Studies on the Chemical Constituents of the Hydrocarbon Fraction of the Essential Oils from Caryopteris tangutica and C. Glutinosa

The chemical constituents of the hydrocarbon fraction of essential oils of Caryopteris tangutica Maxim. and C. glutinosa Rehd were examined by means of GC-MS-COM and GC retention time data on a 45 m capillary column coated with OV- 101. 21 components have been saparated and identified, i.e. α-thujene, α-pinene, cam- phene, sabinene, β-pinene, β-myrcene, α-terpinene, p-cymene, limonene, β-ocimene-y, β- phellandrene, α-terpinolene, α-cubebene, α-copaene, α-cedrene, β-caryophyllene, γ-cadinene, 1-aromadendrene, α-humulene, β-bisabolene and δ-cadinene. The quantitative determination of these components was carried out by GLC also.     

Survival in different habitats: Extreme ultramafic and calcareous soils affect Stachys recta essential oils composition

Two populations of Stachys recta growing in Italy on ultramafic and calcareous soils have been studied for their essential oils. Although the yields were comparable, the composition of the essential oils differed significantly. Plants growing on ultramafic soil produced mainly non-terpene derivatives (55.7%), of which the most abundant ones were 1-octen-3-ol (38.2%) and (E)-3-hexen-1-ol (5.9%); the terpenes α-cadinol (6.1%) and δ-cadinene (5.6%) were also significantly represented. In contrast, the populations living on calcareous soil produced an essential oil dominated by terpenes (93.8%), with germacrene D (18.8%), β-caryophyllene (17.7%), 1,8-cineole (15.9%) and α-pinene (14.2%) among the main components.     

Chemical composition,intraspecies variation and seasonal variation in essential oils of Calendula arvensis L.

The essential oil composition of Calendula arvensis was established for the first time using GC and GC/MS. Eighty-five essential oil components were identified, which accounted for 90.3 g/100 g of essential oil. The oil contained a high concentration of sesquiterpenes, of which δ-cadinene and α-cadinol were the main components. The chemical composition of 25 Corsican C. arvensis oils was analyzed to determine intraspecies variation in essential oil composition. A matrix linking essential oil composition to sample location was composed to identify relationships between concentrations of volatile samples and the geographical origins of samples. Two main groups of compounds were identified according to the amount of sesquiterpenic compounds (hydrocarbons and alcohols) and soil characteristics. Seasonal variation (winter vs. spring) in the concentrations of two major compounds during the flowering period was observed.     

Studies on the Flavor of Green Tea

By continuing flavor analysis of green tea from a previous paper, further twenty seven compounds were newly identified. These compounds are limonene, α-cubebene, α-copaene, caryophyllene, α-humulene, α- and γ-muurolene, β-sesquiphellandrene, δ-cadinene, calamenene, cubenol, α-cadinol, α-terpineol, n-heptanol, n-nonanol, furfurylalcohol, n-nonanal, N-ethylformylpyrrole, pyrrylmethylketone, 6-methyl-trans-3,5-heptadien-2-one, 2′,2″-dihydro-α-ionone, 6,10,14-trimethyl-2-pentadecanone, cis-3-hexenylcaproate, cis-3-hexenylbenzoate, α-terpinylacetate, coumarin and diphenylamine.

Relative quantities of known compounds in intermediate- and high-boiling fraction were determined.     

