caryophyllene and 4-cymene

The investigation of the stem essential oil of

Topics: Asteraceae; Cote d'Ivoire; Cyclohexane Monoterpenes; Cymenes; Epoxy Compounds; Gas Chromatography-Mass Spectrometry; Magnetic Resonance Spectroscopy; Molecular Structure; Monocyclic Sesquiterpenes; Oils, Volatile; Plant Stems; Polycyclic Sesquiterpenes; Sesquiterpenes, Eudesmane; Stereoisomerism

A greenhouse experiment was conducted to study the effects of four irrigation intervals (4, 8, 12, and 16 days) and six harvests (2, 4, 6, 8, 10, and 12 months after transplanting) on biomass, essential oil content, and composition of Plectranthus amboinicus (Lour.) Spreng. Fresh weight and essential oil yield decreased with increasing irrigation interval; whereas, essential oil content was stimulated by water stress and increased as the irrigation interval increased. Fresh weight of Plectranthus amboinicus irrigated every 4 days peaked when harvested at 6 months, but essential oil content peaked when irrigated every 16 days and harvested at 2 months after transplantation. On the other hand, essential oil yield peaked when irrigated every 8 days and harvested at 6 months. Thymol, p-cymene, γ-terpinene, and β-caryophyllene were the major compounds, and they peaked at different irrigation intervals and harvest times. This study showed biomass, essential oil content, and yield as well as the major and minor constituents of Plectranthus amboinicus are influenced by irrigation interval and the timing of harvest.

Topics: Agricultural Irrigation; Biomass; Crop Production; Cyclohexane Monoterpenes; Cymenes; Monoterpenes; Oils, Volatile; Plectranthus; Polycyclic Sesquiterpenes; Sesquiterpenes; Stress, Physiological; Thymol; Time Factors; Water

Lippia sidoides Cham is a typical herb species of Northeast Brazil with widespread use in folk medicine. The major constituents of the essential oil of L. sidoides (EOLs) are thymol, p-cymene, myrcene, and caryophyllene. Several studies have shown that the EOLs and its constituents have pharmacological effects, including antibacterial, anti-inflammatory, antioxidant and neuroprotective activity. Therefore, this work aimed to investigate the effects of the EOLs and their main constituents on rat sciatic nerve excitability. The sciatic nerves of adult Wistar rats were dissected and mounted in a moist chamber. Nerves were stimulated by square wave pulses, with an amplitude of 40 V, duration of 100 μs to 0.2 Hz. Both EOLs and thymol inhibited compound action potential (CAP) in a concentration-dependent manner. Half maximal inhibitory concentration for CAP peak-to-peak amplitude blockade were 67.85 and 40 µg/mL for EOLs and thymol, respectively. CAP peak-to-peak amplitude was significantly reduced by concentrations ≥60 µg/mL for EOLs and ≥30 µg/mL for thymol. EOLs and thymol in the concentration of 60 µg/mL significantly increased chronaxie and rheobase. The conduction velocities of 1st and 2nd CAP components were also concentration-dependently reduced by EOLs and thymol in the range of 30-100 µg/mL. Differently from EOLs and thymol, p-cymene, myrcene and caryophyllene did not reduce CAP in the higher concentrations of 10 mM. These data demonstrated that EOLs and thymol inhibited neuronal excitability and were promising agents for the development of new drugs for therapeutic use.

Topics: Action Potentials; Acyclic Monoterpenes; Alkenes; Animals; Cymenes; Female; Lippia; Male; Monoterpenes; Nerve Block; Neural Conduction; Oils, Volatile; Polycyclic Sesquiterpenes; Rats, Wistar; Reproducibility of Results; Sciatic Nerve; Sesquiterpenes; Thymol; Time Factors

Essential oil composition of Plectranthus asirensis grown in Saudi Arabia was chemically analysed for the first time by various gas chromatography techniques (GC-MS, GC-FID, Co-GC, LRI determination and database and literature searches) using two different stationary phase columns (polar and nonpolar). This analysis led to the characterisation of a total of 124 components representing 98.5% of the total oil composition. The results revealed that P. asirensis oil was mainly dominated by monoterpenoids (90.7%) in which most representative constituents were thymol (66.0 ± 0.36%), γ-terpinene (14.0 ± 0.18%), p-cymene (5.2 ± 0.06%) and β-caryophyllene (3.0 ± 0.03%). It is worth mentioning here that this is the first report on the phytochemical constituents of P. asirensis.

