The Occurrence of Caryophyllene in Eucalyptus globulus Labill

Abstract

The volatile oil of the powdered air dried leaves of Eucalyptus globulus Labillardière was extracted by steam distillation. Thin layer chromatography indicated that cineole was the major component of the oil. An unknown component of identical Rf to caryophyllene was separated on a silica gel chromatographic system. Mass spectrometry confirmed, by precise mass measurement and comparison with authentic material, that the unknown was caryophyllene. T.L.C. of ether-extracted leaves also showed caryophyllene to be present confirming our belief that caryophyllene is not a degradation product of the isolation procedure. This is the first confirmed report that caryophyllene is a component of the volatile oils of Eucalyptus species.     

分光光度法测定蓝桉果实总三萜酸

目的:建立香草醛 冰醋酸体系分光光度法测定蓝桉果实中总三萜酸的方法。方法:利用在高氯酸的条件下香草醛 冰醋酸 与三萜酸的反应测定总三萜酸。结果:总三萜酸在17.64～105.84μg范围呈良好线性关系,测定样品回收率为95.22%。结论:该法 简便、快速、灵敏。     

GC—MS对蓝桉果实及大叶桉果实挥发油成分研究

目的:用气相色谱-质谱法对蓝桉果实和大叶桉果实挥发性成分进行研究。方法:采用水蒸气蒸馏法从2种中药中提取挥发油,然后经毛细管色谱柱进行分离,用归一化法计算含量。色谱条件:DB-WAX石英毛细管柱(30 m×0.32mm,0.25μm),柱温条件:起始温度40℃(3 min)5℃·min-1 250℃(10 min),MS检测器,进样量1μL,载气He(1.0 mL·min-1)。质谱分析条件:电离方式为EI,离子源温度200℃,电子能量70 eV。结果:蓝桉果实挥发油中鉴定出31个成分,大叶桉果实中鉴定出34个成分,两者指纹谱存在较大差异。结论:本法可靠,可用于2种果实化学成分的鉴别。     

A new bisabolene derivative from the essential oil of Prangos uechtritzii fruits

The fruits of endemic Prangos uechtritzii Boiss. & Hausskn. (Umbelliferae) were subjected to hydrodistillation and microdistillation. The resulting volatiles were investigated by GC-MS to determine the composition of the essential oils. 109 compounds representing 86.7% and thirty-two compounds representing 90.0% were identified and isolated by two different techniques, respectively. Column chromatography of the essential oil yielded a new bisabolene ether (7-epi-1,2-dehydrosesquicineole), which was characterized by spectral methods (GC-FTIR, 1D-, 2D NMR and HRESIMS).     

Hydrolyzable tannins and related polyphenols from Eucalyptus globulus

Eucaglobulin (1), a new complex of gallotannin and monoterpene, was isolated from the leaves of Eucaloptus globulus. Its structure was elucidated on the basis of spectral data. Four known hydrolyzable tannins [tellimagrandin I (2), eucalbanin C (3), 2-O-digalloyl-1,3,4-tri-O-galloyl-beta-D-glucose (4), 6-O-digalloyl-1,2,3-tri-O-galloyl-beta-D-glucose (5)], as well as gallic acid (6) and (+)-catechin (7), were also isolated. The antibacterial effects of some of these compounds were examined.     

Two new ellagic acid rhamnosides from Punica granatum heartwood

From Punica granatum heartwood two new ellagic acid rhamnosides, 3- O-methylellagic acid 4-O-alpha-L-rhamnopyranoside (1) and 3,4'-O-dimethylellagic acid 4-O-alpha-L-rhamnopyranoside (2) were isolated together with brevifolincarboxylic acid, 3-O-methylellagic acid and 4,4'-O-dimethylellagic acid.     

单叶细辛中一个新的马兜铃酸类化合物

为了研究单叶细辛(Asarum himalaicum)的化学成分,利用溶剂提取、硅胶柱色谱、凝胶(SephadexLH-20)柱色谱和半制备型高效液相色谱(semi-preparative high performance liquid chromatography,HPLC)等手段进行分离、纯化,从单叶细辛全草中共分离鉴定了15个化合物。其结构经1H NMR、13C NMR、HR-ESI-MS等谱学方法分别鉴定为4-去甲氧基马兜铃酸BII(4-demethoxyaristolochic acid BII,1)、马兜铃酸I(aristolochicacid I,2)、马兜铃酸Ia(aristolochic acid Ia,3)、7-羟基马兜铃酸I(7-hydroxyaristolochic acid I,4)、马兜铃酸IV(aristolochic acid IV,5)、马兜铃次酸II(aristolic acid II,6)、青木香酸(debilic acid,7)、马兜铃内酰胺I(aristololactam I,8)、9-羟基马兜铃内酰胺I(9-hydroxyaristololactam I,9)、7-...     

Two new ellagic acid glycosides from leaves of Diplopanax stachyanthus

Two new ellagic acid glycosides, named stachyanthuside A (1) and B (6), have been isolated along with four known ellagic compounds (2-5) from the leaves of Diplopanax stachyanthus. The structures of the new compounds were established as 3'-O-methylellagic acid 4-O-beta--glucopyranoside (1) and 3,3',4'-tri-O-methylellagic acid 4-O-beta--(2'-acetyl)-glucopyranoside (6) on the basis of detailed spectroscopic analysis and comparison with related model compounds.     

A new thiaziedione from the fruits of Xanthium sibiricum

A novel sulphur-containing compound named xanthiazinone (1) was isolated from the ethanolic extract of the fruits of Xanthium sibiricum, along with four known compounds, xanthiazone (2), xanthiside (3), xanthienopyran (4) and 5-hydroxypyrrolidin-2-one (5). Their structures were determined on the basis of spectroscopic techniques.     

