Analysis and Olfactory Description of Four Essential Oils from Vietnam.

The present study evaluates the chemical composition and olfactory description of the essential oils of Asarum glabrum Merr., Calocedrs macrolepis Kurz, Cunninghamia lanceolata (Lamb.) Hook. and Glyptostrobus pensilis (Stainton ex D.Don) K. Koch. The essential oils were obtained by hydrodistillation in a Clevenger-type apparatus and analyzed by GC-FID and GC-MS. Concerning their chemical composition, 66, 42, 57 and 21 volatile compounds were identified from dried leaves in the case of Asarum glabrum Merr. and wood for the other three, representing 98.7%, 67.2%,,92.0% and 87.5 % of the total composition, respectively. The main compounds of Asarum glabrum oil were safrole (38.1%), apiole (10.8%) and myristicin (8.0%); of Calocedrus macrolepis verbenone (9.3%), piperitone (8.6 %), a-terpineol (6.0%) and (Z)-p-terpineol (5.3%); of Cunninghamia lanceolata oil cedrol (26.3%), a-terpineol (24.1%) and camphor (7.0%); and of Glyptostrobus pensilis oil dihydro-eudesmol isomer (assumed) (18.3%), cedrol (16.4%), occidentalol (13.2%) and elemol (9.0%).

Study on essential oils from the leaves of two Vietnamese plants: Jasminum subtriplinerve C.L. Blume and Vitex quinata (Lour) F.N. Williams.

The essential oil constituents of the leaves of Jasminum subtriplinerve (Oleaceae) and Vitex quinata (Verbanaceae) cultivated in Vietnam were analysed by gas chromatography--flame ionisation detector (GC-FID) and gas chromatography--mass spectrometry (GC-MS) techniques. The main constituents identified in J. subtriplinerve were mainly oxygenated monoterpenes represented by linalool (44.2%), α-terpineol (15.5%), geraniol (19.4%) and cis-linalool oxide (8.8%). The quantitative significant components of V. quinata were terpene hydrocarbons comprising of ß-pinene (30.1%), ß-caryophyllene (26.9%) and ß-elemene (7.4%). The chemical compositions of the essential oils are being reported for the first time.

Constituents of essential oils from the leaves, stems and roots of Zingiber gramineum and Zingiber rufopilosum / Los constituyentes de los aceites esenciales de las hojas, tallos y raíces de Zingiber gramineum y Zingiber rufopilosum

The chemical constituents of essential oils obtained from leaves, stems and roots of Zingiber gramineum Noronha ex Blume and Zingiber rufopilosum Gagnep collected from Vietnam have been studied. The determination of essential oil components was performed by Gas Chromatography-Flame Ionization Detector (GC-FID) and Gas Chromatography- Mass Spectrometry (GC-MS). The main constituents of the leaves oil of Zingiber gramineum were zingiberene (19.5 percent), beta-cubebene (12.9 percent), beta-sesquiphellandrene (12.9 percent) and beta-elemene (11.6 percent) while the stems oil was dominated by benzyl benzoate (22.6 percewnt), beta-elemene (9.7 percent) and beta-selinene (8.8 percent). However, upsilon-terpinene (17.9 percent), alpha-terpinene (17.1 percent), terpinen-4-ol (13.0 percent) and 1,8-cineole (12.8 percent) were the present in the root oil. In addition, beta-agarofuran (13.7 percent), alpha-humulene (8.8 percent) and alpha-pinene (8.7 percent) were the main compounds identified in the leaves of Zingiber rufopilosum. The stems comprised of alpha-cadinol (15.1 percent), beta-muurolol (12.1 percent) and endo-1-bourbonanol (9.9 percent) while (E,E)-farnesol (11.6 percent), alpha-pinene (10.0 percent), bornyl acetate (6.6 percent) and beta-pinene (6.2 percent) were the significant compounds of the root oil. This is the first report on the volatile compositions of these plant species.