Comparative analysis of volatiles from needles of five-needle pines of northern and eastern Eurasia

The chemical composition of essential oil samples from needles of six species of five-needle pines (Pinus pumila, Pinus sibirica, Pinus parviflora, Pinus armandii, Pinus koraiensis, and Pinus cembra) and one natural interspecific hybrid Pinus sibirica × Pinus pumila has been studied by the chromato-mass spectrometry method. Essential oils have been prepared by simultaneous steam distillation-extraction. The analysis of the samples?? composition showed that the main constituents of the essential oils were the following mono- and sesquiterpenic compounds: ??-pinene (5?C63%), camphene (0.7?C3.6%), ??-pinene (0.7?C7%), ??-myrcene (0.5?C3.4%), 3-carene (0?C16%), limonene (0.6?C7.9%), ??-phellandrene (0.7?C5.3%), terpinolene (0.4?C6.7%), bornyl acetate (0.2?C12%), ??-terpenyl acetate (0?C4.6%), caryophyllene (0.4?C24%), humulene (0.1?C4%), germacrene D (0.1?C24%), bicyclogermacrene (0.1?C3.6%), ??-cadinene (0.9?C2.3%), ??-cadinene (2.2?C6.1%), germacrene D-4-ol (0?C6.8%), T-cadinol (0.7?C2.9%), and ??-cadinol (0.7?C6.0%).     

Studies on Chemical Constituents of the Essential Oil of Artemisia subdigitata Mattf by Glass Capillary Gas Chromatography

subdigitata Mattf. by glass capillary gas chromatography. Their oils were determined by retention time, standard addition method and GC-MS. 15 components have been identified i.e. α-thujene, α-pinene, camphene, sabinene, β-pinene, myrcene, δ-3-carene, β-ocimene-x, β-isopropyl phenol, limonene, γ-terpinene, terpinen-4-ol, estragolc, geraniol, methyl eugenol. Their contents have been determined.     

Influence of environmental factors on content and composition of essential oil from common juniper ripe berry cones (Juniperus communis L.)

Abstract

The present study evaluated the influence of some environmental factors on the quantity and composition of essential oil (EO) in ripe berry cones of Juniperus communis L. The berry cones were collected from juniper shrubs growing wild at five localities of north-east Slovakia during the years 2012–2014. The EO yield ranged from 0.4 to 1.9%, depending on the locality and year. In the EO, eight monoterpenes (α-pinene, β-pinene, β-myrcene, sabinene, limonene, terpinene-4-ol, borneol, bornylacetate) and one sesquiterpene (β-caryophyllene) were identified. The dominant component was the monoterpene α-pinene, ranging from 31.0 to 49.0%. The amount and composition of the EO was affected by soil composition (content of humus and pH) and topographic environmental factors, including air temperature and precipitation. According to the composition of the EO, the studied juniper shrubs belong to the α-pinene chemotype.     

Essential oil of Psiadia salviifolia

Utilizing GLC, IR, combined GC-MS, the following constituents were identified in the essential oil of Psiadia salviifolia; β-pinene, limonene, γ-terpinene, p-cymene, α-copaene, linalool, β-bourbonene, α-himachalene, γ-cadinene, δ-cadinene, -γ-elemene, and a hydroxy derivative of calamenene. A new monoterpene hydrocarbon was also isolated which from MS and IR evidence was named as 7-methyl-3-methylene-octa-1,4-diene.     

Chemical composition and bioactivity of Boswellia serrata Roxb. essential oil in relation to geographical variation

Oleo–gum–resin of Boswellia serrata Roxb. (Burseraceae) was collected from Shivpuri forest situated in northwestern district of Madhya Pradesh, India. The commercial samples were purchased from Mandsaur and Neemuch districts (the major herbal markets of Madhya Pradesh) for comparative study of their essential oils. The average essential oil contents in the commercial Neemuch samples (11.1%) were much better as compared to the wild collection from Shivpuri (6.1%) as well as commercial collection from Mandsaur (6.9%). The commercial samples contained higher percentage of monoterpene hydrocarbons (81.9–88.1%) including α-thujene (61.4–69.8%) as the major compound. The wild habitat contained higher percentage of oxygenated monoterpenoids/benzenoids (15.7%) and sesquiterpenes (19.2%) including α-terpineol (7.8%), terpinyl isobutyrate (5.1%), and eudesmol (11.5%). Further, the antimicrobial activities of these collections showed remarkable variation among the essential oils. On the other hand, wild habitat contained improved percentage of semi-polar compounds (34.9%) which might be responsible for enhanced antibacterial activity. Similarly, the winter collection from Neemuch (BS-N2) showed significant antioxidant activity, whereas the wild habitat did not show any antioxidant activity. The higher percentage of monoterpene hydrocarbons in commercial samples, especially δ-3-carene, α-pinene, and α-thujene, might be responsible for enhanced antifungal and antioxidant activities. The Pearson correlation values justify the bioactivity relationship of the major compounds with different microbial strains. It also justified the interaction among the major individual compounds.     