Topics: Chromatography, Gas; Cyclohexane Monoterpenes; Cymenes; Gas Chromatography-Mass Spectrometry; Monoterpenes; Oils, Volatile; Plectranthus; Polycyclic Sesquiterpenes; Saudi Arabia; Sesquiterpenes; Thymol

This investigation focused on the qualitative and quantitative composition of essential oil compounds of European Origanum vulgare. Extracts of 502 individual O. vulgare plants from 17 countries and 51 populations were analyzed via GC. Extracts of 49 plants of 5 populations of Israeli Origanum syriacum and 30 plants from 3 populations of Turkish Origanum onites were included to exemplify essential oil characteristics of 'high-quality' oregano. The content of essential oil compounds of European O. vulgare ranged between 0.03% and 4.6%. The monoterpenes were primarily made up of sabinene, myrcene, p-cymene, 1,8-cineole, β-ocimene, γ-terpinene, sabinene hydrate, linalool, α-terpineol, carvacrol methyl ether, linalyl acetate, thymol and carvacrol. Among the sesquiterpenes β-caryophyllene, germacrene D, germacrene D-4-ol, spathulenol, caryophyllene oxide and oplopanone were often present in higher amounts. According to the proportions of cymyl-compounds, sabinyl-compounds and the acyclic linalool/linalyl acetate three different main monoterpene chemotypes were defined. The cymyl- and the acyclic pathway were usually active in plants from the Mediterranean climate whereas an active sabinyl-pathway was a characteristic of plants from the Continental climate.

Topics: Acyclic Monoterpenes; Alkenes; Bicyclic Monoterpenes; Cyclohexane Monoterpenes; Cyclohexanols; Cyclohexenes; Cymenes; Eucalyptol; Europe; Monoterpenes; Oils, Volatile; Origanum; Polycyclic Sesquiterpenes; Sesquiterpenes; Sesquiterpenes, Germacrane; Thymol

As a peculiar folk medicinal plant, Acanthopanax brachypus was widely used to treat various diseases in China. At present, however, there is not a good quality standard for its quality evaluation. In this study, on the basis of the validation tests of precision, stability and repeatability, the chromatographic fingerprint of A. brachypus was established by using gas chromatography (GC)-flame ionization detector (FID) and GC-MS techniques, as well as computer aided similarity evaluation system. Thirty-two different batches of samples collected from the different producing regions and the different parts of A. brachypus were studied. The results showed that the dominant constituents of all oils were monoterpenes and sesquiterpenes, as well as oxygenated monoterpenes and sesquiterpenes. The fingerprinting profiles were found to be consistent for the fresh stem bark acquired from various production areas, 48 common peaks were determined, but the relative abundance of peaks was varied. β-Pinene, linalool, p-cymene, spathulenol, camphene, endo-borneol, verbenone, β-caryophyllene, γ-terpinene, germacrene-D, camphor, β-thujone and β-cadinene were the main constituents of the fresh stem bark oil. Except for the leaf, the chemical components among different medicinal parts of fresh plant were inconsistent with the stem bark. Besides, the varieties and relative levels of chemical components in the fresh stem bark were more abundant than in the dry counterpart. The GC-MS fingerprint can be successfully applied to distinguish the substitute or adulterant, and further assess the differences of A. brachypus grown in various areas of China.

Topics: Acyclic Monoterpenes; Bicyclic Monoterpenes; Bridged Bicyclo Compounds; Cyclohexane Monoterpenes; Cymenes; Eleutherococcus; Gas Chromatography-Mass Spectrometry; Monoterpenes; Polycyclic Sesquiterpenes; Sesquiterpenes; Sesquiterpenes, Germacrane; Terpenes

Solid-phase microextraction technique coupled with gas chromatography-flame ionisation detector and gas chromatography-mass spectrometry was used to investigate the inter- and intra-population chemical polymorphism in volatile constituents of three populations of Thymus pannonicus growing in Slovakia. To have an idea on what really the plant emits under different environmental and physiological conditions, a total of 86 individuals were separately analysed using low extraction temperatures (30°C). Data were analysed using a chemometric approach such as the principal component analysis which revealed a significant intra-population variability with the existence of up to four chemotypes: the most abundant is the p-cymene/γ-terpinene chemotype, followed by the geraniol and linalool chemotypes, and, only in one population, by the γ-muurolene/(E)-caryophyllene chemotype. This differentiation of individual plants inside the populations allows better adaptation to ecological conditions of localities and is probably connected with intrinsic genetic diversity of the species.