El presente estudio se llevó a cabo para evaluar el efecto del extracto metanólico acuoso a partir de los componentes químicos de los aceites esenciales obtenidos de las hojas, tallos y raíces de Zingiber gramineum Noronha ex Blume y Zingiber rufopilosum Gagnep recogidos de Vietnam. La determinación de componentes de aceites esenciales se realizó por cromatografía de gases-detector de ionización de llama (GC-FID) y cromatografía de gases espectrometría de masas (GC-MS). Los principales componentes del aceite de hojas de Zingiber gramineum fueron zingibereno (19,5 por ciento), beta-cubebene (12,9 por ciento), beta-sesquiphellandrene (12,9 por ciento) y beta-elemene (11,6 por ciento), mientras que el aceite de tallos fue dominada por benzoato de bencilo (22,6 por ciento), beta-elemene (9,7 por ciento) y beta-selineno (8,8 por ciento). Sin embargo, ipsilon-terpineno (17,9 por ciento), alfa-terpineno (17,1 por ciento), terpinen-4-ol (13,0 por ciento) y 1,8-cineol (12,8 por ciento) fueron los presentes en el aceite de la raíz. Además, beta-agarofuran (13,7 por ciento), alfa-humuleno (8,8 por ciento) y alfa-pineno (8,7 por ciento) fueron los principales compuestos identificados en las hojas de Zingiber rufopilosum. Los tallos componen de alfa-cadinol (15,1 por ciento), beta-muurolol (12,1 por ciento) y endo-1-bourbonanol (9,9 por ciento), mientras que (E, E)-farnesol (11,6 por ciento), alfa-pineno (10,0 por ciento), acetato de bornilo (6,6 por ciento) y beta-pineno (6,2 por ciento) fueron los compuestos significativos del aceite de la raíz. Este es el primer informe sobre las composiciones volátiles de estas especies de plantas.

Essential oil constituents of Etlingera yunnanensis and Hornstedtia sanhan grown in Vietnam.

The chemical composition of the essential oils obtained from the hydrodistillation of different parts of Etlingera yunnanensis (T.L. Wu & S.J. Chen) R.M. Sm. and Hornstedtia sanhan M.F. Newman (Zingiberaceae) grown in Vietnam are reported. The analysis was performed by means of a gas chromatography-flame ionization detector (GC-FID) and gas chromatography coupled with mass spectrometry (GC-MS). The essential oil of the leaves of E. yunnanensis comprised mainly germacrene D (19.2%), ß-pinene (11.6%), and α-amorphene (11.2%), while that of the stems was rich in ß-pinene (23.7%), 1,8-cineole (11.0%) and α-pinene (9.6%). The major components of the root oil of E. yunnanensis were ß-pinene (31.9%), α-pinene (13.7%) and 1,8-cineole (9.4%). However, α-pinene (25.9%, 36.3% and 14.1% for leaves, stems and roots, respectively), ß-pinene (9.7%, 11.8% and 7.2% for leaves, stems and roots, respectively) and limonene (22.1%, 24.6% and 16.2% for leaves, stems and roots, respectively) were the major compounds of H. sanhan. In addition, α-humulene (15.9%) was present in larger amounts in the leaf oil while the root oil contained the largest proportion of methyl chavicol (43.7%).

Chemical constituents of essential oils from the leaves, stems, roots and fruits of Alpinia polyantha.

The essential oils obtained from the leaves, stems, roots and fruits of Alpinia polyantha D. Fang (Zingiberaceae) have been studied. The leaf oil was comprised mainly of camphor (16.1%), α-pinene (15.2%) and ß-agarofuran (12.9%), while the major constituents of the stem oil were α-pinene (12.4%), ß-cubebene (10.6%), ß-agarofuran (10.3%) and globulol (8.8%). However, ß-cubebene (12.6%), fenchyl acetate (10.8%), ß-maaliene (9.0%), aristolone (8.8%) and α-pinene (8.2%) were the compounds occurring in higher amounts in the root oil. The quantitatively significant compounds of the fruit oil were δ-cadinene (10.9%), ß-caryophyllene (9.1%), ß-pinene (8.7%) and α-muurolene (7.7%).

Volatile constituents of Amomum maximum Roxb and Amomum microcarpum C. F. Liang & D. Fang: two Zingiberaceae grown in Vietnam.

