气相色谱/质谱法分析柏树叶挥发油的化学成分

采用水蒸气蒸馏技术提取了3种柏树叶的挥发油,经气相色谱/质谱分析,共分离和鉴定了64种化学成分,其主要成分为萜烯类,其他成分为烷烃类、醇类、酚类和酯类等。其中圆柏树叶中分离鉴定出33种挥发性成分,主要萜类为桧烯(20.99%)和柠檬烯(19.78%);中山柏树叶中分离鉴定出37种挥发性成分,主要为α-蒎烯(10.39%)、桧烯(11.19%)和δ-3-蒈烯(8.88%);龙柏树叶中分离鉴定出37种挥发性成分,主要为柠檬烯(24.56%)和β-月桂烯(8.04%)。分离鉴定出3种柏树叶的共有成分14种。     

The composition and antimicrobial activities of Cyperus conglomeratus, Desmos chinensis var. lawii and Cyathocalyx zeylanicus essential oils

The essential oil compositions of the rhizomes of Cyperus conglomeratus (Cyperaceae) collected from Oman and the leaves of two Annonaceae plants, Desmos chinensis var. lawii and Cyathocalyx zeylanicus collected from India were studied by GC, GC-MS and 13C NMR spectroscopy. Twenty-six compounds, representing 84.4% of the oil were identified in C. conglomeratus, where eugenol (31.3%), alpha-cyperone (10.5%) and cyperotundone (8.4%) were the major compounds. Twelve compounds, constituting 100%, were identified in D. lawii oil, of which benzyl benzoate (58.7%), beta-caryophyllene (23.2%), limonene (4.9%) and alpha-humulene (4.0%) were the major constituents. Thirty-two compounds, comprising 98.0%, were identified in C. zeylanicus oil, of which beta-caryophyllene (21.6%), alpha-pinene (20.4%) and E-beta-ocimene (11.8%) were the major components. The antibacterial and antifungal activities of the oils were tested against a panel of five bacterial and two fungal strains. The oils showed moderate activity against all the tested microbial strains. The minimum inhibitory concentrations of the oils were also determined.     

Bioactivity and chemical composition of the leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum from Monteverde, Costa Rica

The leaf essential oils of Zanthoxylum rhoifolium and Zanthoxylum setulosum (Rutaceae) from Monteverde, Costa Rica have been obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry. The principal constituents of Z. rhoifolium leaf oil were germacrene D (14.6%), limonene (12.5%), trans-2-hexenal (11.3%), beta-elemene (9.2%), 2-undecanone (9.2%), myrcene (7.9%), bicyclogermacrene (7.5%), and germacrene A (5.2%). The leaf oil of Z. setulosum was composed largely of beta-phellandrene (37.5%), beta-caryophyllene (13.7%), alpha-pinene (11.9%), germacrene D (10.9%), myrcene (5.9%), and nerolidol (5.4%). The essential oils were screened for in-vitro cytotoxic activity against Hep G2, MCF-7, and PC-3 human tumor cell lines; antibacterial activity against Bacillus cereus, Staphylococcus aureus, Pseudomonas aeruginosa, and Escherichia coli; and for Artemia salina (brine shrimp) lethality. Neither Z. rhoifolium nor Z. setulosum leaf oils exhibited cytotoxicity or antibacterial activity. Both oils showed activity against A. salina.     

Caryophyllene oxide-rich essential oils of Lithuanian Artemisia campestris ssp. campestris and their toxicity

The chemical composition of the essential oils of aerial parts of Artemisia campestris ssp. campestris, collected from ten different locations in Lithuania is detailed in this paper. The major component in all the oils was caryophyllene oxide (8.5-38.8%), whereas compounds with the caryophyllane skeleton ranged from 10.2 to 44.5%. Other representative constituents were germacrene D (< or = 15.0%), humulene epoxide II (< or = 8.1%), beta-ylangene (< or = 7.7%), spathulenol (< or = 6.8%), beta-elemene (< or = 6.8%), beta-caryophyllene (< or = 6.2%), junenol (< or = 6.1%) and alpha- or beta-pinene (< or = 5.5%). Eighty-seven compounds were identified, comprising 73.6-92.3% of the oils. The chemical composition was highly variable depending on the sample location. Toxicity of A. campestris oils was determined using the brine shrimp (Artemia sp.) assay. LC50 values ranging to 20 microg/mL were obtained for three of the oils after 24 hours of exposure. Data of this test revealed that A. campestris ssp. campestris essential oils with dominant caryophyllene oxide are notably toxic.     

