Volatile constituents of Calamintha origanifolia boiss. Growing wild in Lebanon

The essential oil of aerial parts of Calamintha origanifolia Boiss. (Lamiaceae), growing wild in Lebanon, was obtained by hydrodistillation and was analysed by GC and GC-MS. 49 compounds, representing 92.2% of the oil, were identified. The major components, belonging to the class of oxygenated monoterpenes, were pulegone (22.5%), isomenthone (12.2%) and piperitenone (9.6%). The oil showed a slight antimicrobial activity against three bacterial strains.

Volatile components of Centaurea eryngiodes Lam. and Centaurea iberica Trev.var. hermonis Bois. Lam.,two Asteraceae growing wild in Lebanon.

The volatile components of the flowerheads of Centaurea eryngioides Lam. and Centaurea iberica Trev. var. hermonis Boiss. Lam. were obtained by hydrodistillation and identified by GC and GC–MS. Altogether 91 components, mostly fatty acids and hydrocarbons, were identified.

Diterpenoids fromStachys mucronata

Characterisation of the essential oil of Nepeta glomerata Montbret et Aucher ex Bentham from Lebanon and its biological activities.

The essential oil of Nepeta glomerata from Lebanon was studied by means of GC and GC/MS analysis; 70 compounds were identified. The oil was constituted mainly by monoterpenes and the most abundant components were α-pinene, spathulenol and carvacrol. Nepeta glomerata oil showed antibacterial activity, particularly towards Gram-positive bacteria, and also inhibited LPS-induced NO production in macrophage cell line RAW 264.7, with an IC(50) value of 78.1 µg mL(-1). Furthermore, an in vitro cytotoxic assay showed that the oil was more active on a renal adenocarcinoma cell line (48% of inhibition of proliferation at 100 µg mL(-1)) in comparison to an amelanotic melanoma.

Comparative chemical composition, free radical-scavenging and cytotoxic properties of essential oils of six Stachys species from different regions of the Mediterranean Area

Abstract The chemical composition of essential oils of six Stachys species, S. cretica L. ssp. vacillans Rech. fil., S. germanica L., S. hydrophila Boiss., S. nivea Labill., S. palustris L. and S. spinosa L., obtained by hydrodistillation, was studied by GC and GC–MS. All the oils have in common a great percentage of fatty acids and esters (24.2–58.5%) and a high amount of sesquiterpenes (16–35.9%), with the exception of the oil from S. palustris , which consisted mainly of carbonylic compounds (25.4%). The antioxidant activity by DPPH test and the antiproliferative activity on a series of human cancer cell lines (C32, amelanotic melanoma and ACHN, renal cell adenocarcinoma) were investigat…

Labdane Diterpenoids from Marrubium globosum ssp. libanoticum

From the aerial parts of Marrubium globosum ssp. libanoticum, seven labdane diterpenoids were isolated. Three of them are new natural products [(13R)-9alpha,13alpha-epoxylabda-6beta(19),16(15)-diol dilactone (2), deacetylvitexilactone (7), marrulanic acid (8)], whereas the other four, namely, (13S)-9alpha,13alpha-epoxylabda-6beta(19),16(15)-diol dilactone (1), cyllenin A (3), 15-epi-cyllenin A (4), and marrulibanoside, are previously known compounds. The structures of 2, 7, and 8 were determined by spectroscopic and chemical methods.

Sesquiterpene lactones and other constituents of three Cardueae from Cyprus

Occurrence of (+)-6-desoxyandalusol in Stachys ionica and Stachys distans

Composition and antimicrobial activity of the essential oil of Achillea falcata L. (Asteraceae).

The composition of the essential oil from aerial parts of Achillea falcata L. (Asteraceae) growing wild in Lebanon was analysed by GC and GC–MS; 58 compounds, representing 94.4% of the oil, were identified. Isomers of the cyclobutane ethanol, 1-methyl-2-(1-methylethenyl), grandisol (21.4%) and fragranol (16.8%) were the main components of the oil. Also abundant were artemisia ketone (5.2%), terpinen-4-ol (4.5%) and 1,8-cineole (4.0%). The essential oil shows inhibitory activity mainly against Gram-positive bacteria.

