1.Studies on chemical constitutes from callus cultures of Stellera chamaejasme.
Lirui QIAO ; Lin YANG ; Dewu ZHANG ; Jianhua ZOU ; Jungui DAI
China Journal of Chinese Materia Medica 2011;36(24):3457-3462
From callus cultures of Stellera chamaejasme, 17 compounds were isolated. Based on their physical and chemical data and spectroscopic analysis, they were identified as syringaresinol (1), medioresinol (2), pinoresinol (3), (1R, 2S, 5R, 6S)- 2-(4- hydroxyphenyl)-6-(3-methoxy-4-hydroxyphenyl)-3, 7-dioxabicyclo [3, 3, 0] octane (4), epipinoresinol (5), caruilignan D (6), 3-oxo-guai-4-ene-11, 12-diol (7), (-) -lariciresinol (8), tetrahydro-2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxyphenyl) methyl]-3-furanmethanol (9), 5'-methoxylariciresinol (10), vladinol D (11), cyclo (L-Pro-L-Val) (12), oxomatairesinol (13), (+) -guayarol (14); acutissimalignan B (15), isolariciresinol (16), and beta-sitosterol (17), respectively. Among these compounds, 12 was a cyclodipeptide, 7 was a sesquiterpene, and the others except 17 were lignans. All compounds were first isolated from callus cultures of S. chamaejasme.
Lignans
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analysis
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Thymelaeaceae
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chemistry
2.Diterpenoids from Chinese eaglewood.
Lin YANG ; Lirui QIAO ; Dan XIE ; Jungui DAI ; Shunxing GUO
China Journal of Chinese Materia Medica 2011;36(15):2088-2091
Column chromatography on silica gel, Sephadex LH-20, semi-preparative HPLC were used to separate and purify the compounds from the petroleum ether and ethanol extract of Chinese eaglewood. Nine compounds were isolated. On the basis of their spectroscopic data, their structures were identified as dehydroabietic acid (1), methyl dehydroabietate (2), methyl 7-oxodehydroabietate (3), 7alpha, 15-dihydroxydehydroabietic acid (4), 7alpha-hydroxypodocarpen-8(14)-en-13-on-18-oic acid (5), pimaric acid (6), pimarol (7), 18-norpimara-8 (14), and 15-dien-4alpha-ol (8), 18-norisopimara-8 (14), 15-dien-4beta-ol (9). All of the compounds were isolated from this plant for the first time, and compounds 5, 8 and 9 are norditerpenoids.
Diterpenes
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chemistry
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isolation & purification
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Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Plants, Medicinal
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chemistry
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Thymelaeaceae
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chemistry
3.Further chemical investigation of leaves of Aquilaria Sinensis.
Fang XIA ; Jian SUN ; Yong JIANG ; Peng-Fei TU
China Journal of Chinese Materia Medica 2013;38(19):3299-3303
To comprehensively utilize the rich resource of Aquilaria sinensis,the ethanol extract of the leaves of A. sinensis was further chemically investigated, which led to the isolation of 12 compounds. By means of 'H- , "C-NMR, and ESI-MS data, and through comparison with those reported in literatures,their structures were identified as iriflophenone 2-(O-a-L)-rhamnoside(1) ,4'-hydroxy-5 methoxyflavone-7-O-glucoxyloside (2) ,7,3',5'-tri-O-methyltricetin(3) ,7-O-beta-D-glucopyranoside of 5-O-methylapigenin(4) ,2-phenyl-ethyl-D-glucopyranoside( 5), salidroside, (6) , benzyl alcohol O-beta-D-glucopyranoside (7) , 2, 6-dimethoxy-4-hydroxyphenol-1-O-beta-D-glucopyranoside(8) ,vanilloloside(9) , ( + ) -syringaresinol( 10) ,beta-tocopherol( 11) and stigmast-5-ene-3beta,7alpha-diol( 12). Among them, compounds 2,3,5-9,11 and 12 were isolated from this genus for the first time. This research hopefully provides valuable data for the further utilization and development of the leaves of A. sinensis.
Glucosides
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analysis
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Glycosides
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analysis
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Phenols
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analysis
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Plant Extracts
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chemistry
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Plant Leaves
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chemistry
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Saponins
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analysis
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Thymelaeaceae
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chemistry
4.Studies on chemical constituents of leaves of Aquilaria sinensis.
Chunxiao NIE ; Yuelin SONG ; Dong CHEN ; Peifeng XUE ; Pengfei TU ; Keyuan WANG ; Jinming CHEN
China Journal of Chinese Materia Medica 2009;34(7):858-860
OBJECTIVETo investigate the chemical constituents of the leaves of Aquilaria sinensis, and provide a certain of basis for the comprehensive uses of the plant of A. sinensis.
METHODThe chemical constituents were isolated by various column chromatographic method. The structures were identified by spectral analyses of NMR, MS, et al.