Variation in the volatile constituents of Artemisia annua var. CIM-Arogya during plant ontogeny

The essential oils yield and composition of the aerial parts of A. annua var. CIM-Arogya grown in Uttarakhand, India were analyzed and compared by capillary GC and GC-MS at different stages of development. The analysis led to the identification of 81 constituents forming 91.0%-97.1% of the essential oils compositions. The essential oil content of the aerial parts was found to vary from 0.3% to 0.7% at different stages of growth. A. annua crop harvested at full flowering and seed setting stage gave higher yield of essential oil (0.6%, 0.7%) than that harvested at pre flowering (0.5%), late vegetative (0.4%, 0.5%), mid vegetative (0.4%, 0.4%) and early vegetative stages (0.3%, 0.3%). The essential oils at different stages of growth showed monoterpenoids (38.5%-72.0%) and sesquiterpenoids (22.2%-48.2%) as major grouped constituents. The major constituents identified were camphor (22.8%-42.6%), 1,8-cineole (3.7%-8.4%), linalool (<0.1%-11.9%), beta-caryophyllene (2.0%-9.2%), (E)-beta-farnesene (1.3%-8.5%), germacrene D (0.5%-7.3%) and 1-epi-cubenol (0.7%-5.2%) in essential oil samples collected at different crop stages.     

Essential oil composition of Vismia macrophylla leaves (Guttiferae)

The essential oil from Vismia macrophylla Kunth (Guttiferae) leaves, extracted by hydrodistillation, was analyzed by GC/MS. The oil obtained (yield 0.11%) contained twenty-eight compounds, which were identified from their retention indices and by comparison of their mass spectra with those in the Wiley GC-MS Library data base. The major components were beta-caryophyllene (20.1%), germacrene D (11.6%) and beta-elemene (7.0%).     

Comparison of the essential oils of leaves and stem bark from two different populations of Drimys winteri a Chilean herbal medicine

The chemical composition of the essential oils obtained by hydrodistillation of stem bark and leaves of Drimys winteri J.R. et G. Foster var. chilensis /DC A. Gray (Winteraceae) from Chiloe Island (ID) and Continental Chile (Santiago) (CD) were studied by GC and GC/MS. Sesquiterpene hydrocarbons constituted the main chemical groups in the stem bark oils, with alpha-santalene, trans-beta-bergamotene and curcumenes as the major components. Monoterpenes constituted the main chemical groups in the leaves of Island plants with alpha-pinene (23.1%) beta-pinene (43.6%) and linalool (10.5%) as the main components whereas sesquiterpenes (germacrene D 17.6%) and phenylpropanoids (safrole 20.8%) are the most abundant in the leaves of Continental plants.     

Constituents of the essential oil from aerial parts of Chromolaena odorata from Thailand

The chemical composition of the essential oil from the aerial parts of Chromolaena odorata, collected from Phitsanulok, Thailand was analyzed by means of GC-(FID) and GC-MS. Twenty-two constituents were identified. The major components were pregeijerene (17.6%), germacrene D (11.1%), alpha-pinene (8.4%), beta-caryophyllene (7.3%), vestitenone (6.5%), beta-pinene (5.6%), delta-cadinene (4.9%), geijerene (3.1%), bulnesol (2.9%), and trans-ocimene (2.2%).     

Analysis by gas chromatography-mass spectrometry of the volatile components of Teucrium lusitanicum and Teucrium algarbiensis

The essential oils from four samples of Teucrium lusitanicum and one sample of Teucrium algarbiensis, grown in Algarve (southern Portugal) were analyzed by gas chromatography (GC) and gas chromatography-mass spectroscopy (GC-MS). Seventy-one volatile compounds were identified. Major compounds of T. algarbiensis oil were alpha-pinene (8.3%), sabinene (7.2%), beta-pinene (10.2%), limonene (11.8%) and germacrene D (7.6%). Concerning T. lusitanicum, some quantitative differences were found with regards to the major constituents of the oils from four populations: alpha-pinene (0.8-8.5%), sabinene (2.1-9.6%), beta-pinene (2.5-11.9%), limonene (1.2-11.5%) and elemol (2.6-12.0%).     

