Chemical composition and antioxidant activity of the essential oil of Juniperus phoenicea L. berries

This study is designed to examine the chemical composition and antioxidant activity of the essential oil of Juniperus phoenicea L. ripe and unripe berries. GC and GC/MS analyses resulted in the detection of 42 components representing approximately 96.50-99.57% of the oils. Major components of the oils were α-pinene (58.61-77.39%), camphene (0.67-9.31%), δ-3-carene (0-10.01%) and trans-verbenol (0-5.24%). Antioxidant activities were determined by two different test systems, DPPH and ABTS radical scavenging activities. In both systems ripe berries exhibited better activity potential than the unripe ones.     

Comparative analysis of the composition of essential oils and supercritical carbon dioxide extracts from the berries and needles of Estonian juniper (Juniperus communis L.)

The composition of the volatile oil of the common juniper (Juniperus communis L.) from Estonia was analyzed by gas chromatography (GC-FID) and gas chromatography-mass spectrometry (GC-MS). The yield and composition of the oil obtained by different methods (micro-distillation and extraction, SDE, and supercritical carbon dioxide extraction, SFE) from various parts of juniper (berries, needles) were compared. The oil yield ranged from 0.7 to 2.1%. The content of α-pinene of juniper-berry essential oil was 47.9, that of juniper needleoil, 36.4%. The oil yields and composition obtained by SDE and SFE from juniper needles were similar. The oil obtained by SFE from juniper berries contained more sesquiterpenes and high boiling compounds than that obtained by SDE.     

Fatty acid composition of Juniperus species (Juniperus section) native to Turkey

Fatty acid compositions of seeds of five taxa of the Juniperus section of the genus Juniperus L. (Cupressaceae), i. e. J. drupacea Lab., J. communis L. var. communis, J. communis var. saxatilis Pall., J. oxycedrus L. subsp. oxycedrus, and J. oxycedrus subsp. macrocarpa (Sibth. & Sm.) Ball, were investigated. Methyl ester derivatized fatty acids of the lipophylic extracts of the five species were comparatively analyzed by capillary gas chromatography-mass spectrometry (GC-MS). Juniperus taxa showed uniform fatty acid patterns, among which linoleic (25.8 - 32.5%), pinolenic (11.9 - 24.1%) and oleic acids (12.4 - 17.2%) were determined to be the main fractions in the seed oils. Juniperonic acid was found to be remarkably high in J. communis var. saxatilis (11.4%), J. oxycedrus subsp. oxycedrus (10.4%), and J. communis var. communis (10.1%). To the best of our knowledge, the present work discloses the first report on the fatty acid compositions of seeds of this Juniperus section grown in Turkey.     

Chemical investigation of the essential oil from berries and needles of common juniper (Juniperus communis L.) growing wild in Estonia

The essential oils obtained by simultaneous distillation and extraction (SDE) from the fresh and dried needles and dried berries of Juniperus communis L. of Estonian origin were subjected to GC-FID and GC-MS analyses. The yields of the oils ranged between 0.2% and 0.6% from juniper berries and between 0.5% and 1.0% from needles (dried weight). A total of 87 compounds were identified, representing over 95% of the oil. The major compounds in the needle oil were monoterpenes α-pinene (33.3-45.6%), sabinene (0.2-15.4%), limonene (2.8-4.6%) and sesquiterpenes (E)-β-caryophyllene (0.8-10.3%), α-humulene (0.8-6.2%) and germacrene D (3.0-7.8%). The juniper berry oil was rich in α-pinene (53.6-62.3%), β-myrcene (6.5-6.9%) and germacrene D (4.5-6.1%). The main oxygenated terpenoids found in the needle oil were germacrene D-4-ol (0.4-4.0%) and α-cadinol (to 2.7%). The oil from fresh needles contained high amounts of (E)-2-hexenal (3.7-11.7%).     