乌榄叶挥发油化学成分分析

采用气相色谱-质谱联用(GC-MS)方法首次对乌榄叶挥发油成分进行了测试分析,并应用色谱峰面积归一化法计算各成分的相对含量。分离出19个峰,确认了19种化合物,所鉴定的组分占挥发油总量的100%,主要成分是石竹烯(33.47)、α-蒎烯(18.03%)、d-柠檬烯(16.82%)、α-侧柏烯(11.74%)和α-水芹烯(6.51%)。     

Identification des constituants de l'essence des aiguilles de Pinus pinaster

The chromatographic analysis of the volatile leaf oil of Pinus pinaster Ait. showed 42% of monoterpene hydrocarbons (α-pinene, camphene, β-pinene, myrcene, 3-carene, limonene, cis-ocimene, terpinolene, para-cymene, 35% of sesquiterpene hydrocarbons (cubebene, copaene, caryophyllene, humulene, germacrene D, α- and γ-muurolenes, δ- and γ-cadinenes) and 23% of oxygenated compounds including esters (linalyl, bornyl, geranyl, neryl and farnesyl acetates), alcohols (cis-hexenol, linalool, α-fenchol, trans-pinocarveol, terpinen-4-ol, α-terpineol, dihydrocarveol, guaiol, junenol and α-cadinol), one aldehyde (hexenal) and one ketone (piperitone). Three non terpenoid phenylethyl esters were also identified: phenylethyl isovalerate, methyl-2 burtyate and 3-3 dimethylacrylate. Some alcohols and mainly α-terpineol and linalool seemed to be formed during the steam distillation process, they were absent when the leaf oil was obtained by maceration of small portions of leaves in the usual solvents of terpenes.     

Sesquiterpene hydrocarbons from Lentinus lepideus

Several sesquiterpene hydrocarbons, mainly of the cadinane skeleton, have been identified in cultures of the brown rot fungus Lentinus lepideus. The main compounds are δ-cadinene, α- and γ-muurolene.     

Casearia Essential Oil: An Updated Review on the Chemistry and Pharmacological Activities

Casearia species are found in the America, Africa, Asia, and Australia and present pharmacological activities, besides their traditional uses. Here, we reviewed the chemical composition, content, pharmacological activities, and toxicity of the essential oils (EOs) from Casearia species. The EO physical parameters and leaf botanical characteristics were also described. The bioactivities of the EOs from the leaves and their components include cytotoxicity, anti-inflammatory, antiulcer, antimicrobial, antidiabetic, antioxidant, antifungal, and antiviral activities. The main components associated with these activities are the α-zingiberene, (E)-caryophyllene, germacrene D, bicyclogermacrene, spathulenol, α-humulene, β-acoradiene, and δ-cadinene. Data on the toxicity of these EOs are scarce in the literature. Casearia sylvestris Sw. is the most studied species, presenting more significant pharmacological potential. The chemical variability of EOs components was also investigated for this species. Caseria EOs have relevant pharmacological potential and must be further investigated and exploited.     

