Chemical composition of essential oils from a multiple shoot culture of Telekia speciosa and different plant organs

The composition of essential oil from Telekia speciosa leaves, flowers, roots, stems and in vitro regenerated shoots was studied by GC-MS-FID leading to the determination of 112 compounds. The qualitative composition of the essential oil from the examined plant material was similar, whereas quantities of individual components of the oils varied widely depending on the kind of plant material. The most striking differences were observed between the oils produced by aerial and underground parts of the intact plant, as well as between oils produced by in vitro grown shoots and leaves of the intact plant. The main volatiles of leaf essential oil were: (E,E)-famesol (21.2%) and (E)-nerolidol (17.9%), while isoalantolactone was the predominant component of the root (62.3%) and flower oils (23.0%). Numerous thymol derivatives were also found, among them 10-isobutyryloxy-8,9-epoxythymol isobutyrate, which was one of the main components found in the flower oil (20.5%) and that from the in vitro cultures (20.2%).     

Phytochemical analysis of Saponaria officinalis L. shoots and flowers essential oils

Phytochemical analysis by GC and GC/MS of the essential oil samples obtained from fresh shoots and flowers of Saponaria officinalis L. allowed the identification of 96 components in total, comprising 94.7% and 86.0% of the total oils compositions, respectively. Regarding the shoots essential oil, the major of 87 identified volatile compounds were phytol (14.1%), tricosane-6,8-dione (13.4%), patchouli alcohol (7.9%) and tricosane (7.2%), whereas patchouli alcohol (20.0%), heneicosane (11.5%) and tricosane (8.4%) were dominant among the 66 volatiles in the flower oil. Nonterpenoid compounds had the highest contribution in S. officinalis shoots essential oil (53.7%), while in the flower oil, constituents were almost evenly distributed between the oxygenated sesquiterpenoid (41.2%) and nonterpenoid compounds (39.5%).     

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.     

Chemical composition and variability of the volatile components from inflorescences of Cirsium species

The present study aimed to investigate the chemical composition of the essential oils of inflorescences Cirsium spp. (Asteraceae) by GC/MS method. Essential oils were extracted from the inflorescences of Cirsium pannonicum (Link), Cirsium ligulare Boiss., Cirsium heterophyllum (L.) Hill., Cirsium acaule (L.) Scop., Cirsium oleraceum (L.) Scop., Cirsium dissectum (L.) Hill., Cirsium decussatum (Janka) and Cirsium eriophorum (L.) Scop., using the steam distillation method. A gas chromatography–mass spectrometry method was employed for the analysis of essential oils. Our study shows the differences in chemical composition of volatile oils in the inflorescences of Cirsium spp. The main components of the essential oil were ketones and aldehydes with a long carbon side-chain. Volatile oils also contained small amounts of terpenes: thymol, β-linalool, eugenol, carvacrol and fatty acids with odd number of carbon atoms–waxes. The compounds in the essential oils obtained from inflorescences Cirsium L. species have been identified for the first time.     

Chemical composition of the essential oil from Thapsia garganica L. (Apiaceae) grown wild in Sicily and its antimicrobial activity

In this study, the chemical composition of the essential oil from flowers and leaves of Thapsia garganica L. collected in Sicily was evaluated by GC and GC–MS. The main components of T. garganica flower oil (T.f.) were chamazulene (58.3%), humulene oxide II (9.0%), tricosane (8.2%) and pentacosane (8.2%). Also the oil from leaves (T.l.) was characterised by high content of chamazulene (49.2%). Other abundant metabolites were 1,4-dimethylazulene (18.5%), (E)-phytol (6.3%) and neophytadiene (5.1%). The comparison with other studied oils of genus Thapsia is discussed. Antimicrobial activity against several micro-organisms, including some ones infesting historical art craft, was also determined.     