Antimicrobial and antioxidant properties of the essential oil of Salvia lanigera from Cyprus

The essential oil of aerial parts of Salvia lanigera Poir. (Lamiaceae) growing wild in Cyprus was obtained by hydrodistillation and was analysed by GC and GC-MS. A total of 67 compounds, representing 93.6% of the oil, were identified, and the major components were showed to be thymol (12.1%), hexadecanoic acid (6.0%), carvacrol and α-thujone (5.7%). The essential oil was assayed for its antioxidant and antimicrobial activities. Antimicrobial activity of the oil, evaluated using the broth dilution method, resulted higher against Gram-positive bacteria than the other referenced strains tested. Antioxidant activity of the oil was evaluated by using DPPH and FRAP methods together with three ant…

Essential oils of Salvia bracteata and Salvia rubifolia from Lebanon: Chemical composition, antimicrobial activity and inhibitory effect on human melanoma cells

Aim of the study: Salvia bracteata Banks et Sol. and Salvia rubifolia Boiss. are known in folk medicine of Lebanon for the treatment of microbial infections, cancer, urinary and pulmonary problems. In the present study the chemical composition and antimicrobial activity of essential oils from aerial parts of Salvia bracteata and Salvia rubifolia collected in Lebanon were evaluated. The oils were also tested for their potential antiproliferative effects against M14 human melanoma cells. Material and methods: The oils were studied by GC and GC-MS and their antibacterial activity (MIC and MBC) was tested against ten bacteria species using the broth dilution method. The inhibitory effect on hum…

Sesquiterpene lactones from Anthemis plutonia.

Abstract Aerial parts of Anthemis plutonia furnished three guaianolides, one of them new.

Volatile constituents of Stachys palaestina L. (Palestine woundwort) growing in Lebanon

The hydrodistillation of the aerial parts of Stachys palaestina L. collected in Lebanon in the Kadisha Valley, yielded 0.1% (w/w) of essential oil. GC and GC-MS analyses enabled the identification of 87 compounds representing 90.8% of the total oil. Hexadecanoic acid (10%), hexahydrofarnesyl acetone (6.9%), eugenol (4.3%) and (E)-caryophyllene (4.3%) were the main components. On the whole, the oil was constituted mainly of sesquiterpenes (37.7%), among which sesquiterpene hydrocarbons (20.7%) slightly prevailed over oxygenated sesquiterpenes (17.0%). This is the first report on the chemical composition of S. palaestina essential oil.

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 t…

Guaianolides from Centaurea babylonica

Chemical composition of the essential oil of Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon

The essential oil of aerial parts of Salvia multicaulis Vahl. var. simplicifolia Boiss. (Lamiaceae) growing wild in Lebanon was obtained by hydrodistillation and was analysed by GC and GC-MS. 67 compounds constituting 95.2% of the oil were identified, the major components being alpha-copaene (8.0%), alpha-pinene (6.6%), myrtenol (5.7%), trans-sabinyl acetate (5.3%).

Composition of the Essential Oil ofNepeta curvifloraBoiss. (Lamiaceae) from Lebanon

Abstract The essential oil of Nepeta curviflora Boiss. (Lamiaceae) grown in Lebanon, obtained by hydrodistillation of aerial parts, was analyzed by GC and GC/MS. Thirty-five compounds were identified constituting 93.2% of the oil, the major components being β-caryophyllene (50.2%), caryophyllene oxide (6.4%) and (E)-β-farnesene (5.3%).

Phenolic compounds of Marrubium globosum ssp.libanoticum from Lebanon

Phytotoxic effects of essential oils of Nepeta curviflora Boiss and Nepeta nuda L.subsp. albiflora growing wild in Lebanon

The chemical composition of the essential oils of two Nepeta species collected in Lebanon was studied by means of GC and GC-MS analysis. The essential oil from N. curviflora Boiss. contained high amounts of β-caryophyllene (41.6%), caryophyllene oxide (9.5%), (E)-β-farnesene (6.2%) and (Z)-β-farnesene (4.8%); in the oil from N. nuda L. subsp. albiflora (Boiss.) Gams. collected in Laklouk the main compounds were β-bisabolene (11.8%), pulegone (10.8%), (E,Z)-nepetalactone (8.0%), (E)-β-farnesene (7.1%) and caryophyllene oxide (6.9%), while N. nuda L. subsp. albiflora collected in Tannourine Cedar Forest contained high percentages of hexadecanoic acid (10.1%), β-bisabolene (7.8%), caryophyllen…

Phytochemical Profile and Apoptotic Activity of Onopordum cynarocephalum.

A phytochemical investigation of acetone and chloroform extracts of the aerial parts of Onopordum cynarocephalum Boiss. et Blanche was carried out. It led to the isolation of two new sesquiterpenes, the elemane aldehyde (2) and the eudesmane (11), together with 15 known compounds: two lignans (1 and 15) and 13 sesquiterpenes (3–10, 12–14, 16, 17). The structures were elucidated by spectroscopic analyses, especially 1D and 2D NMR spectra. The anti-growth effect against three human melanoma cell lines, M14, A375, and A2058, of the different extracts and compounds of O. cynarocephalum was also investigated. Among them, the chloroform extract exhibited the strongest biological activity, while t…

Essential oils of three species of scutellaria and their influence on Spodoptera littoralis