Essential oil yield,composition, bioactivity and leaf morphology of Juniperus oxycedrus L. from Bulgaria and Serbia

Juniperus oxycedrus L. (Cupressaceae Bartlett) is widely distributed in countries with a Mediterranean climate. All plant parts contain highly aromatic essential oil (EO) and recently there have been efforts to introduce it as a cultivated crop. The species is known for its large morphological and chemical variation and its debatable taxonomic status. This study aimed to (1) compare content, composition, and antimicrobial activity of J. oxycedrus EO samples from plants growing in Bulgaria and Serbia, and (2) quantify morphological variations of leaves. Тhe EO content (yield) in dried juniper leaves varied from 0.06% (Кopaonik, Serbia) to 0.24% (Markovo, Bulgaria). We identified 51 EO constituents, belonging to monoterpenes, sesquiterpenes, and diterpenes. The class monoterpenes (monoterpene hydrocarbons and oxygenated monoterpenes) were the predominant compounds, representing 38.6–65.4% of the total EO, consisting primarily of α-pinene, limonene, sabinene, β-pinene, and β-myrcene. In addition, α-pinene was the major oil constituent in plants from all locations. Sesquiterpenes (sesquiterpene hydrocarbons and oxygenated sesquiterpenes) were the second largest class of constituents, which represented 19.3% tо 33.6% of the total EO. γ-Elemene was found only in the EO of J. oxycedrus from Bulgaria, while a high concentration of α-curcumene was found only in samples from Serbia (7.5–7.8%). Significant differences in antimicrobial activity of the EO were found in bacterial strains Bacillus cereus and Streptococcus pneumoniae. There was no significant difference among the mean leaf width of the six combinations location x sex, and the overall leaf mean width was 1.24 mm. However, there was a significant difference between the mean leaf lengths. In this study, none of the studied populations had a higher concentration of limonene than of α-pinene, indicating that the flora of the two countries include J. oxycedrus and not the previously reported J. deltoides. The results revealed significant variation in EO profile that may contribute to the development of new cultivars of J. oxycedrus.     

Essential oils from buds and leaves of two hazelnut (Corylus L.) cultivars with different resistance to filbert big bud mite (Phytoptus avellanae Nal.) and filbert aphid (Myzocallis coryli Goetze)

The aim of this study was to identify the allelopatic effect of the components of a mixture of essential oils (EO) contained in the buds and leaves of hazel (Corylus L.) on herbivores. We examined the effect of these compounds on the choice of plants of two different hazel cultivars by Phytoptus avellanae Nal. (filbert big bud mite) and Myzocallis coryli Goetze (filbert aphid), which are the most important pests of hazel in Poland and throughout the world. Our results show that plants of cv. ‘Mogulnus’ were more resistant than those of cv. ‘Barra’ to the feeding of mites and aphids in all study years. Using gas chromatography (GC) and GC/mass spectrometry methodology, we determined the qualitative and quantitative composition of EO in the buds and leaves of plants of these two hazel cultivars. The EO obtained from the analysed materials was a mixture of mono- and sesquiterpenes. The emission of volatile organic compounds from plants is known to repel or attract pests. The mixture of EO present in the hazel buds of cv. ‘Mogulus’, which is resistant to filbert big bud mite, was characterized by a high content of nerol, α-campholenol, methyl salicylate, spatulenol, β-caryophylene and δ-cadinene. In contrast, the leaves of this cultivar, colonized by filbert aphid but to a relatively small extent, contained greater quantities of nerol, α-campholenol, p-cymene, α-terpineol and germacrene D, than the leaves of cv. ‘Barra’, which is more accepted by aphids. However, the leaves of cv. ‘Barra’ were characterized by a considerably high content of menthol, limonene, isomenthone, methyl salicylate and L-menthone.     

