The leaf essential oils of five Vietnamese Desmos species (Annonaceae)

The leaf essential oils of five Desmos species from Vietnam have been extracted by steam distillation and subjected to GC and GC-MS analyses. The plant samples were Desmos cochinchinensis Lour., D. penduculosus (A. DC.) Ban, D. penducolosus var. tonkinensis Ban, D. chinensis Lour., and D. dumosus (Roxb.) Saff. The oils were rich in sesquiterpene hydrocarbons (65.9%-88.9%) and monoterpene hydrocarbons (6.3%-30.9%). The oxygenated counterparts were less common. The quantitatively significant constituents of the oils were alpha-pinene (2.4%-12.1%), beta-elemene (2.2-39.5%), beta-caryophyllene (13.9-26.3%), germacrene D (9.9-15.5%), bicyclogermacrene (2.0-11.4%) and alpha-humulene (3.8-7.5%). The studied oils could be classified into two chemical forms: oils with abundance of beta-caryophyllene, germacrene D and alpha-pinene (D. cochinchinensis, D. penducolosus var. tonkinensis, D. chinensis and D. Dumosus) and oil with high amounts of beta-elemene, beta-caryophyllene and germacrene D (D. penduculosus).     

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.     

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%).     

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.     

Evaluation of volatile constituents of Cochlospermum angolense

The chemical composition of the essential oils obtained from the leaves and roots of Cochlospermum angolense (Welw) growing wild in Angola was analyzed for the first time by capillary gas chromatography (GC) and gas chromatography/mass spectrometry (GC-MS). The investigation led to the identification of 67 and 130 compounds from the leaves and roots, respectively. Both oils were strongly characterized by the presence of sesquiterpenoids (68.8% in the leaves and 53.2% in the roots), while monoterpenoids were present in minor percentages (9.8% in the leaves and 26.2% in the root). The main constituents of the leaves were germacrene D (9.4%), alpha-cadinol (7.4%) and 10-epi-cubenol (6.2%), while the most abundant compounds in the root essential oil were the sesquiterpenes beta-caryophyllene (19.7%) and isoborneol (6.6%). The analysis by HS-SPME of the roots, leaves, fruits and seeds were also reported for the first time. Different volatile profiles were detected.     

Major volatile constituents of Annona squamosa L. bark

The volatile constituents of Annona squamosa L. bark were identified from the essential oil obtained by steam distillation and studied by GC/MS. Six major components were identified as 1H-Cycloprop(e)azulene (3.46%), germacrene D (11.44%), bisabolene (4.48%), caryophyllene oxide (29.38%), bisabolene epoxide (3.64%) and kaur-16-ene (19.13%). The oil was also screened for its antimicrobial activity, which exhibited a significant antimicrobial activity against Bacillus subtilis and Staphylococcus aureus.     

Essential oil composition of Cachrys cristata--a rare and endangered species in the flora of Serbia

Cachrys cristata DC. (Apiaceace) is a rare and critically endangered species in the flora of Serbia. Essential oil isolated by hydrodistillation from the aerial parts and fruits of this species was analyzed using combined GC and GC/MS. The oil from the aerial parts was rich in sesquiterpenes (45.7%) and oxygenated sesquiterpenes (32.9%), while the fruit oil consisted of a higher percentage of sesquiterpenes (48.3%) and oxygenated sesquiterpenes (36.7%). The dominant constituents in the oil from aerial parts were phytol (13.1%) and germacrene D (12.9%), while in the fruit oil suberosin (19.7%) and germacrene D (12.3%) were the most abundant.     

Chemical composition and antimicrobial activity of the essential oil of Algerian Phlomis bovei De Noé subsp. bovei

The chemical composition of essential oil obtained by steam distillation of dried aerial parts of Phlomis bovei De Noé subsp. bovei collected from Algeria, was analyzed by GC and GC/MS. Seventy five constituents (corresponding to 86.37% of the total weight) were identified. The main components were: germacrene D, beta-caryophyllene, beta-bournonene, thymol and hexahydrofarnesyl acetone. Furthermore, the antimicrobial activity of the oil was evaluated against six gram (+/-) bacteria and three pathogenic fungi, using the agar dilution technique. It was found that the oil exhibited strong antimicrobial activity against most of the tested microorganisms.     

Bioactivity of the essential oil of an argentine collection of Acanthospermum hispidum (Asteraceae)

The essential oil of an Argentine collection of the annual herb Acanthospermum hispidum DC. (Asteraceae), which contains the sesquiterpenoids beta-caryophyllene (35.2%), alpha-bisabolol (11.4%), and germacrene D (11.1%) as major constituents, displayed molluscicidal effects on an adult population of Biomphalaria peregrina Orbigny (LD50 37.8 microg/mL) and produced alteration of the feeding and oviposition behavior of the polyphagous insect Spodoptera frugiperda Smith when incorporated in the larval diet at 250 microg/g. In addition, a selective antibacterial activity was observed against pathogenic strains of Staphylococcus aureus and Enterococcus faecalis (MICs 62.5 and 125 microg/mL), but was inactive at 125 microg/mL against three beneficial lactic acid bacteria. Synergistic interactions were further validated by FIC index determination of the combination of the antibiotics oxacillin and gentamicin and the essential oil on the four pathogenic strains evaluated.     

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%).     

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.     

Use of Large Retention Index Database for Filtering of GC–MS False Positive Identifications of Compounds

The use of the large retention index database for identification and filtering of false positive hits in GC–MS analysis of the ylang-ylang essential oil is illustrated. Differences between experimental retention indices and database values of retention indices of candidate compounds provide additional constraints on the list of candidates for a target compound. Over 100 components of ylang-ylang essential oil (total grade) were identified. The main components, with concentrations more than 4?%, are β-caryophyllene, germacrene D, benzyl benzoate, linalool, geranyl acetate, α-(E,E)-farnesene and isobornyl acetate.     