The chemical composition of essential oils obtained from the hydrodistillation of different parts of Amomum maximum Roxb and Amomum muricarpum C. F. Liang & D. Fang (Zingiberaceae) grown in Vietnam are reported. The analysis was performed by means of gas chromatography-flame ionisation detectoorand gas chromatography coupled with mass spectrometry. The major compounds identified in the oils of A. maximum were ß-pinene (20.4-40.8%), α-pinene (6.8-15.0%), ß-elemene (2.5-12.8%) and ß-caryophyllene (2.3-10.3%). Moreover, ß-phellandrene (11.6%) was present in the root oil. The main compound identified in all the oil samples of A. muricarpum was α-pinene (24.1-54.7%) and ß-pinene (9.2-25.9%). In addition, limonene (7.4%) and δ-3-carene (9.4%) were present in the leaves and stem oils, respectively. However, while ß-phellandrene (8.3%) could be seen prominent in the root oil, the fruits contained significant amount of zingiberene (6.3%). The largest amount of τ-muurolol (13.0%) was found in the flower oil.

Study on Cinnamomum oils: compositional pattern of seven species grown in Vietnam.

The leaf essential oils of seven Vietnamese species of the genus Cinnamomum were analyzed by gas chromatography-flame ionization detector (GC-FID) and gas chromatography-mass spectrometry (GC/MS). The results showed that the species fall into three groups in which one group contains aromatic components, while the second group contains both terpenes and aromatic constituents and the third group contains only terpene constituents. The first group had only Cinnamomum curvifolium as its member and produced oil rich in benzyl cinnamate and benzyl benzoate. The second group producing mixture of phenylpropanoids and oxygenated monoterpene components includes leaves of Cinnamomum kunstleri (methyl eugenol, terpinen-4-ol and 1,8-cineole) and Cinnamomum mairei (eugenol, 1, 8-cineole, neryl acetate and eugenol acetate). The third group rich in terpene constituents could also be divided into two classes. The first class produced oils rich in monoterpene components and includes Cinnamomum damhaensis (linalool, α-pinene, ß-pinene and 1,8-cineole), Cinnamomum cambodianum (linalool and terpinen-4-ol) and Cinnamomum caryophyllus (1,8-cineole, α-pinene and camphene). The second class contains oil with abundance of sesquiterpene compounds and peculiar to Cinnamomum rigidifolium (α-selinene, ß-caryophyllene and α-copaene). This paper discusses further the chemotaxonomic importance of these results and previous data on essential oils of Cinnamomum species analysed from Vietnam.

Composition of essential oils of four Hedychium species from Vietnam.

BACKGROUND: Vietnam is a country blessed with many medicinal plants widely used as food and for medicinal purposes, and they contain a host of active substances that contribute to health. However, the analysis of chemical constituents of these plant species has not been subject of literature discussion. RESULTS: In this study, the chemical compositions of essential oils of four Hedychium species, obtained by hydrodistillation, were determined by means of gas chromatography-flame ionization detector (GC-FID) and gas chromatography-mass spectrometry (GC-MS) techniques. Individually, α-pinene (52.5%) and ß-pinene (31.8%) were present in the leaf oil of Hedychium stenopetalum Lodd., while linalool (45.2%), (E)-nerolidol (8.7%) and α-pinene (5.0%) were identified in the root. The leaf of Hedychium coronarium J. König was characterized by ß-pinene (20.0%), linalool (15.8%), 1,8-cineole (10.7%), α-pinene (10.1%) and α-terpineol (8.6%); while ß-pinene (23.6%), α-humulene (17.1%) and ß-caryophyllene (13.0%) were identified in the root. Hedychium flavum Roxb., gave oil whose major compounds were ß-pinene (22.5%), α-humulene (15.7%) and ß-caryophyllene (10.4%) in the leaf; α-humulene (18.9%), ß-caryophyllene (11.8%) and ß-pinene (11.2%) in the stem, as well as ß-pinene (21.8%), linalool (17.5%) and 1,8-cineole (13.5%) in the root. The main constituents of Hedychium ellipticum Buch.-Ham. ex Smith were (E)-nerolidol (15.9%), ß-pinene (11.8%) and bornyl acetate (9.2%) in the leaf with 1,8-cineole (40.8%), α-pinene (18.3%) and ß-pinene (11.0%) occurring in the root. CONCLUSIONS: Ubiquitous monoterpenes and sesquiterpenes were identified as characteristic markers for Hedychium species. This work is of great importance for the evaluation of Hedychium essential oils grown in Vietnam.