Topics: Acyclic Monoterpenes; Cyclohexane Monoterpenes; Cymenes; Gas Chromatography-Mass Spectrometry; Monoterpenes; Oils, Volatile; Polycyclic Sesquiterpenes; Principal Component Analysis; Sesquiterpenes; Slovakia; Solid Phase Microextraction; Terpenes; Thymus Plant

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.

Topics: Acyclic Monoterpenes; Biomarkers; Camphanes; Chromatography, Gas; Cyclohexane Monoterpenes; Cymenes; Gas Chromatography-Mass Spectrometry; Geography; India; Monoterpenes; Oils, Volatile; Origanum; Polycyclic Sesquiterpenes; Sesquiterpenes; Sesquiterpenes, Germacrane; Species Specificity; Thymol

The bruchid, Callosobruchus maculatus (F.) causes major losses during the storage of cowpea seeds [Vigna unguiculata (L.)Walp.] in Sri Lanka. Essential oil isolated from Plectranthus zeylanicus plant was tested for potential insecticidal activity against C. maculatus. The gas chromatography studies of the essential oil of P. zeylanicus showed that ρ-cymene (3.5%), β-caryophyllene (0.2%), geranyl acetate (9.3%) and geraniol (7.2%) were the major constituents. The adults of C. maculatus were susceptible to both fumigant and contact toxicity of P. zeylanicus plant oil. LC(50) values of 0.927 and 0.010 g L(-1) were obtained for fumigant toxicity and contact toxicity assays, respectively. Oviposition and F(1) adult emergence were significantly inhibited by P. zeylanicus plant oil at a concentration higher than 0.001 g L(-1) in both fumigant and contact toxicities. The analysis of olfactometer and choice camber bioassays revealed the repellent effects of the oil of P. zeylanicus plant.

Topics: Acetates; Acyclic Monoterpenes; Animals; Chromatography, Gas; Coleoptera; Cymenes; Dose-Response Relationship, Drug; Drug Evaluation, Preclinical; Edible Grain; Female; Insect Repellents; Insecticides; Monoterpenes; Mortality; Oils, Volatile; Oviposition; Plectranthus; Polycyclic Sesquiterpenes; Sesquiterpenes; Sri Lanka; Terpenes

In the present study, we reported a comparative analysis of the chemical composition and pharmacological properties of the essential oils obtained from 2 Mexican oreganos, Poliomintha longiflora and Lippia graveolens. The gas chromatography-mass spectrometry (GC-MS) profiles of the oils showed high amounts of oxygenated monoterpenes, mainly carvacrol (%[mg/100 g dry matter]) (18.36 [459.0] in P. longiflora and 13.48 [164.7] in L. graveolens). In addition, these oils contained marked quantities of p-cymene (14.09 [352.2] and 7.46 [37.3], respectively), β-caryophyllene oxide, β-caryophyllene, and carvacrol acetate. Headspace analyses of the leaves of both species using different coated fibers revealed that γ-terpinene, eucalyptol, and p-cymene were the principal light volatile components. Chromatographic fingerprints and a suitable analytical method for quantifying the main components of both essences were established using high-performance liquid chromatography (HPLC) as analytical tool. The essential oils of both species were not toxic in the acute toxicity studies in mice performed according to the Lorke procedure (DL(50) > 5000 mg/kg). The oils and the major constituents, carvacrol and p-cymene, displayed a moderate in vitro antibacterial activity, with minimum inhibitory concentration values ranging from 128 to 512 μg/mL. In addition, these samples demonstrated a marginal antispasmodic activity in vivo and provoked a concentration-dependent inhibition of the carbachol- and histamine-induced contractions using the isolated guinea-pig ileum preparation. In particular, p-cymene exerts good selective inhibitory activity on the carbachol-induced contractions (IC(50) = 9.85 μg/mL).. The analytical methods using GC-MS and HPLC techniques will be useful for establishing quality control as well as preclinical pharmacological and toxicological parameters of the crude drug P. longiflora, which is widely used as substitute of L. graveolens for medicinal and flavorings purposes. This overall information will be also useful for elaborating scientific and pharmacopoeic monographs of this very Mexican medicinal plant.