Composition and antioxidant activity of Thymus vulgaris volatiles: Comparison between supercritical fluid extraction and hydrodistillation

Supercritical fluid extraction (SFE) of the volatile oil from Thymus vulgaris L. aerial flowering parts was performed under different conditions of pressure, temperature, mean particle size and CO₂ flow rate and the correspondent yield and composition were compared with those of the essential oil isolated by hydrodistillation (HD). Both the oils were analyzed by GC and GC‐MS and 52 components were identified. The main volatile components obtained were p‐cymene (10.0–42.6% for SFE and 28.9–34.8% for HD), γ‐terpinene (0.8–6.9% for SFE and 5.1–7.0% for HD), linalool (2.3–5.3% for SFE and 2.8–3.1% for HD), thymol (19.5–40.8% for SFE and 35.4–41.6% for HD), and carvacrol (1.4–3.1% for SFE and 2.6–3.1% for HD). The main difference was found to be the relative percentage of thymoquinone (not found in the essential oil) and carvacryl methyl ether (1.0–1.2% for HD versus t?0.4 for SFE) which can explain the higher antioxidant activity, assessed by Rancimat test, of the SFE volatiles when compared with HD. Thymoquinone is considered a strong antioxidant compound.     

Analysis of the essential oil of Teucrium polium ssp. capitatum from the Balkan Peninsula

The chemical composition of the essential oil of the aerial parts of Teucrium polium ssp. capitatum collected during the flowering period from rocky places and dry pastures, (Serbia, Nis, Kamenica), and dunes along the sea-side, (Bulgaria, Burgas, Primorsko) has been studied by GC and GC/MS. The identified compounds, 45 for the oil from Serbia and 44 for that from Bulgaria, amounted to 97.3% and 96.4% of the oils, respectively. The dominant constituents of the Serbian oil were sesquiterpenes {59.6%, the most abundant components being germacrene D (31.8%), trans-caryophyllene (8.8%) and bicyclogermacrene (6.2%)}, while monoterpenes accounted for 37.5% {the most abundant components being linalool (14.0%) and beta-pinene (10.7%)}. The essential oil from Bulgaria was characterized by a high percentage of monoterpenes, amounting to 62.9% {the most abundant components being beta-pinene (26.8%), alpha-pinene (9.3%) and limonene (6.4%)}, while sesquiterpenes accounted for 33.5% (the most abundant component was germacrene D 17.7%)}.     

Chemical composition of the essential oil from Pulicaria vulgaris var. graeca (Sch.-Bip.) Fiori (Asteraceae) growing wild in Sicily and its antimicrobial activity

In this study the chemical composition of the essential oil from aerial parts of Pulicaria vulgaris var. graeca (Sch.-Bip.) Fiori collected in Sicily was evaluated by GC and GC–MS. The main components of P. vulgaris var. graeca oil were hexadecanoic acid (21.7%), β-caryophyllene (14.3%) and geranyl propionate (8.2%). The comparison with other studied oils of genus Pulicaria is discussed. Antibacterial activity against several bacteria, including some ones infesting historical art craft, was also determined.     

Variability of essential oils of Betonica officinalis (Lamiaceae) from different wild populations in Kosovo

The aerial parts and roots of Betonica officinalis were collected from three localities characterized by different ecological conditions to study the natural variability of the chemical composition of the essential oils in this plant. The leaves and inflorescences were collected during the flowering time, whereas the roots were collected at the end of the vegetative period. The plant material was dried at room temperature. The essential oils were obtained by micro-steam hydrodistillation and analyzed using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). Overall, 69 constituents were identified in all localities and plant parts. The main compositions of the leaves in all localities were alpha-pinene, 1-octen-3-ol, beta-bourbonene, (E)-caryophyllene and germacrene D. The essential oil of the inflorescences was characterized by these main constituents: alpha-pinene, (E)-caryophyllene and trans-beta-farnesene. In all localities, the percentages of alpha-pinene and (E)-caryophyllene were higher in the inflorescences than in the leaves, whereas nonane was the main constituent in the roots.     

Chemical composition of the essential oil of Moluccella spinosa L. (Lamiaceae) collected wild in Sicily and its activity on microorganisms affecting historical textiles

In this study the chemical composition of the essential oil from aerial parts of Moluccella spinosa L. collected in Sicily was evaluated by GC and GC-MS. The main components of M. spinosa L. were α-pinene (26.6%), caryophyllene oxide (16.8%) and β-caryophyllene (8.6%). A comparison with other studied oils of genus Moluccella is made. Antibacterial and antifungal activities against some microorganisms infesting historical textiles were also determined.     