Chemical composition of essential oils from four Vietnamese species of piper (piperaceae).

The chemical composition of essential oils from four Piper species, Piper retrofractum Vahl., P. boehmeriaefolium (Miq.) C. DC., P. sarmentosum Roxb., and P. maclurei Merr., were analysed by gas chromatography-flame ionization detector (GC-FID) and gas chromatography-mass spectrometry (GC-MS). Nineteen to sixty-four compounds representing 92.0%-98.4% of the total contents were identified in the oil samples. The major constituents identified in P. retrofractum leaf oil were benzyl benzoate (14.4%), myrcene (14.4%), bicycloelemene (9.9%), bicyclogermacrene (7.0%) and ß-caryophyllene (5.3%). On the other hand, the main constituents of P. boehmeriaefolium were α-copaene (28.3%), α-pinene (7.4%) and 1, 8-cineole (5.7%). P. sarmentosum showed a very different chemical profile characterized mainly by aromatic compounds and devoid of monoterpene hydrocarbons. The major constituents were benzyl benzoate (49.1%), benzyl alcohol (17.9%), 2-hydroxy-benzoic acid phenylmethyl ester (10.0%) and 2-butenyl-benzene (7.9%). The leaf of P. maclurei was characterized by higher amount of (E)-cinnamic acid (37.4%) and (E)-nerolidol (19.4%). Moreover, (Z)-9-octadecanoic acid methyl ester (28.0%), (E)-cinnamyl acetate (17.2%), phytol (12.2%) and (E)-cinnamaldehyde (8.8%) were the major compounds identified in the stem oil.

Terpene constituents of the leaves of five Vietnamese species of Clausena (Rutaceae).

This article reports the compounds identified in the leaf oils of five Clauseana species growing in Vietnam. The hydrodistilled oils were analysed for their chemical constituents by using gas chromatography-flame ionisation detector and gas chromatography coupled with mass spectrometry. The major compounds identified in Clausena dentata (Willd.) M. Roem. were α-pinene (21.7%), sabinene (18.3%) and ß-myrcene (14.3%). Clausena dimidiata Tanaka comprised mainly of safrole (56.9%) and α-terpinolene (22.1%). However, 1-menthone (70.6%) and ß-phellandrene (13.0%) were the most abundant compounds of Clausena indica (Dalz.) Oliver. Sesquiterpene compounds represented mainly by ß-caryophyllene (16.7%), spathulenol (11.9%) and bicyclogermacrene (7.5%) were the major constituents of Clausena excavata Burm. f., while those of Clausena engleri Tanaka include bicycloelemene (12.1%), bicyclogermacrene (11.0%) and (E)-nerolidol (6.6%). This is the first report on the chemical analysis of essential oils of C. dimidiata and C. engleri.

Chemical constituents of essential oils from the leaves and stem barks of four Vietnamese species of Fissistigma (Annonaceae).

Chemical profiles of essential oils from four Fissistigma species: Fissistigma bracteolatum Chatt., Fissistigma villosissimum Merr., Fissistigma latifolium (Dunal) Merr. and Fissistigma glaucescens (Hance) Merr. were analysed by gas chromatography-flame ionisation detector and gas chromatography-mass spectrometry. Fissistigma essential oils consist mainly of sesquiterpenes (48.7-83.8%), monoterpenes (3.2-30.9%) and fatty acids (0.5-33.4%). Data on the essential oil composition of F. villosissimum, F. latifolium and F. glaucescens are reported for the first time.

Chemical composition of essential oils from the leaves and stem barks of Vietnamese species of Polyalthia harmandii, Polyalthia jucunda and Polyalthia thorelii.