Investigation of the composition and stability of the essential oils of origanum vulgare ssp.vulgare L. andO. vulgare ssp.hirtum (Link) letswaart

Summary The essential oils ofOriganum vulgare L. ssp.hirtum (Link) letswaart andOriganum vulgare L ssp.vulgare (Fam. Lamiaceae), cultivated in Hungary, have been studied by GC and GC-MS and the qualitative and quantitative chemical composition of the essential oils in the two species have been compared.O. vulgare ssp.hirtum oil was found to contain carvacrol (76.4%), γ-terpinene (6.6%), thymol (0.23%), andp-cymene (4.7%) as the main constituents whereas the major compounds inO. vulgare ssp.vulgare oil werep-cymene (22.3%), caryophyllene oxide (10.2%), sabinene (7.9%), γ-terpinene (5.1%), thymol (0.34%), and spathulenol (4.8%). The stability of content and composition of the oils during the flowering period (economically beneficial period) were observed. The effect of long-term storage on the composition of the oil was also investigated for both the crude and distilled oil ofOriganum vulgare ssp.vulgare. Presented at Balaton Symposium '01 on High-Performance Separation Methods, Siófok, Hungary, September 2–4, 2001     

Chemical composition and antibacterial activity of selected essential oils and some of their main compounds

The chemical composition of essential oils of cabreuva (Myrocarpus fastigiatus Allemao, Fabaceae) from Brazil, cedarwood (Juniperus ashei, Cupressaceae) from Texas, Juniper berries (Juniperus communis L., Cupressaceae) and myrrh (Commiphora myrrha (Nees) Engl., Burseraceae) were analyzed using GC/FID and GC/MS. The antimicrobial activity of these essential oils and some of their main compounds were tested against eleven different strains of Gram-positive and Gram-negative bacteria by using agar diffusion and agar serial dilution methods. Animal and plant pathogens, food poisoning and spoilage bacteria were selected. The volatile oils exhibited considerable inhibitory effects against all tested organisms, except Pseudomonas, using both test methods. Higher activity was observed against Gram-positive strains in comparison with Gram-negative bacteria. Cabreuva oil from Brazil showed similar results, but in comparison with the other oils tested, only when higher concentrations of oil were used.     

Composition and antimicrobial activity of the essential oil of Acronychia pedunculata (L.) Miq. from Vietnam

The chemical composition and the antimicrobial activity of the essential oil isolated from aerial parts of Acronychia pedunculata (L.) Miq. from Vietnam are reported. Analysis was carried out by GC (RI), GC-MS and 13C NMR. Thirty-four compounds were identified, accounting for 92.8% of the oil. The major constituents were alpha-pinene (57.4%) and (E)-beta-caryophyllene (13.6%). The essential oil of A. pedunculata was shown to possess a broad spectrum of antimicrobial activity against various bacteria, particularly Salmonella enterica and Staphylococcus epidermidis.     

Chemical composition and antioxidant activity of essential oil from berries of Schisandra chinensis (Turcz.) Baill

Essential oils of Schisandra chinensis seeds and berries without seeds were separately extracted. A total of 55 compounds were identified in the essential oil of berries without seeds (EOB), representing 85.75% of the total content. A total of 52 compounds were identified in the essential oil of seeds (EOS), representing 89.74% of the total content. For EOB, the top three content compounds were α-cis-bergamotene (10.79%), 4,11-selinadiene (5.28%) and α-cadinol (5.19%), while the top three content compounds of EOS were ylangene (10.16%), β-himachalene (9.46%) and di-epi-α-cedrene (8.92%). The antioxidant activity of the essential oil was tested using the DPPH radical-scavenging method. The antioxidant activity of EOB was higher than EOS. The IC(50) values of EOB and EOS were 8.4 and 15.8?mg/mL, respectively. This study concluded that EOB and EOS were not only different in extraction yield but also in chemical composition and antioxidant activity.     

Composition and antioxidant activity of essential oil of pimento (Pimenta dioica (L) Merr.) from Jamaica