RESULTThirteen compounds were isolated and identified as 7-hyroxy-5, 4'-dimethoxy flovone (1), 5-hydroxy-7, 4'-dimethoxy flavone (2), luteolin-7-3',4'-trimethyl (3), isocorydine (4), 4-hydroxybenzoic acid (5), triacontenoic (6), hentriacontane (7), alpha-stigmasterol (8), epifriedelanol (9), friedelan (10), friedelin (11), genkwanin (12), 5, 4'-dihyroxy-7, 3'-dimethoxy flovone (13).
CONCLUSIONCompound 4 was obtained from this genus for the first time, compounds 1, 6-11, 13 were obtained from this species for the first time.
Magnetic Resonance Spectroscopy ; Organic Chemicals ; analysis ; chemistry ; isolation & purification ; Plant Leaves ; chemistry ; Thymelaeaceae ; chemistry
5.Advances on chemical constituents and bioactivities of genus Stellera.
Yun-yun YE ; Lu HAN ; Ping WEI ; Guo-zhu SU ; Tian-tian SU ; Chang-cai BAI
China Journal of Chinese Materia Medica 2015;40(22):4324-4332
Advance on chemical constituents and pharmacological activities of Stellera plants have been conducted. The chemical constituents include terpenes, coumarins, flavonoids, lignans, volatile oils, and other compounds. Pharmacological studies showed that diterpenoids and biflavones showed strong activities, such as antitumor, anti-HIV, and immune regulations. This review hopes to provide a scientific basis for further research and explorations of the medicinal values of the genus.
Animals
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Drugs, Chinese Herbal
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chemistry
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pharmacology
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Humans
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Molecular Sequence Data
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Molecular Structure
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Thymelaeaceae
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chemistry
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classification
6.Studies on phenolic compounds from Stellera chamaejasme.
Bao-Min FENG ; Xiao-Jie GONG ; Li-Ying SHI ; Ge JIANG ; Yue-Hu PEI ; Yong-Qi WANG
China Journal of Chinese Materia Medica 2008;33(4):403-405
OBJECTIVETo study the chemical constituents of the roots of Stellera chamaejasme.
METHODThe chemical constituents were separated and purified by chromatographic method after solvent extraction and were identified by spectroscopic analysis.
RESULTTwo phenolic compounds were obtained and determined as stelleranol (1) and umbelliferone-7-O-glucoside (2).
CONCLUSIONCompound 1 was a new compound, and compound 2 was isolated from this plant for the first time.
Magnetic Resonance Spectroscopy ; Molecular Structure ; Phenols ; chemistry ; isolation & purification ; Thymelaeaceae ; chemistry
7.Antitumor components screening of Stellera chamaejasme L. under the case of discrete distribution of active data.
Qian-Xu YANG ; Meng-Chun CHENG ; Li WANG ; Xiao-Xi KAN ; Xiao-Xin ZHU ; Hong-Bin XIAO
Acta Pharmaceutica Sinica 2014;49(6):927-931
This is to report the screening, extracting and validating antitumor components and compounds from Stellera chamaejasme L. under the case of discrete distribution of active data. In this work, different components from Stellera chamaejasme L. were collected by HPD macroporous resin and polyamide resin column, and their antitumor activity on A549 were tested by MTT assay. Activity results indicate that activity of components at 30-39 min is more potent than that of Stellera chamaejasme L. extract, and the activity of components at 33.97 min is equivalent to positive drug, cis-platinum at 100 microg x mL(-1), but with totally different mode of action. Under the case of discrete activity, the weight analysis is capable of screening active components and compounds from natural products.
Antineoplastic Agents, Phytogenic
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pharmacology
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Cell Line, Tumor
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Drug Screening Assays, Antitumor
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Humans
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Thymelaeaceae
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chemistry
8.Chemical constituents of endophytic fungus Nodulisporium sp. A4 from Aquilaria sinensis.
Dongli LI ; Zhengchao WU ; Yuchan CHEN ; Meihua TAO ; Weimin ZHANG
China Journal of Chinese Materia Medica 2011;36(23):3276-3280
OBJECTIVETo investigate the chemical constituents of an endophytic fungus, Nodulisporium sp. A4, from the medicinal plant Aquilaria sinensis and search for antitumor natural products.
METHODThe fungus was cultured in liquid medium and extracted with EtOAc. The compounds were isolated by various chromatographic methods (silica gel, reverse silica gel, Sephadex-LH20, preparative TLC and so on) and recrystallization. Structural elucidation was conducted by extensive analysis of spectroscopic data as well as by comparison with literature reports. The antitumor activity of isolated compounds was tested by MTT method in vitro.