This article reports the chemical components identified in the essential oil from the leaf and stem barks of Polyalthia harmandii (Pierre) Fin. and Gagnep., Polyalthia jucunda (Pierre) Fin. and Gagnep. and Polyalthia thorelii (Pierre) Fin. and Gagnep. The compounds identified in all the samples were α-pinene (0.2-3.2%), myrcene (0.3-4.1%), (E)-ß-ocimene (0.2-9.6%), bicycloelemene (0.2-18.0%), ß-elemene (0.3-4.9%), ß-caryophyllene (0.1-17.8%), germacrene D (4.4-20.1%), bicyclogermacrene (4.2-27.9%) and δ-cadinene (0.2-4.5%). Besides, benzyl benzoate (9.7%) and ishwarane (8.0%), respectively, were the other prominent compounds in the leaf and stem of P. harmandii. In addition, δ-3-carene (8.2%), α-amorphene (6.5%), ß-phellandrene (5.5%) and ß-pinene (5.1%) were identified in P. jucunda leaf, while sabinene (30.9%) and ß-phellandrene (10.2%) occurred largely in the stem. Moreover, γ-elemene (22.3% and 12.3%), germacrene D (10.5% and 6.9%) and spathulenol (9.1% and 11.8%) were identified in the leaf and stem of P. thorelii, while α-terpinene (7.8%) and ß-gurjunene (5.2%) were identified only in the leaf oil.

Constituents of essential oils from the leaves, stem barks and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam.

The chemical constituents of essential oils from the leaf, stem bark and resins of Canarium parvum Leen., and Canarium tramdenanum Dai et Yakovl. (Burseracea) grown in Vietnam are being reported. The hydrodistilled oils were analysed for their chemical constituents by means of gas chromatography-flame ionisation detector and gas chromatography coupled with mass spectrometry. The main compounds of C. parvum were ß-caryophyllene (18.7%), (E)-ß-ocimene (12.9%), (Z)-ß-ocimene (11.9%), germacrene D (8.8%) and α-humulene (8.4%) in the leaf; ß-caryophyllene (30.4%), α-copaene (20.5%) and (E)-ß-ocimene (7.7%) in the stem. However, germacrene D (23.2%), α-amorphene (14.9%), α-copaene (9.8%) and ß-elemene (8.6%) were present in the resin. The leaf of C. tramdenanum comprises ß-caryophyllene (16.8%), α-phellandrene (15.9%), γ-elemene (13.1%) and limonene (11.8%), while limonene (25.7%), α-phellandrene (21.7%), α-pinene (12.3%) and ß-caryophyllene (10.9%) were present in the stem. However, δ-elemene (14.6%) and bulnesol (16.0%) are the main constituents in the resin.

Analysis of essential oil constituents of three Dasymaschalon species (Annonaceae) from Vietnam.

The compositions of essential oils of the leaves and stem barks of three Vietnamese species of Dasymaschalon J. D. Hooker & Thomson. (Annonaceae) were determined by means of gas chromatography and gas chromatography-mass spectrometry. Dasymaschalon longiusculum (Bân) yielded oils in which the major components were α-pinene (28.9% and 12.5%, respectively), ß-pinene (26.5% and 13.3%, respectively), ß-myrcene (12.0% and 6.0%, respectively) for the leaf and stem. The main compounds of the leaf and stem oils of Dasymaschalon glaucum Merr. & Chun. were α-pinene (14.4% and 10.5%, respectively), ß-pinene (14.4% and 10.3%, respectively) and bicycloelemene (5.2% and 30.0%, respectively). The essential oil of Dasymaschalon robinsonii Jovet-Ast was different, mainly comprising α-copaene (12.7% and 16.6%, respectively), germacrene B (11.3% and 7.5%, respectively), δ-cadinene (5.6% and 5.3%, respectively) for the leaf and stem.

Chemical composition of the leaf oil of Actephila excelsa from Vietnam..

Fresh leaves of Actephila excelsa (Dazl.) Muell. from Vietnam were steam distilled to produce an oil in a yield of 0.15% (v/w). The essential oil was analyzed by a combination of capillary gas chromatography-flame ionization detection (GC-FID) and gas chromatography coupled with mass spectrometry (GC/MS). The main constituents of the oil were the sesquiterpenes γ-elemene (25.7%) and ß-caryophyllene (11.2%). Other significant compounds were methyl salicylate (5.8%), benzyl benzoate (5.2%), (E,E)-farnesylacetone (4.9%), anisole (4.7%), sabinene (4.1%) and menthone (4.0%). This is the first report on the volatile constituents of this plant.