Volatiles from Magnolia grandiflora flowers: comparative analysis by simultaneous distillation-extraction and solid phase microextraction

The composition of the volatile compounds isolated by simultaneous distillation-extraction (SDE) and headspace-solid phase microextraction (SPME) from flowers of Magnolia grandiflora growing in Cuba was investigated by GC/FID and GC/MS. Sixty-seven and thirty-four components were obtained by SDE and SPME, respectively. beta-Pinene (10.5%), geraniol (7.4%) and germacrene D (6.2%) were the main constituents of the volatile oil isolated by SDE, while (E)-beta-ocimene (24.6%), geraniol (18.9%), beta-elemene (11.2%) and germacrene D (9.9%) were the most abundant in the headspace of the flowers, respectively.     

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.     

Use of Large Retention Index Database for Filtering of GC–MS False Positive Identifications of Compounds

The use of the large retention index database for identification and filtering of false positive hits in GC–MS analysis of the ylang-ylang essential oil is illustrated. Differences between experimental retention indices and database values of retention indices of candidate compounds provide additional constraints on the list of candidates for a target compound. Over 100 components of ylang-ylang essential oil (total grade) were identified. The main components, with concentrations more than 4 %, are β-caryophyllene, germacrene D, benzyl benzoate, linalool, geranyl acetate, α-(E,E)-farnesene and isobornyl acetate.

     

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.     

Chemical composition of the essential oil of Croton gossypiifolius from Venezuela

The essential oil from leaves of Croton gossypiifolius Vahl. (Euphorbiaceae) was obtained by hydrodistillation, and analyzed by GC/FID and GC/MS. The constituents were identified by their mass spectra and Kovats' indices. Fifty-one compounds accounting for 92% of the oil were detected, and 47 of them were identified. The oil was dominated by oxygenated sesquiterpenes with the major presence of alpha-cedrene oxide (18.6%), spathulenol (16.3%), valencene (5.8%), geranyl-pentanoate (5.3%), alpha-cadinol (4.0%), germacrene D (3.5%) and longifolene (3.3%).     

Chemical markers in Origanum vulgare L. from Kumaon Himalayas: a chemosystematic study

The essential oils of four wild growing Origanum vulgare L. (family Lamiaceae) collected from different locations in Kumaon region (Uttarakhand, India) were analysed by capillary GC and GC/MS. The comparative results of O. vulgare L. collected from four different regions showed differences in the chemical constituents of the essential oils. The oil of O. vulgare L. collected from Dhoulchina and Champawat (chemotype I) shows p-cymene (6.7-9.8%), γ-terpinene (12.4-14.0%), thymol (29.7-35.1%) and carvacrol (12.4-20.9%) as major constituents while the oil from Kilbury and Rushi village (chemotype II) shows linalool (6.7-9.7%), bornyl acetate (12.6-16.8%), β-caryophyllene (10.5-13.8%) and germacrene D (6.3-11.3%) as the major constituents. These features highlight the chemosystematics of this genus.     

Essential oil from leaves of Lantana canescens and L. lopez-palacii grown in Colombia

The chemical composition of the volatile compounds from the leaves of Lantana canescens Kunth (Verbenaceae) and L. lopez-palacii Moldenke grown in Colombia were analyzed by GC and GC/MS. One hundred and thirty-nine volatile compounds were identified in L. canescens, of which the major ones were beta-caryophyllene (13.5%), germacrene D (10.3%) and 1-octen-3-ol (8.4%). In the oil obtained from L. lopez-palacii, eighty-three compounds were identified, of which the most prominent were 1-octen-3-ol (24.4%) and beta-caryophyllene (15.2%). The in vitro antibacterial activity of the L. lopez-palacii essential oil was studied against three bacterial strains using the disc diffusion method. No antimicrobial activity was found against Escherichia coli, Enterobacter sakazakii and Listeria monocytogenes.     

Composition of the essential oils and antibacterial activities of Hymenocrater yazdianus, Stachys obtusicrena and Nepeta asterotricha three Labiatae herbs growing wild in Iran

Water-distilled essential oils from leaves of Hymenocrater yazdianus Rech.f., flowers of Stachys obtusicrena Boiss., and stems and flowers of Nepeta asterotricha Rech.f., which are endemic to Iran, were analyzed by GC and GC/MS. Fifty-five components of the leaf oil of H. yazdianus were characterized, representing 95.1% of the total components detected. The major constituents were identified as 1,8-cineole (17.6%), beta-caryophyllene (13.9%), alpha-pinene (10.6%) and caryophyllene oxide (10.4%). Germacrene-D (37.5%) and alpha-bisabolol (23.5%) were the main components among the twenty constituents characterized in the flower oil of S. obtusicrena, representing 90.8% of the total components detected. Thirty-five compounds representing 93.0% of the stem oil of N. asterotrica were identified among which terpinen-4-ol (22.8%) and gamma-terpinene (14.1%) were the major ones. The flower oil of the species was characterized by higher amounts of terpinen-4-ol (24.8%), 4a alpha, 7a beta-nepetalactone (18.2%) and 1,8-cineole (11.6%) among the thirty-three components comprising 98.5% of the total oil detected. The antibacterial activity of the stem, leaf and flower oils of Hymenocrater yazdianus, Stachys obtusicrena and Nepeta asterotricha against seven Gram-positive and Gram-negative bacteria were determined using the MIC method. The growth inhibitory zone (mm) was also measured.