RESULTSeven compounds were isolated and identified from the broth culture, their structures were determined to be 5-methyl-2-vinyltetrahydrofuran-3-ol (1), 6-methyl-2-(5-methyl-5-vinyltetrahydrofuran-2-yl) hept-5-en-2-ol (2), 6alpha-hydroxycyclonerolidol (3), rel-(1S,4S, 5R,7R,10R)-10-desmethyl-1-methyl-11-eudesmene (4), tyrosol (5), 8-methoxynaphthalen-1-ol (6), and 1,8-dimethoxynaphthalene (7). Three compounds were isolated and identified from the mycelia as ergosterol (8), ergosterol peroxide (9), and cerevisterol (10). The in vitro pharmalogical evaluation results displayed that compounds 3 and 4 showed 89.1%, 44.2% and 82.3%, 79.8% inhibition against tumor cell lines SF268 and NCI-H460 at 100 mg x L(-1), respectively.
CONCLUSIONCompound 1 was a new natural product, compounds 2, 3, 7 and 10 were reported from the genus Nodulisporium sp. for the first time. Compounds 3 and 4 exhibited weak inhibitory effects on the proliferation of tumor cell lines SF268 and NCI-H460.
Cell Line, Tumor ; Cell Proliferation ; drug effects ; Endophytes ; chemistry ; Humans ; Organic Chemicals ; chemistry ; isolation & purification ; pharmacology ; Thymelaeaceae ; microbiology ; Xylariales ; chemistry
9.Structural elucidation of two new megastigmane glycosides from the leaves of Aquilaria sinensis.
Jian SUN ; Fang XIA ; Shu WANG ; Ke-Yuan WANG ; Jin-Ming CHEN ; Peng-Fei TU
Chinese Journal of Natural Medicines (English Ed.) 2015;13(4):290-294
The present study was designed to determine the chemical constituents and identify new components of the leaves of Aquilaria sinensis (Lour.) Gilg. The compounds were isolated and purified by repeated silica gel, Sephadex LH-20, and ODS column chromatography and their structures were elucidated by NMR and HR-ESI-MS spectrometry. Eight megastigmane glycosides and two cucurbitacins were isolated and identified as (9S) megastigma-4,7-diene-2,3,9-triol 9-O-β-D-glucopyranoside (1), (9S) megastigma-4(13),7-diene-3,6,9-triol 9-O-β-D-glucopyranoside (2), macarangloside D (3), corchoionoside C (4), staphylionoside H (5), (+) 3-oxo-α-ionol-β-D-glucopyranoside (6), (-) 3-oxo-α-ionol-β-D-glucopyranoside (7), citroside B (8), 2-O-β-D-glucopyranosyl cucurbitacin I (9), bryoamaride (10). Compounds 1 and 2 were newly identified megstigmane glucosides and reported from this genus for the first time.
Chromatography, Liquid
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Cucurbitacins
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chemistry
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Cyclohexanones
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chemistry
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Glucosides
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chemistry
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isolation & purification
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Magnetic Resonance Spectroscopy
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Norisoprenoids
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chemistry
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isolation & purification
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Plant Leaves
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chemistry
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Thymelaeaceae
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chemistry
10.Composition analysis,antioxidative and antibacterial activities comparison of agarwood oils extracted by supercritical and steam distillation.
Cheng-Piao TIAN ; Ya-Ling SONG ; Hai-Tang XU ; Si-Qi NIU ; Zhi-Hong WU ; Li-Qun SHEN
China Journal of Chinese Materia Medica 2019;44(18):4000-4008
Agarwood is a traditional and precious medicinal material and natural spice in China and other southeast Asian countries.As the head of all spices,agarwood has many pharmacological activities such as analgesia,antidiarrheal,anti-inflammatory and antibacterial effects. Due to its high price and scarce resources,there were just a few previous studies on it,mainly focusing on the chemical compositions of the agarwood essential oil and solvent extract mixture. The components of agarwood oils obtained by supercritical extraction and steam distillation were analyzed by using Gas Chromatography-Mass Spectrometer( GC-MS),and then the agarwood oils compositions and contents were compared between the traditional extraction method and the recently emerging supercritical extraction method. Antioxidant experiments of scavenging DPPH,ABTS,hydroxyl radical,total reducing power and MIC experiments of five kinds of tester strains such as staphylococcus aureus were combined to illustrate the differences between these two kinds of agarwood oils in terms of antioxidant and bacteriostatic activities. The results showed that the main components of agarwood oil were sesquiterpenoids( 68. 68%) in steam distillation extraction method,but sesquiterpenoids( 23. 78%) and chromones( 29. 42%) in supercritical extraction method. Fourteen common components included benzyl acetone,α-santalol,γ-eudesmol,agarospirol and guaiol etc. The antioxidant activity and inhibitory MIC of agarwood oils in supercritical extraction method were better than those in steam distillation method,and the inhibitory effect of agarwood oil on the growth of bacillus subtilis was found for the first time.
Anti-Bacterial Agents/pharmacology*
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Antioxidants/pharmacology*
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China
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Distillation/methods*
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Oils, Volatile/pharmacology*
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Plant Oils/pharmacology*
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Steam
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Thymelaeaceae/chemistry*
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Wood/chemistry*