Headspace solid-phase microextraction-gas chromatography--mass spectrometry analysis of the volatile compounds of Evodia species fruits

In this study the investigation of the aroma compounds of dried fruits of Evodia rutaecarpa (Juss.) Benth. and E. rutaecarpa (Juss.) Benth. var. officinalis (Dode) Huang (i.e. E. officinalis Dode) (Rutaceae family) was carried out to identify the odorous target components responsible for the characteristic aroma of these valuable natural products. To avoid the traditional and more time-consuming hydrodistillation, the analyses were carried out by means of headspace solid-phase microextraction (HS-SPME) coupled to gas chromatography-mass spectrometry (GC-MS). The SPME headspace volatiles were collected using a divinylbenzene-carboxen-polydimethylsiloxane (DVB-CAR-PDMS) fiber. The extraction conditions were optimized using a response surface experimental design to analyze the effect of three factors: extraction temperature, equilibrium time and extraction time. The best response was obtained when the extraction temperature was around 80 degrees C, equilibrium time near 25 min and extraction time close to 18 min. Analyses were performed by GC-MS with a 5% diphenyl-95% dimethyl polysiloxane (30 m x 0.25 mm I.D., film thickness 0.25 microm) capillary column using He as the carrier gas and a programmed temperature run. The main components of the HS-SPME samples of E. rutaecarpa (concentration >3.0%) were limonene (33.79%), beta-elemene (10.78%), linalool (8.15%), myrcene (5.83%), valencene (4.73%), beta-caryophyllene (4.62%), linalyl acetate (4.13%) and alpha-terpineol (3.99%). As for E. officinalis, the major compounds were myrcene (32.79%), limonene (18.36%), beta-caryophyllene (9.92%), trans-beta-ocimene (6.04%), linalool (5.88%), beta-elemene (7.85%) and valencene (4.62%).     

Chemical composition and antimicrobial activity of the essential oil from Ambrosia trifida L

The essential oil obtained by steam distillation of dried aerial parts of Ambrosia trifida L. from Northeast China was analyzed by GC and GC-MS. The essential oil yield based on dried plant material was 0.12% and thirty-five compounds (corresponding to 86.7% of the total weight) were identified. The main components were: bornyl acetate (15.5%), borneol (8.5%), caryophyllene oxide (8.3%), alpha-pinene (8.0%), germacrene D (6.3%), beta-caryophyllene (4.6%), trans-carveol (2.9%), beta-myrcene (2.6%), camphor (2.4%) and limonene (3.2%). A. trifida essential oil demonstrated bactericidal and fungicidal activity against six bacterial strains and two fungal strains, using the agar diffusion method.     

Antimicrobial activity and a comparative essential oil analysis of Centaurea pulcherrima Willd. var. pulcherrima extracted by hydrodistillation and microwave distillation

The essential oils of Centaurea pulcherrima Willd. var. pulcherrima (Asteraceae) were isolated by hydrodistillation (HD) and a microwave distillation (MD), than characterised by GC-FID and GC-MS. A total of 58 and 57 compounds were identified, constituting over 93.7%, and 91.6% of volatile oil composition of C. pulcherrima var. pulcherrima, respectively. Sesquiterpene hydrocarbons were shown to be the main group of constituents (HD: 42.4% versus MD: 51.5%). The major component of the oils of C. pulcherrima var. pulcherrima was germacrene D (HD, 17.8% versus MD, 23.2%). The antimicrobial activity of the isolated essential oils of the plant was also investigated, and they showed good antibacterial activity against to tested gram-positive bacteria, especially to M. smegmatis and a yeast-like fungus C. albicans.     

Essential oil of three Uvaria species from Ivory Coast

Different parts of Uvaria ovata (Dunals) A, U. anonoides Baker f. and U. tortilis A. Chev were collected from Ivory Coast, in Toumodi (center), Agboville (south-east) and Sikensi (south), respectively. The essential oils, obtained by hydrodistillation using a Clevenger-type apparatus, were investigated by CG and CG/MS. The proportion of the chromatographed constituents identified varied from 92.5% to 98.5%. For U. ovata, the root bark oil comprised mainly camphene (10.2%), beta-pinene (10.1%), epi-alpha-cadinol (13.2%) and intermedeol (9.7%), while the oil of the stem bark was dominated by epi-alpha-cadinol (27.3%), intermedeol (11.9%) and benzyl benzoate (13.4%). The oil of the leaves showed beta-caryophyllene (15.6%), germacrene D (24.2%) and benzyl benzoate (18.3%) as the most abundant constituents. The leaf oil of U. anonoides was rich in 2,5-dimethoxy-p-cymene (15.5%), bicyclogermacrene (21.3%) and benzyl benzoate (8.7%), while, gamma-terpinene (31.7%), beta-caryophyllene (23.9%) and germacrene D (15.8%) constituted the main components of the stem bark oil of U. tortilis.     