Topics: Animals; Anti-Bacterial Agents; Chromatography, High Pressure Liquid; Cyclohexane Monoterpenes; Cyclohexanols; Cymenes; Eucalyptol; Gas Chromatography-Mass Spectrometry; Gastrointestinal Motility; Guinea Pigs; Lamiaceae; Lippia; Male; Mice; Mice, Inbred ICR; Microbial Sensitivity Tests; Monoterpenes; Oils, Volatile; Origanum; Parasympatholytics; Plant Extracts; Plant Oils; Polycyclic Sesquiterpenes; Sesquiterpenes

To analysis compositions of the volatile oil in Origanum vulgare.. GC-MS condition: using programmed temperature gas chromatography cinitial temperature was 60 degrees C, and then raising the temperature (5 degrees C/min) to 240 degrees C, mass-to-electric charge ratio was 10 to 425.. GC-MS identified 29 kinds of contents.. Thymol and carvacrol are main compositions of the volatile oil in Origanum vulgare.

Topics: Cymenes; Gas Chromatography-Mass Spectrometry; Monoterpenes; Oils, Volatile; Origanum; Plant Components, Aerial; Plants, Medicinal; Polycyclic Sesquiterpenes; Sesquiterpenes; Thymol

In the present study, essential oil from the leaves of Syrian oreganum [Origanum syriacum L. (Lauraceae)] grown in Turkish state forests of the Dortyol district, Turkey, was obtained by steam distillation. The chemical composition of oil was analysed by GC and GC-MS, and was found to contain 49.02% monoterpenes, 36.60% oxygenated monoterpenes and 12.59% sesquiterpenes. The major components are as follows: gamma-terpinene, carvacrol, p-cymene and beta-caryophyllene. Subsequently, the reducing power, antioxidant and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging activities of the essential oil were studied. The reducing power was compared with ascorbic acid, and the other activities were compared with 2,6-di-tert-butyl-4-methyl phenol (BHT, butylated hydroxytoluene). The results showed that the activities were concentration dependent. The antioxidant activities of the oil were slightly lower than those of ascorbic acid or BHT, so the oil can be considered an effective natural antioxidant. Antimicrobial activities of the essential oil from the leaves of Origanum syriacum was also determined on 16 microorganisms tested using the agar-disc diffusion method, and showed antimicrobial activity against 13 of these.

Topics: Ampicillin; Anti-Infective Agents; Antioxidants; Ascorbic Acid; Biphenyl Compounds; Cyclohexane Monoterpenes; Cymenes; Dose-Response Relationship, Drug; Drug Evaluation, Preclinical; Escherichia coli; Free Radical Scavengers; Klebsiella pneumoniae; Micrococcus luteus; Monoterpenes; Nystatin; Oils, Volatile; Origanum; Picrates; Plant Leaves; Plant Oils; Plants, Medicinal; Polycyclic Sesquiterpenes; Sesquiterpenes; Staphylococcus aureus; Streptomycin; Turkey

Headspace solid-phase microextraction coupled to gas chromatography/ion trap mass spectrometry-65 microm polydimethylsiloxane/divinylbenzene (PDMS/DVB) was used to identify and monitor the emission patterns of biogenic volatile organic compounds from leaves of Eucalyptus dunnii, Eucalyptus saligna, and Eucalyptus citriodora in situ. Short extractions (1 min) were performed every 30 min for periods of 8-10 h during 24 days taking advantage of the high capacity of this porous polymer coating. Forty-two compounds were detected and 20 identified in the headspace of E. saligna leaves, and 19 of 27 compounds were identified in the headspace of E. dunnii leaves. The emission pattern of (E)-beta-ocimene and rose oxide suggests that they may play a bioactive role in Eucalyptus.

Topics: Acyclic Monoterpenes; Alkenes; Bicyclic Monoterpenes; Cymenes; Eucalyptus; Gas Chromatography-Mass Spectrometry; Monoterpenes; Plant Leaves; Polycyclic Sesquiterpenes; Sesquiterpenes; Terpenes; Volatilization