-xylopyranose were identified in the methanol extract. Higher phenolic (315.97 g GAE/kg dry mass) and flavonoid (37.19 g QE/kg dry mass) contents were observed in the methanol extract. The methanol extract has presented remarkable IC 50 = 6.10 mg/L for antiDPPH, 35.10 mg/L for antixanthine oxidase and 28.01 mg/L for anti-5-lipoxygenase. For acetylcholinesterase inhibition, the best IC 50 (76.20 and 67.10 mg/L) were observed, respectively, with an ethyl acetate extract and the essential oil. At 50 mg/L, the dichloromethane extract inhibited OVCAR-3 cell lines by 65.10%, while cyclohexane extract inhibited IGROV-1 cell lines by 92.60%. Biological activities were fully correlated with the chemical groups of the extracts. The ethyl acetate and methanol extracts could be considered as potential alternatives for use in dietary supplements for the prevention or treatment of diseases because of these extracts natural antioxidant, antihyperuricemic and anti-inflammatory activities.
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Nørgaard, A W; Kofoed-Sørensen, V; Mandin, C; Ventura, G; Mabilia, R; Perreca, E; Cattaneo, A; Spinazzè, A; Mihucz, V G; Szigeti, T; de Kluizenaar, Y; Cornelissen, H J M; Trantallidi, M; Carrer, P; Sakellaris, I; Bartzis, J; Wolkoff, P
2014-11-18
Cleaning agents often emit terpenes that react rapidly with ozone. These ozone-initiated reactions, which occur in the gas-phase and on surfaces, produce a host of gaseous and particulate oxygenated compounds with possible adverse health effects in the eyes and airways. Within the European Union (EU) project OFFICAIR, common ozone-initiated reaction products were measured before and after the replacement of the regular floor cleaning agent with a preselected low emitting floor cleaning agent in four offices located in four EU countries. One reference office in a fifth country did not use any floor cleaning agent. Limonene, α-pinene, 3-carene, dihydromyrcenol, geraniol, linalool, and α-terpineol were targeted for measurement together with the common terpene oxidation products formaldehyde, 4-acetyl-1-methylcyclohexene (4-AMCH), 3-isopropenyl-6-oxo-heptanal (IPOH), 6-methyl-5-heptene-2-one, (6-MHO), 4-oxopentanal (4-OPA), and dihydrocarvone (DHC). Two-hour air samples on Tenax TA and DNPH cartridges were taken in the morning, noon, and in the afternoon and analyzed by thermal desorption combined with gas chromatography/mass spectrometry and HPLC/UV analysis, respectively. Ozone was measured in all sites. All the regular cleaning agents emitted terpenes, mainly limonene and linalool. After the replacement of the cleaning agent, substantially lower concentrations of limonene and formaldehyde were observed. Some of the oxidation product concentrations, in particular that of 4-OPA, were also reduced in line with limonene. Maximum 2 h averaged concentrations of formaldehyde, 4-AMCH, 6-MHO, and IPOH would not give rise to acute eye irritation-related symptoms in office workers; similarly, 6-AMCH, DHC and 4-OPA would not result in airflow limitation to the airways.
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NASA Astrophysics Data System (ADS)
Song, W.; Staudt, M.; Bourgeois, I.; Williams, J.
2013-10-01
Plants emit significant amounts of monoterpenes into the Earth's atmosphere where they react rapidly to form a multitude of gas phase species and particles. Many monoterpenes exist in mirror images forms or enantiomers. In this study the enantiomeric monoterpene profile for several representative plants (Quercus ilex L., Rosmarinus officinalis L., and Pinus halepensis Mill.) was investigated as a function of chemotype, light and temperature both in the laboratory and in the field. Analysis of enantiomeric monoterpenes from 19 Quercus ilex individuals from Southern France and Spain revealed four regiospecific chemotypes (genetically fixed emission patterns). In agreement with previous work, only Quercus ilex emissions increased strongly with light. However, for all three plant species no consistent enantiomeric variation was observed as a function of light, and the enantiomeric ratio of α-pinene was found vary by less than 20% from 100 and 1000 μmol m-2 s-1 PAR. The rate of monoterpene emission increased with temperature from all three plant species, but little variation in the enantiomeric distribution of α-pinene was observed with temperature. There was more enantiomeric variability between individuals of the same species than could be induced by either light or temperature. Field measurements of α-pinene enantiomer mixing ratios in the air taken at a Quercus ilex forest in Southern France, and several other previously reported field enantiomeric ratio diel cycle profiles are compared. All show smoothly varying diel cycles (some positive and some negative) even over changing wind directions. This is surprising in comparison with variations of enantiomeric emission patterns shown by individuals of the same species.
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Uptake of Organic Gas Phase Species by 1-Methylnaphthalene
NASA Astrophysics Data System (ADS)
Zhang, H.; Xia, J.; Davidovits, P.; Jayne, J. T.; Kolb, C. E.; Worsnop, D. R.