The composition and antioxidant activity of the essential oil obtained through hydrodistillation of pimento berry [Pimenta dioica (L.) Merr] samples, namely P1 and P2, sourced from Jamaica, were studied. The chemical composition was analysed by GC and GC-MS methods. The antioxidant activities of the oils were evaluated in terms of their free-radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2'-azinobis (3-ethylbenzothiazoline-6-sulphonic acid) diammonium salt (ABTS) radical cation and superoxide anion (?[image omitted]). Total phenolic content, total reducing power and metal-chelating capacity of the oils were also estimated. Forty-five constituents were identified. The major compound identified was eugenol (74.71%, 73.35%), followed by methyl eugenol (4.08%, 9.54%) and caryophyllene (4.90%, 3.30%). The antioxidant assays showed that the oils possess very high radical scavenging activities (DPPH IC(50) 4.82 ± 0.08, 5.14 ± 0.11 μg mL(-1), ABTS IC(50) 2.27 ± 0.16, 2.94 ± 0.03 μg mL(-1), superoxide IC(50) 17.78 ± 1.31, 20.65 ± 0.82 μg mL(-1)). The metal chelating capacities (IC(50) 83.62 ± 2.10, 101.77 ± 1.01 μg mL(-1)) and reducing power were also very high. The results show that the essential oils possess significant antioxidant activity which is comparable to that of pure eugenol. Therefore the oil can be utilised as a natural antioxidant which gives good flavour as well as health benefits.     

Analysis of essential oils from Scutellaria orientalis ssp. alpina and S. utriculata by GC and GC-MS

The chemical composition of the essential oils obtained from aerial parts of Scutellaria orientalis L. ssp. alpina (Boiss.) O. Schwarz and S. utriculata Labill. growing wild in Lebanon, were analyzed by GC and GC-MS. In S. orientalis ssp. alpina, strongly characterized by sesquiterpenes (41.2%) and particularly sesquiterpene hydrocarbons (31.7%), hexahydrofarnesylacetone (11.7%) was recognized as the main constituent, together with hexadecanoic acid (7.6%), caryophyllene (7.4%), caryophyllene oxide (6.8%), 4-vinylguaiacol (5.4%) and germacrene D (5.4%). S. utriculata oil was instead constituted above all by monoterpenes (42.2%), particularly oxygen containing monoterpenes (39.9%), and in this oil the main compounds were linalool (20.1%), 4-vinyl guaiacol (15.5%), alpha-terpineol (8.9%), (E)-nerolidol (8.9%) and geraniol (8.2%).     

Chemical composition and antibacterial activity of the essential oil of Moroccan Juniperus phoenicea

The antibacterial activity of the essential oil from leaves of Juniperus phoenicea (Cupressaceae) and its chemical constituents were investigated in this study. The essential oil was obtained by hydro-distillation and analyzed by gas chromatography equipped with a flame ionisation detector (GC-FID), and gas chromatography coupled to a mass spectrometer (GC-MS). Sixty-three volatile compounds were identified representing 52 to 92% of the total oil compositions. The main monoterpenes were a-pinene (26.7-78.7%) and 6-3carene (7.6-15.4%). The antibacterial activity of J. phoenicea essential oil, when tested against both Gram-positive and Gram-negative bacteria, showed high activity against all bacteria tested, except Pseudomonas.     

Chemical composition and possible in vitro phytotoxic activity of Helichrsyum italicum (Roth) Don ssp. italicum

The chemical composition of the essential oil of Helichrysum italicum (Roth) Don ssp. italicum, collected in the National Park of Cilento and Diano Valley, Southern Italy, was studied by means of GC and GC/MS. Forty four compounds of 45 constituents were identified in the oil, mainly oxygenated sesquiterpenes. The essential oil was evaluated for its potential in vitro phytotoxic activity against germination and early radicle elongation of radish and garden cress. The radicle elongation of radish was significantly inhibited at the highest doses tested, while germination of both seeds was not affected.     

Effects of different maturity stages on antioxidant content of Ivorian Gnagnan (Solanum indicum L.) berries

Gnagnan (Solanum indicum L.) is a spontaneous plant widely distributed in Ivory Coast. During ripening stages, Solanum indicum L. presents different colours (green, yellow and red) and is reported to contain several albeit poorly characterized antioxidant compounds. This paper describes in detail the antioxidant profile (ascorbic acid, carotenoids and polyphenols), antioxidant capacity (FRAP test and Folin-Ciocalteau assay) and the colour changes of Gnagnan berries at different ripening levels. Ascorbic acid content was similar in green and yellow berries, but significantly lower in red ones. Red berries showed a higher content of carotenoids compared to green and yellow ones. Regarding polyphenols, several phenolic acids and flavonoids were found in all berries. The content of caffeoylquinic acids, caffeic acid, flavonol glycosides and naringenin was higher in red berries, while the content of p-coumaric acid and feruloylquinic acids was similar among the three colours. The FRAP assay increased with the ripening process, whereas total polyphenols were similar among berries. Significant differences were found for the colorimetric indexes among products of different degrees of ripening. The present results show the important role of the ripening stage in increasing the antioxidant content of Gnagnan berries.     