Chemical composition of essential oils of Anthemis secundiramea Biv. subsp. secundiramea (Asteraceae) collected wild in Sicily and their activity on micro-organisms affecting historical art craft

Abstract

In the present study, the chemical composition of the essential oil from the aerial parts of Anthemis secundiramea Biv. subsp. secundiramea L. collected in Sicily was evaluated by GC and gas chromatography–mass spectrometry. The main components of A. secundiramea were (Z)-lyratyl acetate (14.6%), (Z)-chrysanthenyl acetate (9.9%), (Z)-chrysanthenol (8.7%) and (E)-chrysanthenyl acetate (7.7%). The comparing with other studied oils of genus Anthemis belonging to the same clade is discussed. Antibacterial and antifungal activities against some micro-organisms infesting historical art craft, were also determined.     

Volatile oils from the plant and hairy root cultures of Ageratum conyzoides L

Two lines of hairy root culture of Ageratum conyzoides L. induced by Agrobacterium rhizogenes ATCC 15834 were established under either complete darkness or 16 h light/8 h dark photoperiod conditions. The volatile oil yields from aerial parts and roots of the parent plant, the hairy root culture photoperiod line and the hairy root culture dark line were 0.2%, 0.08%, 0.03% and 0.02%, (w/w), respectively. The compositions of the volatiles from the hairy roots, plant roots and aerial parts were analysed by GC and GC-MS. The main components of the volatiles from the hairy root cultures were β-farnesene, precocene I and β-caryophyllene, in different amounts, depending on light conditions and also on the age of cultures. Precocene I, β-farnesene, precocene II and β-caryophyllene were the main constituents of the volatile oils from the parent plant roots, whereas precocene I, germacrene D, β-caryophyllene and precocene II were the main constituents of the aerial parts of the parent plant. Growth and time-course studies of volatile constituents of the two hairy root lines were compared. Qualitative and quantitative differences were found between the volatile oils from the roots of the parent plant and those from the hairy roots.     

The Glycosidically Bound Volatile Compounds of Taxus baccata

The steam volatiles obtained from the fresh and dried needles of Taxus baccata (Taxaceae), collected from Turkey after enzymatic hydrolysis, were analyzed by GC/MS. Sixty-three compounds representing 88.6% of the oil obtained from the fresh needles were identified. Hexadecanoic acid (19.6%) and decanoic acid (19.5%) were the most abundant components in these oils. Sixty-five components representing 86.6% of the oil from the dried needles were characterized, with hexadecanoic acid (22.5%) and decanoic acid (12.6%) being the major components.     

Chemotaxonomically Important Volatiles of the Genus Anthemis L. – a Detailed GC and GC/MS Analyses of Anthemis Segetalis Ten. from Montenegro

Although there are more than two hundred taxa in the pharmacologically important genus Anthemis, essential oil composition is known only for a small number of them. This is the first report on the volatiles of A. segetalis Ten. GC and GC/MS analyses of the essential oil hydrodistilled from A. segetalis aerial parts enabled the identification of 155 constituents, representing 92.4% of the total oil. Major constituents of the oil were sabinene (19.5%), germacrene D (12.6%), terpinen‐4‐ol (6.2%) and 1,8‐cineole (6.1%). Monoterpenoids (49.9%, especially those of thujane and p‐menthane skeletons) and sesquiterpenoids (39.4%, predominantly those of germacrane‐, cadinane‐ and caryophyllane‐types) were found to be the most abundant compound classes. The comparison of the essential oil composition of other Anthemis species with the present one was used as an additional tool for the clarification of infrageneric relationships. The results support the treatment of Anthemis subg. Cota as a separate genus.     

Qualitative evaluation of aromatic herbs by direct headspace GC analysis. Applications of the method and comparison with the traditional analysis of essential oils

GC headspace analyses of various aromatizing herbs have been compared with those relating to the essential oils, obtained by steam distillation, of the same plants. In this way it was possible to establish the most significant differences between the composition of a herb flavor and that of its essential oil. In particular, we observed some very volatile compounds in the headspace samples which were absent from the essential oil; these components may make an important contribution to the herb flavor. The identification of these substances is still in progress.     

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.     