2002-12-01
Using a droplet train apparatus, the mass accommodation coefficients (α) on 1-methylnapthalene of gas phase m-xylene, ethylbenzene, butylbenzene, α-pinene, γ-terpinene, and 2-methyl-2-hexanol were measured as a function of temperature (265 K to 296 K). 1-methylnapthalene was selected as a surrogate for hydrophobic and aromatic hydrocarbons found in tropospheric aerosols. The mass accommodation coefficients (α) of all the molecules obtained from these measurements exhibit negative temperature dependence. The upper and lower values of α at 265 K and 296 K respectively are: for m-xylene 0.44 and 0.26; for ethylbenzene 0.37 and 0.22; for butylbenzene 0.47 and 0.31; for α-pinene 0.47 and 0.096; for γ-terpinene 0.39 and 0.12; for 2-methyl-2-hexanol 0.44 and 0.26. The uptake measurements also yielded values for the product HDl1/2 for most of the molecules studied (H = Henry's law constant, Dl = liquid phase diffusion coefficient). Using calculated values of Dl the Henry's law constant is obtained, and expressed in the form ln H (M/atm) = -A + B/T. The A and B values for the molecules studied are listed in Table 1. Table 1: A and B values for the Henry's law constant H expressed as ln H (M/atm) = -A + B/T \\ m-xylene: A=7.20, B=4060\\ethylbenzene: A=5.81, B=3660\\butylbenzene: A=16.95, B=7330α-pinene: A=15.69, B=6360\\2-methyl-2-hexanol: A=9.95, B=4760
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Charnawskas, Joseph C.; Alpert, Peter A.; Lambe, Andrew T.
Anthropogenic and biogenic gas emissions contribute to the formation of secondary organic aerosol (SOA). When present, soot particles from fossil fuel combustion can acquire a coating of SOA. We investigate SOA–soot biogenic–anthropogenic interactions and their impact on ice nucleation in relation to the particles’ organic phase state. SOA particles were generated from the OH oxidation of naphthalene, α-pinene, longifolene, or isoprene, with or without the presence of sulfate or soot particles. Corresponding particle glass transition (T g) and full deliquescence relative humidity (FDRH) were estimated using a numerical diffusion model. Longifolene SOA particles are solid-like and all biogenic SOA sulfatemore » mixtures exhibit a core–shell configuration (i.e.a sulfate-rich core coated with SOA). Biogenic SOA with or without sulfate formed ice at conditions expected for homogeneous ice nucleation, in agreement with respectiveT gand FDRH. α-pinene SOA coated soot particles nucleated ice above the homogeneous freezing temperature with soot acting as ice nuclei (IN). At lower temperatures the α-pinene SOA coating can be semisolid, inducing ice nucleation. Naphthalene SOA coated soot particles acted as ice nuclei above and below the homogeneous freezing limit, which can be explained by the presence of a highly viscous SOA phase. Our results suggest that biogenic SOA does not play a significant role in mixed-phase cloud formation and the presence of sulfate renders this even less likely. However, anthropogenic SOA may have an enhancing effect on cloud glaciation under mixed-phase and cirrus cloud conditions compared to biogenic SOA that dominate during pre-industrial times or in pristine areas.« less
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DOE Office of Scientific and Technical Information (OSTI.GOV)
Charnawskas, Joseph C.; Alpert, Peter A.; Lambe, Andrew
Anthropogenic and biogenic gas emissions contribute to the formation of secondary organic aerosol (SOA). When present, soot particles from fossil-fuel combustion can acquire a coating of SOA. We investigate SOA-soot biogenic-anthropogenic interactions and their impact on ice nucleation in relation to the particles’ organic phase state. SOA particles were generated from the OH oxidation of naphthalene, α-pinene, longifolene, or isoprene, with or without presence of sulfate or soot particles. Corresponding particle glass transition (T g) and full deliquescence relative humidity (FDRH) were estimated by a numerical diffusion model. Longifolene SOA particles are solid-like and all biogenic SOA sulfate mixtures exhibitmore » a core-shell configuration (i.e. a sulfate-rich core coated with SOA). Biogenic SOA with or without sulfate formed ice at conditions expected for homogeneous ice nucleation in agreement with respective T g and FDRH. α-pinene SOA coated soot particles nucleated ice above the homogeneous freezing temperature with soot acting as ice nuclei (IN). At lower temperatures the α-pinene SOA coating can be semisolid inducing ice nucleation. Naphthalene SOA coated soot particles acted as IN above and below the homogeneous freezing limit, which can be explained by the presence of a highly viscous SOA phase. Our results suggest that biogenic SOA does not play a significant role in mixed-phase cloud formation and the presence of sulfate further renders this even less likely. Furthermore, anthropogenic SOA may have an enhancing effect on cloud glaciation under mixed-phase and cirrus cloud conditions compared to biogenic SOA that dominate during preindustrial times or in pristine areas.« less
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Condensed-phase biogenic-anthropogenic interactions with implications for cold cloud formation
Charnawskas, Joseph C.; Alpert, Peter A.; Lambe, Andrew; ...
