1.A new flavonostilbene glycoside from roots of Polygonum multiflorum.
Qiu-Jie XIE ; Shuo-Guo LI ; Xiao-Jun HUANG ; Zhen-Long WU ; Wen-Cai YE ; Ying WANG
China Journal of Chinese Materia Medica 2020;45(5):1114-1119
Polygonflavanol B(1), a new flavonostilbene glycoside, was isolated from the roots of Polygonum multiforum(Polygonaceae) by various column chromatography methods including macroporous resin HP-20, silica gel, Sephadex LH-20, and preparative HPLC. The structure with absolute configuration of the new compound was identified by its physicochemical properties, spectroscopic data, ECD calculation, and chemical method.
Fallopia multiflora/chemistry*
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Flavonols/isolation & purification*
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Glycosides/isolation & purification*
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Plant Roots/chemistry*
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Stilbenes/isolation & purification*
2.Determination of 7 flavonol glycosides in Ginkgo biloba reference extract.
Jing-hui WANG ; Jing CHEN ; Meng-meng WANG ; Xin-tong FU ; You-gen CHEN ; Hong-zhu GUO
China Journal of Chinese Materia Medica 2015;40(20):4018-4021
Six flavonol glycosides were isolated and calibrated from Ginkgo biloba extract, and then used to calibrate the content in 2 baiches of G. biloba reference extract, so was rutin. RSD values of rutin, kaempferol-3-O-rutinoside, kaempferol-3-O-rhamnoside-2-glu- coside, quercetin-3-O-rhamnop-yranosyl-2-O-(6-O-p-coumaroyl)-glucoside, kaempferol-3-O-rhamnopyranosyl-2-O-(6-O-p-coum-aroyl) - glucoside were around 1.1%-4.6%, nevertheless, RSD values of quercetin-3-O-glucoside and isorhamnetin-3-O-rutinoside were more than 5%. According to the results, the reference extract of G. biloba can be used as the substitute to determine rutin, kaempferol-3-O- rutinoside, kaempferol-3-O-rhamnoside-2-glucoside, quercetin-3-O-rhamnopyranosyl-2-O-(6-O-p-coumaroyl)-glucoside and kaempferol-3-0-rhamnopyranosyl-2-O-(6-O-p-coumaroyl)-glucoside instead of corresponding reference substances. So reference extract in place of single component reference in assay is feasible.
Drugs, Chinese Herbal
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chemistry
;
isolation & purification
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Flavonols
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chemistry
;
isolation & purification
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Ginkgo biloba
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chemistry
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Glucosides
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chemistry
;
isolation & purification
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Molecular Structure
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Spectrometry, Mass, Electrospray Ionization
3.Chemical constituents from Solanum coagulans.
China Journal of Chinese Materia Medica 2015;40(2):264-268
Ten compounds, including five steroidal saponins and five flavonol glycosides, were isolated from the whole plant of Solanum coagulans by means of column chromatographies over silica gel, ODS, Sephadex LH-20, and preparative HPLC. Based on analysis of MS and NMR spectroscopic data, their structures were established as anguiviosides XV (1), smilaxchinoside A (2), methylprotodioscin (3), protodioscin (4), solamargine (5), 3', 4', 5-trihydroxy-7-methoxy-6-C-β-D-glucopyranoside (6), brainoside B (7), camsibriside A (8), kampferol 3-O-(2"-β-D-galactopyranosyl)-β-D-glucopyranoside (9), and quercetin-3-O-(2"-β-D-galactopyranosyl)-β-D-glucopyranoside (10). All the compounds were first isolated from this plant. In the in vitro assays, compounds 4 and 5 showed cytotoxic activity against SMCC-7721 and NCI-H460.
Cell Line, Tumor
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Flavonols
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chemistry
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isolation & purification
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pharmacology
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Humans
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Saponins
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chemistry
;
isolation & purification
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pharmacology
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Solanum
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chemistry
4.A new flavonol C-glycoside and a rare bioactive lignanamide from Piper wallichii Miq. Hand.-Mazz.
Pei-Pei WANG ; Guo-Wei ZHAO ; Wen XIA ; En-Ji HAN ; Lan XIANG
Chinese Journal of Natural Medicines (English Ed.) 2014;12(5):377-381
This study was conducted to investigate the chemical constituents of Piper wallichii (Miq.) Hand.-Mazz. and evaluate their biological activity. Compounds were isolated by various column chromatographic methods, and their structures were elucidated on the basis of physical characteristics and spectral data. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity and acetylcholinesterase (AChE)-inhibitory activity of the compounds were evaluated. Five compounds were obtained and identified as 8-C-β-D-glucopyranosylkaempferol-3-O-β-D-glucopyranoside (1), 1, 2-dihydro-6,8-dimethoxy-7-hydroxy-1-(3, 5-dimethoxy-4-hydroxyphenyl)-N(1), N(2)-bis-[2-(4-hydroxyphenyl)ethyl]-2, 3-naphthalene dicarboxamide (2), goniothalactam (3), aristololactam A IIIa (4) and piperlonguminine (5). Compound 1 was a new flavonol C-glycoside, 2 was a rare lignanamide, which was isolated from the family Piperaceae for the first time, and compound 3 was isolated from this plant for the first time. Among them, 2 showed potent DPPH-scavenging activity, with IC50 of 31.38 ± 0.97 μmol·L(-1); Compounds 2, 3, and 4 showed AChE inhibitory activity at 100 μmol·L(-1), with inhibition rates of 28.57% ± 1.47%, 18.48% ± 2.41% and 17.4% ± 3.03%, respectively.