Essential oil compositions of Alphonsea philastreana (Pierre) Pierre ex Finet & Gagnep. and Alphonsea gaudichaudiana (Baill.) Finet & Gagnep. from Vietnam.

Essential oils isolated from the air-dried leaves of Alphonsea philastreana and Alphonsea gaudichaudiana growing in Vietnam have been studied for their constituents by means of gas chromatography with flame ionization detector and gas chromatography coupled with mass spectrometry. Sesquiterpenes were the most prominent class of compound identified in the oils. The quantitatively significant constituents of the oils were (E)-ß-ocimene (6.9% and 8.5%), bicycloelemene (8.9% and 6.3%), ß-caryophyllene (5.1% and 5.9%), α-humulene (5.8% and 4.6%), bicyclogermacrene (9.3% and 6.3%), guaiol (9.0% and 5.2%) and α-eudesmol (8.3% and 5.5%), respectively, for A. philastreana and A. gaudichaudiana. This is the first comprehensive report on the volatile oil constituents of the studied species.

A comparative analysis of essential oils of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. from Vietnam.

Essential oils hydrodistilled from the leaves and stem barks of Goniothalamus macrocalyx Ban., Goniothalamus albiflorus Ban. and Goniothalamus tamirensis Pierre ex Fin. & Gagnep. growing in Vietnam were analysed by gas chromatography (GC) and GC-coupled with mass spectrometry. α-Pinene (1.7-50.0%), ß-pinene (tr-6.8%), ß-myrcene (tr-1.5%), (E)-ß-ocimene (tr-4.6%), ß-caryophyllene (9.9-12.8%), aromadendrene (0.2-6.0%), α-humulene (1.7-6.9%), α-cadinol (1.2-14.5%), δ-cadinene (0.1-10.3%) and n-hexadecanoic acid (0.2-1.9%) were common to the oil samples. α-Pinene (50.0%) was the most abundant single constituent of the leaf oil of G. macrocalyx, whereas the major compounds of the stem were α-cadinol (14.5%), ß-caryophyllene (10.3%) and octadecanoic acid (8.2%). Benzoic acid (18.4%), ß-caryophyllene (12.4%) and α-pinene (10.3%) were present in the leaf of G. albiflorus, whereas limonene (21.2%), ß-caryophyllene (12.8%) and α-phellandrene (9.3%) were identified in the stem. The leaf oil of G. tamirensis was characterised by abundance of α-pinene (33.4%), viridiflorol (18.5%) and ß-caryophyllene (12.4%), whereas γ-gurjunene (11.2%), ß-caryophyllene (10.9%) and δ-cadinene (10.3%) predominates in the stem oil.

Essential oils from five species of Annonaceae from Vietnam.

The essential oils obtained by hydrodistillation from the leaves of five species of Annonaceace grown in Vietnam were analyzed by gas chromatography (GC) coupled with mass spectrometry (GC/MS). The main constituents of Artabotrys hongkongensis Hance were the sesquiterpenes spathulenol (13.1%), beta-caryophyllene (6.6%), gamma-elemene (6.3%) and delta-cadinene (6.3%). beta-Caryophyllene (12.1%), bicycloelemene (11.2%) and bicyclogermacrene (11.6%) were the predominant components of the oil of Melodorum fruticosum Lour, whereas the oil of Polyalthia longifolia var. pendula Hort was comprised mainly of beta-caryophyllene (30.0%), alpha-zingiberene (21.7%), aromadendrene (15.2%) and beta-selinene (9.1%). The main constituents of Fissistigma maclurei Merr. were germacrene D (26.1%), alpha-terpinene (8.2%), spathulenol (10.0%), and bicyclogermacrene (6.6%), while alpha-santalene (14.3%), beta-caryophyllene (6.3%), terpinen-4-ol (6.3%), caryophyllene oxide (5.7%), trans-alpha-bergamotene (5.3%) and allo-ocimene (5.3%) were identified in significant quantity from Fissistigma rufinerve (Hook.f. & Thomson) Merr.