2017-01-24
Anthropogenic and biogenic gas emissions contribute to the formation of secondary organic aerosol (SOA). When present, soot particles from fossil-fuel combustion can acquire a coating of SOA. We investigate SOA-soot biogenic-anthropogenic interactions and their impact on ice nucleation in relation to the particles’ organic phase state. SOA particles were generated from the OH oxidation of naphthalene, α-pinene, longifolene, or isoprene, with or without presence of sulfate or soot particles. Corresponding particle glass transition (T g) and full deliquescence relative humidity (FDRH) were estimated by a numerical diffusion model. Longifolene SOA particles are solid-like and all biogenic SOA sulfate mixtures exhibitmore » a core-shell configuration (i.e. a sulfate-rich core coated with SOA). Biogenic SOA with or without sulfate formed ice at conditions expected for homogeneous ice nucleation in agreement with respective T g and FDRH. α-pinene SOA coated soot particles nucleated ice above the homogeneous freezing temperature with soot acting as ice nuclei (IN). At lower temperatures the α-pinene SOA coating can be semisolid inducing ice nucleation. Naphthalene SOA coated soot particles acted as IN above and below the homogeneous freezing limit, which can be explained by the presence of a highly viscous SOA phase. Our results suggest that biogenic SOA does not play a significant role in mixed-phase cloud formation and the presence of sulfate further renders this even less likely. Furthermore, anthropogenic SOA may have an enhancing effect on cloud glaciation under mixed-phase and cirrus cloud conditions compared to biogenic SOA that dominate during preindustrial times or in pristine areas.« less
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Condensed-phase biogenic–anthropogenic interactions with implications for cold cloud formation
Charnawskas, Joseph C.; Alpert, Peter A.; Lambe, Andrew T.; ...
2017-01-24
Anthropogenic and biogenic gas emissions contribute to the formation of secondary organic aerosol (SOA). When present, soot particles from fossil fuel combustion can acquire a coating of SOA. We investigate SOA–soot biogenic–anthropogenic interactions and their impact on ice nucleation in relation to the particles’ organic phase state. SOA particles were generated from the OH oxidation of naphthalene, α-pinene, longifolene, or isoprene, with or without the presence of sulfate or soot particles. Corresponding particle glass transition (T g) and full deliquescence relative humidity (FDRH) were estimated using a numerical diffusion model. Longifolene SOA particles are solid-like and all biogenic SOA sulfatemore » mixtures exhibit a core–shell configuration (i.e.a sulfate-rich core coated with SOA). Biogenic SOA with or without sulfate formed ice at conditions expected for homogeneous ice nucleation, in agreement with respectiveT gand FDRH. α-pinene SOA coated soot particles nucleated ice above the homogeneous freezing temperature with soot acting as ice nuclei (IN). At lower temperatures the α-pinene SOA coating can be semisolid, inducing ice nucleation. Naphthalene SOA coated soot particles acted as ice nuclei above and below the homogeneous freezing limit, which can be explained by the presence of a highly viscous SOA phase. Our results suggest that biogenic SOA does not play a significant role in mixed-phase cloud formation and the presence of sulfate renders this even less likely. However, anthropogenic SOA may have an enhancing effect on cloud glaciation under mixed-phase and cirrus cloud conditions compared to biogenic SOA that dominate during pre-industrial times or in pristine areas.« less
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Condensed-phase biogenic-anthropogenic interactions with implications for cold cloud formation.
Charnawskas, Joseph C; Alpert, Peter A; Lambe, Andrew T; Berkemeier, Thomas; O'Brien, Rachel E; Massoli, Paola; Onasch, Timothy B; Shiraiwa, Manabu; Moffet, Ryan C; Gilles, Mary K; Davidovits, Paul; Worsnop, Douglas R; Knopf, Daniel A
2017-08-24
Anthropogenic and biogenic gas emissions contribute to the formation of secondary organic aerosol (SOA). When present, soot particles from fossil fuel combustion can acquire a coating of SOA. We investigate SOA-soot biogenic-anthropogenic interactions and their impact on ice nucleation in relation to the particles' organic phase state. SOA particles were generated from the OH oxidation of naphthalene, α-pinene, longifolene, or isoprene, with or without the presence of sulfate or soot particles. Corresponding particle glass transition (T g ) and full deliquescence relative humidity (FDRH) were estimated using a numerical diffusion model. Longifolene SOA particles are solid-like and all biogenic SOA sulfate mixtures exhibit a core-shell configuration (i.e. a sulfate-rich core coated with SOA). Biogenic SOA with or without sulfate formed ice at conditions expected for homogeneous ice nucleation, in agreement with respective T g and FDRH. α-pinene SOA coated soot particles nucleated ice above the homogeneous freezing temperature with soot acting as ice nuclei (IN). At lower temperatures the α-pinene SOA coating can be semisolid, inducing ice nucleation. Naphthalene SOA coated soot particles acted as ice nuclei above and below the homogeneous freezing limit, which can be explained by the presence of a highly viscous SOA phase. Our results suggest that biogenic SOA does not play a significant role in mixed-phase cloud formation and the presence of sulfate renders this even less likely. However, anthropogenic SOA may have an enhancing effect on cloud glaciation under mixed-phase and cirrus cloud conditions compared to biogenic SOA that dominate during pre-industrial times or in pristine areas.