Variability of polyphenol compounds in Myrtus communis L. (Myrtaceae) berries from Corsica

Polyphenol compounds were extracted from Myrtus communis L. berries (Myrtaceae) by maceration in 70% ethanol and analysed by HPLC-DAD and electrospray mass spectrometry. The Myrtus berries were collected at maturity from seven localities on the island of Corsica (France) and the sampling was carried out during three years. The polyphenol composition of Corsican Myrtus berries was characterized by two phenolic acids, four flavanols, three flavonols and five flavonol glycosides. The major compounds were myricetin-3-O-arabinoside and myricetin-3-O-galactoside. Principal components analysis (PCA) is applied to study the chemical composition and variability of myrtle berries alcoholic extracts from the seven localities. Canonical analysis and PCA data distinguishes two groups of myrtle berries characterized by different concentrations of polyphenols according to soil and years of harvest. The variations in the polyphenol concentration were due to biotic and abiotic factors.     

The antifungal activity of essential oil from Melaleuca leucadendra (L.) L. grown in China and its synergistic effects with conventional antibiotics against Candida

To identify the natural antifungal agents, the antifungal activities of Melaleuca leucadendra (L.) L. essential oil (ML-EO) from Fujian Province of China were assayed. Treatment of ML-EO in combination with the front-line using antibiotics against Candida led to synergistic effects. Electron microscopy analysis on the oil treated C. albicans cells revealed the formation of mesosome-like structures, suggesting well the membrane damage caused by the essential oil. The Griess assay by monitoring NO production in LPS-stimulated RAW264.7 cells indicated the potent anti-inflammatory activity of ML-EO. In comparison with the marked essential oil of Melaleuca alternifolia EO, ML-EO had almost the same chemical components. In general, the antifungal activity of ML-EO and its synergistic interactions with conventional antibiotics were able to lead the development of new treatment strategies on Candida infection.     

Enhancement of Cholinesterase Inhibition of Alpinia galanga (L.) Willd. Essential Oil by Microemulsions

This study aimed to investigate the chemical composition and reveal the selective inhibitory activity of Alpinia galanga (L.) Willd. essential oil (AGO) on acetylcholinesterase (AChE) compared to butyrylcholinesterase (BChE). The chemical composition of AGO was investigated by means of gas chromatography–mass spectrometry. Ellman’s method was used to determine the inhibitory activities against AChE and BChE. Microemulsion systems with desirable anticholinesterase effects were developed. Methyl cinnamate and 1,8-cineole were reported as the major component of AGO. The IC₅₀ values of A. galanga oil against AChE and BChE were 24.6 ± 9.6 and 825.4 ± 340.1 µg/mL, respectively. The superior selectivity of AGO on AChE (34.8 ± 8.9) compared to galantamine hydrobromide (6.4 ± 1.5) suggested AGO to be an effective ingredient with fewer side effects for Alzheimer’s treatment. Interestingly, the microemulsion of AGO possessed significantly higher anticholinesterase activity than that of native oil alone. Therefore, microemulsion of AGO is a promising alternative approach for the treatment of Alzheimer’s disease.     

Origanum vulgare ssp. hirtum (Lamiaceae) Essential Oil Prevents Behavioral and Oxidative Stress Changes in the Scopolamine Zebrafish Model