Antibacterial activities of essential oils extracted from leaves of Murraya koenigii by solvent-free microwave extraction and hydro-distillation

Solvent-free microwave extraction (SFME) for the isolation of essential oil from leaves of Murraya koenigii L. (Rutaceae) has been compared with the conventional hydro-distilled oil (HD) in terms of yield, composition, antioxidant activity, and antibacterial activity against Listeria innocua. The yield of essential oil obtained from 30 min of SFME was similar to that of HD for 180 min. By GC-MS analysis, the major compounds of the essential oil extracted by SFME, which were obtained in somewhat lower amounts than in the essential oil obtained by HD, were alpha-copaene (44.3%), beta-gurjunene (25.5%), isocaryophyllene (12.1%), beta-caryophyllene (8.7%) and germacrene D (2.9%). The content of oxygenated terpenes, slightly higher for the SFME-essential oil (2.3%) than the HD-essential oil (1.4%), were much lower than that of nonoxygenated terpenes in both oils. DPPH radical scavenging activities of both essential oils were relatively low (10%-24%). Complete inhibition of growth of L. innocua was observed with both SFME and HD essential oils, at 400 and 600 microg/mL (minimum inhibitory concentration), respectively. The SFME-essential oil at 300 microg/mL provided 92% inhibition, indicating its potential as a natural antimicrobial agent.     

Essential oil constituents and biological activities of Peristrophe bicalyculata and Borreria verticillata

Peristrophe bicalyculata (Retz) Nees (Acanthaceae) or 'The Goddess of Mercy' and Borreria verticillata (L.) G.F.W. Mey., (Rubiaceae), or 'Irawo-Ile' (Yoruba, South-west, Nigeria), are annual herbs, which are poorly exploited. The volatile oils obtained by hydrodistillation in an all glass Clevenger-type apparatus from the plant samples have been investigated by gas chromatography-mass spectrometry (GC-MS). With respect to the oil of P. bicalyculata, beta-caryophyllene (33.9%), alpha-zingiberene (10.4%), germacrene D and globulol (5.0%) were the compounds occurring in abundance. The oil of B. verticillata had an abundance of phytol (56.3%) and 1, 8-cineole (20.4%), with sizeable proportions of alpha-pinene (7.1%) and p-cymene (4.0%). In addition, the volatile oils displayed promising in-vitro antimicrobial activity against the tested micro-organisms, (MIC 12.5-22.3 microg/mL), while only the oil of P. bicalyculata displayed in-vitro cytotoxicity to MCF-7 (human breast tumor) and MDA-MB-468 (human breast tumor) cells. The present investigation may be the first of its kind for the evaluation of the volatile oil constituents of the studied plants.     

Essential oil composition and antibacterial activity of Monticalia greenmaniana (Asteraceae)

The essential oils from fresh aerial parts of Monticalia greenmaniana (Hieron) C. Jeffrey (Asteraceae) collected in March, were analyzed by GC/MS. Oil yields (w/v) of 0.1% (flowers), 0.07%, (stems) and 0.1% (leaves) were obtained by hydrodistillation. Thirteen, sixteen and eighteen components, respectively, were identified by comparison of their mass spectra with those in the Wiley GC-MS Library data base. The major components of the flower and stem oils were 1-nonane (38.8% flowers; 33.5% stems), alpha-pinene (29.0% flowers; 14.8% stems) and germacrene D (15.6% flowers; 18.6% stems). However, in the leaf oil, germacrene D was observed at 50.7%, followed by beta-cedrene at 8.4%. The leaf essential oil showed a broad spectrum of antibacterial activity against the important human pathogenic Gram-positive and Gram-negative bacteria Staphylococcus aureus (ATCC 25923), Enterococcus faecalis (ATCC 19433), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853) and Klebsiella pneumoniae (ATCC 25955) with MIC values ranging from 75 to 6000 ppm.     