Volatiles composition and antioxidant activity Inula oculus-christi L. from Serbia

Abstract

The chemical composition of the essential oil and the volatiles obtained by static headspace (HS) of Inula oculus-christi L. is presented. The GC-MS analysis of the hydrodistilled oil resulted in the identification of 90 components, representing 92.7% of the oil. The most abundant compounds were: caryophyllene oxide (9.8%), trans-longipinocarveol (9.2%), eucalyptol (7.3%) and intermedeol (6.2%). The major constituent of I. oculus-christi L. HS volatiles was eucalyptol (87.4%). The antioxidant activity was evaluated by four different methods: 2,2-diphenyl-1-picryl-hydrazylhydrate free radical assay (DPPH), 2,2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) method, total reducing power (TRP), ferric reducing antioxidant power (FRAP), and cupric reducing antioxidant capacity (CUPRAC). Total phenolic content in (TPC) examined oil was 177.95?µg GAE/mg oil. Radical scavenging potential of the oil was promising RSC-DPPH was 57.4% and RSC-ABTS was 82.7%.

     

Comparative analysis of the composition of the essential oil from the shoots,leaves and stems the wild Ledum palustre L. from Estonia

The aerial parts of Ledum palustre L. were collected near to Pudisoo River, Harju country, Estonia, in September 2007. The simultaneous distillation and extraction micro-method (SDE) was used to isolate the essential oil from the plant's samples. The capillary gas chromatographic (GC/FID) analysis was applied to the identification of oil components and determination of their content in the oil. The yield of oil from the leaves was 0.92%, from the stems, 0.24% and from the shoots, 0.78%. A total of 68 constituents, accounting for over 95% of the total oil yield, were identified in the oils.     

Improvement of GC‐MS Analysis of Shahrbabak Ziziphora tenuior Essential Oil by Using Multivariate Curve Resolution Approaches

Essential oil of aerial parts of Ziziphora tenuior growing in Shahrbabak in central Iran are isolated by hydrodistillation. Due to complexity of essential oils, there are fundamental problems such as co‐elution in their direct gas chromatography‐mass spectrometry analysis. These problems can result in low similarity matches in MS library search, so that true identification and determination of individual components may fail. In the present work, each component was identified and determined using GC‐MS coupled with multivariate curve resolution (MCR) techniques. In this way, more information along with higher accuracy and precision can be extracted from pure experimental GC‐MS data. The number of identified components found increased from 37 in direct similarity search to 80 in GC‐MS/MCR method. To identify each individual component, similarity search and Kovat's retention index comparison were implemented. The results found showed that pulegone (38.3%), 3′,5′‐dihydroxyacetophenone (22.83%), isomenthone (7.06%), 2‐methyl‐5‐(1‐methylethyl)‐phenol (3.41%), limonene (2.59%) and 2‐acetyl‐4,4‐dimethyl‐cyclopent‐2‐enone (2.49%) were the most abundant components. The reported compounds accounted for 94.39% of total content of the essential oil. A characteristic feature of the Iranian Ziziphora tenuior is the absence of piperitenone in its constituents compared with the oil of other Ziziphora species from Turkey.     

Chemical diversity in Mentha spicata: antioxidant and potato sprout inhibition activity of its essential oils

The essential oils from fresh aerial parts of Mentha spicata L. collected from ten different natural habitats of Uttarakhand, India were analyzed by a combination of GC, GC/MS and NMR spectroscopy. The analysis revealed that monoterpenoids (46.1%-91.6%), mainly carvone (15.3%-68.5%), piperetenone oxide (24.0%-79.2%) and alpha-humulene (0.1%-29.9%), were the major constituents of the essential oils, but with significant qualitative and quantitative differences among the other constituents. Cluster analysis of the oil composition was carried out in order to discern the differences and similarities within different accessions collected from different natural habitats. The essential oils were also screened for their antioxidant activities by chelating properties of Fe2+, DPPH radical-scavenging activity, and their reducing power. The essential oils of two chemo variants (viz. carvone and piperetenone oxide types) were also tested for potato (Solanum tuberosum L.) sprout suppressant activity. The results showed that these oils exhibit good sprout inhibition activity in comparison to CIPC and iodine, the standard sprout suppressant.