Neo-clerodane diterpenoids from Teucrium kotschyanum

Abstract From the aerial parts of Teucrium kotschyanum three new neo-clerodane diterpenoids have been isolated. Their structures, (12R)-15,16-epoxy-19-nor-10α-neo-cleroda-4,13(16),14-triene-18,6β; 20,12-diolide (12-epiteucvidin), (12R)-15,16-epoxy-19-nor-neo-cleroda-4,13(16),14-triene-18,6β; 20,12-diolide (12-epiteufiin) and (12S,18R)-15,16-epoxy-6β-hydroxy-neo-cleroda-13(16),14-dien-20,12-olide-l8,19-hemiacetal (teukotschyn), have been established by chemical and spectroscopic means. In addition, ursolic acid, the flavones cirsimaritin and cirsiliol, and six previously known neo-clerodane diterpenoids (teucvidin, teuflin, teuscorodin, teucrin H2, teuscorodonin and montanin D) were also fou…

GC and GC/MS analysis of the essential oil of Salvia hierosolymitana boiss. Growing wild in Lebanon

The essential oil of the aerial parts of Salvia hierosolymitana Boiss. (Lamiaceae), growing wild in Lebanon, was obtained by hydrodistillation and analysed by GC and GC-MS. Ninety-two compounds, representing 92.7% of the oil, were identified. The major components were hexadecanoic acid (15.5%), phytol (5.4%), hexahydrofarnesyl acetone (4.6%), (Z,Z)-9,12-octadecadienoic acid (4.5%) and 4-vinylguaiacol (4.4%).

Chemical composition and phytotoxic effects of essential oils of Salvia hierosolymitana Boiss. and Salvia multicaulis Vahl. var. simplicifolia Boiss. growing wild in Lebanon

The chemical composition of the essential oils of S. hierosolymitana Boiss. and S. multicaulis Vahl. var. simplicifolia Boiss. collected in Lebanon was studied by means of GC and GC-MS analysis. In all 115 compounds were identified: 82 for S hierosolymitana and 72 for S. multicaulis var. simplicifolia. The presence of carbonylic compounds (17%) characterizes the oil from S. hierosolymitana, while S. multicaulis var. simplicifolia oil is rich of monoterpenes (34.5%) and sesquiterpenes (46.9%). The effects of the essential oils on germination and initial radical elongation of Raphanus sativus L. (radish) and Lepidium sativum L. (garden cress) were studied, indicating in a different activity a…

Phytochemical and pharmacological studies on the acetonic extract of Marrubium globosum ssp. libanoticum

A new natural labdane diterpene, marrulibanoside, was isolated from the acetonic extract of aerial parts of M. globosum Montbr. et Auch. ex Benth. ssp. libanoticum Boiss. (Lamiaceae). Its structure was determined by spectroscopic methods such as 1D and 2D NMR and mass spectrometry. Pharmacological studies have shown that the extract of M. globosum exerts anti-inflammatory effects in the rat paw oedema induced by carrageenin resulting in reduced paw swelling. This activity, which seems due to marrulibanoside, is a consequence of iNOS and COX-2 activities inhibition.

Constituents of leaves and flowers essential oils of Helichrysum pallasii (Spreng.) Ledeb. growing wild in Lebanon.

The chemical compositions of the essential oils obtained from leaves and flowers of Helichrysum pallasii were analyzed by gas chromatography and gas chromatography-mass spectrometry. Among the 102 identified constituents, hexadecanoic acid (16.2%), (Z,Z)-9,12-octadecadienoic acid (6.8%), tetradecanoic acid (2.6%), and (Z)-caryophyllene (4.2%) were the main constituent of the oil from leaves, while in the oil from flowers hexadecanoic acid (14.7%), (Z,Z)-9,12-octadecadienoic acid (14.2%), (Z)-caryophyllene (3.6%), and delta-cadinene (3.1%) predominated. The oils were both characterized by sesquiterpenes (33.4% for leaves and 33.7% for flowers, respectively) and fatty acids and esters (30.3% …

GC and GC–MS analysis of the essential oil of Nepeta cilicica Boiss. ex Benth. from Lebanon

The hydrodistillation of the aerial parts of Nepeta cilicica Boiss. ex Benth., collected in Lebanon in the Horsh Ehden reserve, yielded 0.13% (w/w) of essential oil. Gas chromatography (GC) and GC-mass spectroscopy analysis enabled the identification of 75 compounds representing 96.8% of the total oil. The most abundant compounds were spathulenol (15.1%), hexadecanoic acid (14%), δ-cadinene (5.5%) and α-copaene (4.5%). On the whole, the oil was constituted mainly by sesquiterpenes (45.9%), among which sesquiterpene hydrocarbons (27.6%) slightly prevailed over oxygenated sesquiterpenes (18.3%).