Drugs, Chinese Herbal
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chemistry
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isolation & purification
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Flavonols
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chemistry
;
isolation & purification
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Glycosides
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Molecular Structure
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Monosaccharides
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chemistry
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isolation & purification
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Piper
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chemistry
5.Dynamic change of flavonoids' content in various extent of cortex moutan carbonisatum.
Anwei DING ; Li ZHANG ; Xuelong ZHAO ; Xian LI
China Journal of Chinese Materia Medica 2009;34(8):965-968
OBJECTIVEStudy on the of content variety of flavonoids in the course of processing Cortex Moutan,and discuss the preparation mechanism of Cortex Moutan Carbonisatum (CMC).
METHODHPLC method was developed for the determination of flavonoids in various extent of CMC, the sample was extracted by ultrasound 30 min twice along with ethanol 50 mL. Chromatographic conditions were as follows: wavelength 360 nm, gradient eluant of methanol--0.5% per hundred trifluoroacetic acid.
RESULTThe content of the three flavonoids cuts down along with the processing time and the rising temperature.
CONCLUSIONThe impact of various extent of processing on flavonoids content of the CMC is very great. The overall trend is that high temperature and long time lead to the lower of the content of flavonoids. This provides a basis data for the further study on the hemostatic mechanism and quality control of CMC.
Chromatography, High Pressure Liquid ; Drugs, Chinese Herbal ; chemistry ; Flavonoids ; chemistry ; isolation & purification ; Flavonols ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Paeonia ; chemistry ; Quercetin ; chemistry ; isolation & purification ; Temperature
6.Studies on chemical constituents of Arachniodes rhomboidea.
Wei FANG ; Jin-Lan RUAN ; Zhong WANG ; Ya-Ling CAI
China Journal of Chinese Materia Medica 2008;33(6):649-650
OBJECTIVETo study chemical constituents of Arachniodes rhomboidea.
METHODSilica gel column chromatography and Sephadex LH -20 gel column chromatography were employed for the isolation and purification. The structures were identified on the basis of spectral data and chemical methods.
RESULTSix compounds were isolated and identified as follows: kaempferol (1), kaempferol-3-O-alpha-L-rhamnoside (2), kaempferol-3-O-beta-D-glucoside (3), kaempferol-3, 7-O-alpha-L-dirhamnoside (4), quercetin-3-O-beta-D-glucoside (5), kaempferol-3-O-beta-D-rutinoside (6).
CONCLUSIONCompouds 1-6 were isolated from this plant for the first time.
Chromatography, Gel ; Dryopteridaceae ; chemistry ; Flavonols ; analysis ; isolation & purification ; Magnetic Resonance Spectroscopy
7.A new flavonol glycoside from Baeckea Frutescens L.
Wen-jie LU ; Qi-kang YA ; Jia-yuan CHEN ; Bu-ming LIU
Acta Pharmaceutica Sinica 2008;43(10):1032-1035
To study the chemical constituents of the traditional Chinese herb Baeckea Frutescens L., a new flavonol glycoside, named 6, 8-dimethylkaempferol-3-O-alpha-L-rhamnoside (1), together with seven known compounds: quercetin (2), quercetin-3-O-alpha-L-rhamnoside (3), myricetin (4), myricetin-3-O-alpha-L-rhamnoside (5), gallic acid (6), ursolic acid (7) and 1,3-dihydroxy-2-(2'-methoxylpropionyl)-5-methoxy-6-methylbenzene (8) were isolated by using silica gel column chromatography, polyamide column chromatography and recrytallization. Their structures were identified on the basis of physicochemical properties and spectroscopic analysis. Among them, compounds 2-7 were isolated from this plant for the first time and compound 8 was first isolated from plant.
Flavonoids
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chemistry
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isolation & purification
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Flavonols
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chemistry
;
isolation & purification
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Glycosides
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chemistry
;
isolation & purification
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Kaempferols
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chemistry
;
isolation & purification
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Molecular Structure
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Myrtaceae
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chemistry
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Plants, Medicinal
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chemistry
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Quercetin
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chemistry
;
isolation & purification
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Toluene
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analogs & derivatives
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chemistry
;
isolation & purification
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Triterpenes
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chemistry
;
isolation & purification
8.Chemical constituents in the leave of Rhizophora stylosa L and their biological activities.