A new thiaziedione from the fruits of Xanthium sibiricum

A novel sulphur-containing compound named xanthiazinone (1) was isolated from the ethanolic extract of the fruits of Xanthium sibiricum, along with four known compounds, xanthiazone (2), xanthiside (3), xanthienopyran (4) and 5-hydroxypyrrolidin-2-one (5). Their structures were determined on the basis of spectroscopic techniques.     

A new ascorbic acid derivative and two new terpenoids from the leaves and twigs of Rhododendron decorum

The phytochemical study of the ethanol extract of the leaves and twigs of Rhododendron decorum afforded a new ascorbic acid derivative (1), a new ionone analogue (2), a new ursane-type triterpenoid glucoside (3), and four known compounds (4?7). The structures were elucidated by spectroscopic analyses, including HRESIMS, 1D, and 2D NMR. The anti-neuroinflammatory activities of the compounds were evaluated by measuring inhibitory effects of LPS-induced NO production in BV2 cells.     

A new sesquiterpene ester from the fruits of Celastrus orbiculatus

From the fruits of Celastrus orbiculatus Thunb. a new beta-dihydroagarofuran sesquiterpene ester named 1beta,2beta,13-triacetoxy-9alpha-cinnamoyloxy-beta-dihydroagarofuran (1) has been isolated along with two known compounds, 6alpha-acetoxy-1beta,9beta-dibenzoyloxy-8beta-hydroxy-beta-dihydroagarofuran (2), and 1beta, 6alpha-diacetoxy-9beta-benzoyloxy-8beta-hydroxy-beta-dihydroagarofuran (3). Their structures were elucidated on the basis of spectroscopic data.     

A new sesquiterpene ester from the fruits of Celastrus orbiculatus

From the fruits of Celastrus orbiculatus Thunb., a new dihydroagarofuran sesquiterpene ester named 6alpha,13[beta-diacetoxy-1beta,8beta,9beta-tribenzoyloxy-beta-dihydroagarofuran (1) has been isolated, along with three known compounds: 1beta,6alpha,8beta-triacetoxy-9alpha-benzoyloxy-beta-agarofuran (2), 1beta,6alpha-diacetoxy-9alpha-benzoyloxy-beta-dihydroagarofuran (3) and beta-sitostrol (4). The structure of 1 was elucidated on the basis of spectroscopic methods.     

A new sesquiterpene ester from the fruits of Celastrus orbiculatus

From the fruits of Celastrus orbiculatus Thunb., a new dihydroagarofuran sesquiterpene ester named 6α,13β-diacetoxy-1β,8β,9β-tribenzoyloxy-β-dihydroagarofuran (1) has been isolated, along with three known compounds: 1β,6α,8β-triacetoxy-9α-benzoyloxy-β-agarofuran (2), 1β,6α-diacetoxy-9α-benzoyloxy-β-dihydroagarofuran (3) and β-sitostrol (4). The structure of 1 was elucidated on the basis of spectroscopic methods.     

A new benzofuran derivative from Nicotiana tabacum

A new benzofuran derivative, methyl 3-acetyl-7-hydroxy-6-methoxy-2-methylbenzofuran-4-carboxylate (1), and a known compound pyrrolezanthine (2), were isolated from leaves of Nicotiana tabacum. Compound 1 was elucidated by means of spectroscopic methods, as well as X-ray diffraction. Both compounds 1 and 2 exhibited moderate inhibitory activities on human cancer cell lines.     

A new naphthaquinone derivative from Chirita eburnea

A new compound, methyl 3-(4'-hydroxyphenethylamino)-1,4-dihydro-1,4-dioxonaphthalene-2-carboxylate (1) was isolated from Chirita eburnea. Its structure was elucidated on the basis of 1D NMR, 2D NMR and MS analysis.     

A new inositol derivative from Prenanthes macrophylla

A new chiro-inositol ester, 4-hydroxyphenylacetyl-3-d-chiro-inositol ester (1), was isolated from the whole plants of Prenanthes macrophylla Franch., along with 10 known compounds, 4-hydroxyphenylacetic acid (2), trans-ethyl caffeate (3), cis-ethyl caffeate (4), protocatechualdehyde (5), luteolin (6), luteolin-7-O-β-d-glucoside (7), 15-hydroxy-2-oxo-guai-3-en-1α,5α,6β,7α,10α,11βH-12,6-olide (8), 15-glucopyranosyloxy-2-oxo-guaia-3,11(13)-dien-1α,5α,6β,7α,10αH-12,6-olide (9), ursolic acid (10), and oleanolic acid (11). Their structures were elucidated on the basis of spectroscopic analyses including HR-ESI-MS, ESI-MS, (1)H and (13)C NMR, HSQC, HMBC, and ROESY, and chemical evidences.     

A new acylated flavone glycoside from the fruits of Stocksia brauhica

Phytochemical investigations of the fruits of Stocksia brauhica (Sapindaceae) resulted in the isolation of a new acylated flavone glycoside. Its structure of the new compound brauhenefloroside D (1) was established as 3-O-[(alpha-L-rhamnopyranosyl)oxy]-7-O-[(acetyl)-beta-D-glucopyranosyl (1 --> 4)]-[6-O-(4-hydroxy-E-cinnamoyl)-beta-D-glucopyranosyl-(1 --> 2)-alpha-L-rhamnopyranosyl)-oxy]-kaempferol. The structure elucidation of the new compound was based primarily on 1D and 2D NMR analysis, including COSY, HMBC and HMQC correlations.