Chemical composition and antibacterial activity of the essential oil of Lantana camara var. moritziana

The essential oil obtained from the leaves of Lantana camara var. moritziana (Otto & Dietr.) López-Palacios collected at Rubio, Táchira State, Venezuela, was obtained by hydrodistillation in a Clevenger trap (0.1% yield). The oil was analyzed by gas chromatography-mass spectrometry (GC/MS) on HP GC-MS System, model 5973, identifying 33 compounds (97.1%) of which the major components were germacrene D (31.0%), followed by beta-caryophyllene (14.8%), a-phellandrene (6.7%), limonene (5.7%) and 1,8-cineole (5.2%). Evaluation of the antibacterial activity by agar diffusion method with discs against international reference bacteria (Staphylococcus aureus, Enterococcus faecalis, Escherichia coli, Klebsiella pneumoniae, Salmonella Typhi, Pseudomonas aeruginosa) showed growing inhibition of E. faecalis and S. aureus at MIC of 350 mg/mL and 400 mg/mL, respectively.     

The essential oils of the aerial parts of two Hypericum taxa (Hypericum triquetrifolium and Hypericum aviculariifolium subsp. depilatum var. depilatum (Clusiaceae)) from Turkey

In this study, essential oil compositions of two Hypericum L. taxa (Hypericum triquetrifolium Turra. and Hypericum aviculariifolium Jaub. et Spach subsp. depilatum var. depilatum (Freyn et Bornm.) Robson) naturally grown in Turkey were determined using gas chromatography and gas chromatography-mass spectrometry systems. The essential oils were obtained by hydrodistillation from the aerial parts of plants. A total of 45 compounds were identified in the essential oils of H. triquetrifolium; 1-hexanal (18.8%), 3-methylnonane (12.5%) and α-pinene (12.3%). In this study, 41 components were identified in H. aviculariifolium subsp. depilatum var. depilatum oil; α-pinene (52.1%), germacrene D (8.5%) and β-pinene (3.6%) were the predominant constituents. The essential oil analysis showed that monoterpene concentrations were higher than that of the sesquiterpenes in both oils. The results were discussed in the meaning of the usefulness of these plants and their chemicals as natural products and potential usage in chemotaxonomy.     

Volatile constituents of two species of Protium from the Atlantic rainforest in the state of Pernambuco, Brazil

The chemical composition of the essential oils from Protium giganteum and P. aracouchine was determined, for the first time, using GC-MS analysis. From the oil of P. giganteum, 32 components were identified, representing 93.9% of the oil, and from P. aracouchine, 29 components, representing 97.8% of the oil. Among the compounds identified in the P. giganteum oil, 93.6% were sesquiterpenes, with beta-caryophyllene (26.0 +/- 0.8%), globulol (9.3 +/- 0.2%), alpha-cadinol (7.0 +/- 0.5%), alpha-humulene (6.4 +/- 0.1%) and germacrene D (6.2 +/- 0.3%) as the major components. Among the 29 compounds identified in the P. aracouchine oil, 95.9% were sesquiterpenes as well, with spathulenol (31.8 +/- 1.6%), alpha-cis-bergamotene (8.8 +/- 0.2%) and viridiflorol (9.7 +/- 0.7%) as the major components.     

Composition and antimicrobial activity of the leaf and twig oils of Litsea mushaensis and L. linii from Taiwan

The hydrodistilled essential oils of the leaves and twigs of Litsea mushaensis and L. linii were analyzed. Sixty-nine and ninety compounds were identified in the leaf and twig oils, respectively, of L. mushaensis. The main components of the leaf oil were beta-eudesmol (24.2%), tau-cadinol (10.2%), alpha-humulene (10.1%), alpha-pinene (9.7%), and trans-beta-ocimene (6.5%), whereas the main components of the twig oil were trans-beta-ocimene (19.5%), alpha-pinene (12.8%) and cis-beta-ocimene (7.7%). With L. linii, 72 and 78 compounds were respectively identified in the leaf and twig oils. The main components of the leaf oil were beta-selinene (15.7%), alpha-selinene (15.5%), beta-caryophyllene (12.2%), alpha-humulene (7.2%), and delta-cadinene (5.6%), and of the twig oil trans-beta-ocimene (20.8%), beta-selinene (11.4%), alpha-cadinol (6.0%), delta-cadinene (5.8%), tau-cadinol (5.4%) and beta-eudesmol (5.2%). L. mushaensis leaf oil was shown to have excellent antimicrobial and anti-wood-decay fungal activity, superior to the other oils.