Origanum vulgare ssp. hirtum has been used as medicinal herbs promoting antioxidant, anti-inflammatory, antimicrobial, and neuroprotective activities. We investigated the protective effects and the mechanism of O. vulgare ssp. hirtum essential oil (OEO) on cognitive impairment and brain oxidative stress in a scopolamine (Sco)-induced zebrafish (Danio rerio) model of cognitive impairment. Our results show that exposure to Sco (100 µM) leads to anxiety, spatial memory, and response to novelty dysfunctions, whereas the administration of OEO (25, 150, and 300 µL/L, once daily for 13 days) reduced anxiety-like behavior and improved cognitive ability, which was confirmed by behavioral tests, such as the novel tank-diving test (NTT), Y-maze test, and novel object recognition test (NOR) in zebrafish. Additionally, Sco-induced brain oxidative stress and increasing of acetylcholinesterase (AChE) activity were attenuated by the administration of OEO. The gas chromatography–mass spectrometry (GC-MS) analyses were used to elucidate the OEO composition, comprising thymol (38.82%), p-cymene (20.28%), and γ-terpinene (19.58%) as the main identified components. These findings suggest the ability of OEO to revert the Sco-induced cognitive deficits by restoring the cholinergic system activity and brain antioxidant status. Thus, OEO could be used as perspective sources of bioactive compounds, displaying valuable biological activities, with potential pharmaceutical applications.     

The phenolic contents,antioxidant and anticholinesterase activity of section Amaracus (Gled.) Vogel and Anatolicon Ietsw. of Origanum L. species

Origanum boissieri Ietsw., O. saccatum P.H.Davis, O. solymicum P.H.Davis and O. ayliniae Dirmenci & T.Yazıcı belonging to sect. Amaracus (Gled.) Vogel, O. sipyleum L. and O. hypericifolium O.Schwarz & P.H.Davis belonging to sect. Anatolicon Ietsw. were analyzed for their chemical composition of essential oil and phenolic components. The essential oil compositions were analysed by using GC-MS and GC-FID. The phenolic contents of the chloroform, acetone, and methanol extracts were analyzed using LC-MS/MS. Antioxidant activities of the extracts were investigated by using three methods; DPPH free radical scavenging activity, β-carotene linoleic acid assays and CUPRAC assays. The essential oil compositions of the section Amaracus were found to be as carvacrol type (O. ayliniae, O. boissieri) and p-cymene type (O. saccatum, O. solymicum). In the section of Anatolicon, while O. sipyleum was found as γ-terpinene type, O. hypericifolium was carvacrol type. In the extracts, the most abundant components were determined as flavonoids, coumaric acids and derivatives. Especially rosmarinic acid and penduletin were detected in high amounts. Among the studied species, extracts of O. ayliniae showed quite good activity for all methods. The extracts from all species showed remarkable antioxidant activity. Inhibition capability of the extracts against acetyl and butyrylcholinesterase enzymes (AChE and BChE) were determined. The extracts were found as inactive against AChE. The moderate inhibition capacity observed against BChE.     

Antibacterial activity and GC/MS analysis of the essential oils from flower, leaf and stem of Origanum vulgare ssp. viride growing wild in north-west Iran

Essential oils obtained from flowers, leaves and stems of Origanum vulgare L. ssp. viride (Boiss.) Hayek., growing wild in Ardabil Province (north-west Iran), were analyzed by GC and GC/MS. beta-Caryophyllene was the major constituent in all three oils (48.1%, 50.1% and 60.2%, respectively). Of the 19 components detected in the flower oil, comprising 96.3% of the total, the major components were 1,8-cineole (11.6%), alpha-pinene (6.9%), and gamma-cadinene (4.8%). 1-Octen-3-ol (23.8%), and 1,8-cineole (8.5%) predominated in the leafoil. In the stem oil, other main constituents were bicyclogermacrene (9.8%), 1,8-cineole (6.4%), borneol (5.1%), and pinocarvone (4.4%). The essential oils were evaluated for their antibacterial activity against 10 selected microorganisms. The data obtained contribute to the future use of certain essential oils as natural preservatives for food products, due to their safety and positive effect on shelf life.     

The chemical investigations on the ripe fruits of Ammi visnaga (Lam.) Lamarck growing in Turkey

Two furanochromones and one furanochromone glycoside were isolated from the fruits of Ammi visnaga (L.) Lam. They were identified as khellin, visnagin, and khellol glycoside by interpretation of spectral analyses. Quantitative determination of furanochromones in A. visnaga (L.) ripe fruits from Hatay region (Turkey) was carried out by ultraviolet spectrophotometry and gas chromatography. In addition, photochemical properties of furanochromones and chemical composition of essential oil were determined.