Xu-hong YANG ; Huai-biao LI ; Hong CHEN ; Ping LI ; Bo-ping YE
Acta Pharmaceutica Sinica 2008;43(9):974-978
Ten compounds were isolated from the leaves of Rhizophora stylosa, one kind of mangrove plants distributed in the tropical and subtropical areas of the world. Their structures were identified as taraxerone (1), taraxerol (2), beta-sitosterol (3), careaborin (4), cis-careaborin (5), beta-daucosterol (6), isovanillic acid (7), protocatechuic acid (8), astilbin (9) and rutin (10), among which compound 9 and 10 were reported in this plant for the first time. Of these compounds, Compound 2 has been confirmed to have the abilities to inhibit the growth of Hela and BGC-823 with IC50 of 73.4 micromol x L(-1) and 73.3 micromol x L(-1), respectively. Compound 5 could inhibit the growth of BGC-823 and MCF-7 with IC50 of 45.9 micromol x L(-1) and 116.0 micromol x L(-1), respectively. Compound 9 and 10 were firstly reported to stimulate the proliferation of mice splenic lymphocytes markedly in a dose-dependent manner.
Animals
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Antineoplastic Agents, Phytogenic
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chemistry
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isolation & purification
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pharmacology
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Cell Line, Tumor
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Cell Proliferation
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drug effects
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Flavonols
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chemistry
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isolation & purification
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pharmacology
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Humans
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Inhibitory Concentration 50
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Lymphocytes
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cytology
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Mice
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Molecular Structure
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Oleanolic Acid
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analogs & derivatives
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chemistry
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isolation & purification
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pharmacology
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Plant Leaves
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chemistry
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Rhizophoraceae
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chemistry
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Rutin
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chemistry
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isolation & purification
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pharmacology
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Spleen
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cytology
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Triterpenes
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chemistry
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isolation & purification
;
pharmacology
9.Dihydroflavonol glycosides and flavan-3-ols from Bauhinia aurea.
Xiao-Ya SHANG ; Shuai LI ; Su-Juan WANG ; Yong-Chun YANG ; Jian-Gong SHI
China Journal of Chinese Materia Medica 2007;32(9):815-818
OBJECTIVETo study the chemical constituents of Bauhinia aurea.
METHODThe compounds were isolated by column chromatography over silica gel, reversed-phase RP-18, and Sephadex LH -20. MS and NMR spectroscopic methods were used to determine structures of purified compounds.
RESULTEight compounds were isolated from the ethyl acetate soluble fraction of the ethanolic extract and their structures were elucidated as isoengeletin (1), astilbin (2), neoastilbin (3), isoastilbin (4), neoisoastilbin (5), (+)-catechin (6), (-)-epicatechin (7) and (-)-epicatechin 3-O-gallate (8).
CONCLUSIONFive compounds were isolated from this genus for the first time except for 2, 6 and 8.
Bauhinia ; chemistry ; Catechin ; analogs & derivatives ; chemistry ; isolation & purification ; Chromatography, Gel ; Drugs, Chinese Herbal ; chemistry ; isolation & purification ; Flavonoids ; chemistry ; isolation & purification ; Flavonols ; chemistry ; isolation & purification ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Plant Stems ; chemistry ; Plants, Medicinal ; chemistry
10.Phytochemical investigation on Lysimachia fortunei.
Xin-An HUANG ; Jia-Zhong CAI ; Ying-Jie HU ; Yu-Hu ZHANG
China Journal of Chinese Materia Medica 2007;32(7):596-599
OBJECTIVETo investigate the chemical constituents in the ethyl acerate extract of Lysimachia fortunei.
METHODThe compounds were isolated by silica gel chromatography, and their structures were elucidated by NMR data and references.
RESULTNine natural constituents were isolated, and their structures were identified as 9, 19-cyclolanost-24-en-3-one (1), 24-ethyl-5alpha-cholesta-7, 22(E)-dien-3-one (2), 1-pentatriacontanol (3), beta-stigmasterol (4), 24-ethyl-5alpha-cholesta-7, 22(E)-dien-3beta-ol (5), palmitic acid (6), isorhamnetin (7), kaempferol (8) and quercetin (9) respectively.
CONCLUSIONAll compounds mentioned above were isolated from this plant for the first time, and compound 1, 2 and 5 were obtained from the genus for the first time.
Cholestadienes ; chemistry ; isolation & purification ; Flavonols ; chemistry ; isolation & purification ; Kaempferols ; chemistry ; isolation & purification ; Palmitic Acid ; chemistry ; isolation & purification ; Plants, Medicinal ; chemistry ; Primulaceae ; chemistry ; Quercetin ; analogs & derivatives ; Triterpenes ; chemistry ; isolation & purification

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