联用SPME与GC-MS技术分析新鲜、萎蔫、干枯枫杨挥发性成分

运用SPME与GC/MS联用技术从新鲜枫杨叶挥发性物质中共检测出化合物52种,主要成分是橙花叔醇(15.54%)、吉马烯A(14.22%)、反式子丁香烯(10.19%)、7,8,9,10-四氢化-S-三氮唑(3,4-A)-呔嗪(8.59%)、十六酸(6.22%);萎蔫枫杨叶挥发性物质中共检测出化合物32种,主要成分是α-红没药烯(17.69%)、橙花叔醇(16.64%)、反式子丁香烯(14.26%)、α-桉叶烯(9.14%);干枯枫杨叶挥发性物质中共检测出化合物31种,主要成分是反式子丁香烯(23.30%)、α-红没药烯(17.75%)、α-桉叶烯(12.69%)、橙花叔醇(8.35%)、杜松烯(7.O%).随着枫杨萎蔫程度的变化,三者含有的化合物组分以及其相对含量都发生变化.本研究是首次报道枫杨的挥发性化学成分分析.     

Chemodiversity and α-Glucosidase Activity of Eucalyptus Species from Northwestern Himalaya,India

The aim of current work was to determine essential oils (EOs) composition from three Eucalyptus species, including E. citriodora, E. camaldulensis and E. globulus and assess their α-glucosidase inhibitory activity. The EOs were collected using the hydrodistillation technique and characterized by GC/MS, GC-FID and NMR. The isolated EOs from leaves parts of Eucalyptus species varied from 0.56 to 1.0 % on fresh weight basis. The content of the EOs was distinct according to the species. The most abundant metabolites were identified as citronellal (0–83.0 %), 1,8-cineole (0.2–44.8 %), spathulenol (0.4–16.1 %) α-pinene (0.4–15.9 %), p-cymene (3.7–11.9 %), citronellol (0–8.6 %), β-eudesmol (5.3–8.6 %) and β-pinene (0–7.1 %). The EOs obtained from targeted samples exhibited strong α-glucosidase inhibitory activity. These results are encouraging and underline that the EOs of Eucalyptus species may be a promising alternative source of natural antidiabetic.     

The leaf oil terpene composition of Juniperus occidentalis

The chemical composition of the volatile oil of 10 trees each of two Oregon populations of the western juniper was determined by a computerized GC-MS method. The identity of the major components, sabinene, α-pinene, α- and γ-terpinene, p-cymene, limonene, terpinen-4-ol and bornyl acetate was confirmed. In addition, tricyclene, α-thujene, camphene, β-pinene, α- and β-phellandrene, car-3-ene, trans-ocimene, linalool oxide, terpinolene, trans-sabinene hydrate, camphor, camphene hydrate, borneol, α-terpineol, p-cymenol, methyl citronellate, citronellyl acetate, carvacrol, cuminic aldehyde, β-bourbonene, several cadinene and cadinol isomers, elemol, γ-, β- and α-eudesmol, and manoyl oxide were identified. Santene, citronellol, and aromatic ethers of the safrole-eugenol type were not found. Tree-to-tree variability of the relative percentages of these terpenes was fairly large and chemosystematic implications are discussed briefly.     

Chemical composition and antigenotoxic properties of Lippia alba essential oils

The present work evaluated the chemical composition and the DNA protective effect of the essential oils (EOs) from Lippia alba against bleomycin-induced genotoxicity. EO constituents were determined by Gas Chromatography/Mass Spectrometric (GC-MS) analysis. The major compounds encountered being citral (33% geranial and 25% neral), geraniol (7%) and trans-β-caryophyllene (7%) for L. alba specimen COL512077, and carvone (38%), limonene (33%) and bicyclosesquiphellandrene (8%) for the other, COL512078. The genotoxicity and antigenotoxicity of EO and the compounds citral, carvone and limonene, were assayed using the SOS Chromotest in Escherichia coli. The EOs were not genotoxic in the SOS chromotest, but one of the major compound (limonene) showed genotoxicity at doses between 97 and 1549 mM. Both EOs protected bacterial cells against bleomycin-induced genotoxicity. Antigenotoxicity in the two L. alba chemotypes was related to the major compounds, citral and carvone, respectively. The results were discussed in relation to the chemopreventive potential of L. alba EOs and its major compounds.