1.Flavonoids from Selaginella uncinata.
Mei-ling YI ; Xi-feng SHENG ; Kang-ping XU ; Gui-shan TAN ; Hui ZOU
China Journal of Chinese Materia Medica 2015;40(15):3005-3008
In the current study, nine flavonoids were isolated and purified from 75% ethanol extract of Selaginella uncinata (Desv.) Spring by column chromatographic techniques over macroporous resin, polyamide, silica gel, Sephadex LH-20 and pre-HPLC. On the basis of their physico-chemical properties and spectroscopic data analyses, these compounds were elucidated as cirsimarin (1), nepitrin (2), apigenin-6-C-α-L-arabinopyranosyl-8-C-β-D-glucopyranoside (3), apigenin-6-C-β-D-glucopyranosyl-8-C-α-L-arabinopyranoside (4), apigenin-7-O-β-D-glucopyranoside (5), 2,3-dihydroamentoflavone (6), 4'-O-methylamentoflavone (7), 2,3-dihydro-4'-O-methyl-amentoflavone (8), and 2,3,2",3"-tetrahydron-4'-O-methyl-robustaflavone (9). Compounds 1-5 belong to flavonoid glycosides and were isolated from the genus Selaginella for the first time.
Flavonoids
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analysis
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Selaginellaceae
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chemistry
2.Studies on flavonoid glycosides of Sarcandra glabra.
Ming-ju HUANG ; Guang-yao ZENG ; Jian-bing TAN ; Yan-lan LI ; Gui-shan TAN ; Ying-jun ZHOU
China Journal of Chinese Materia Medica 2008;33(14):1700-1702
OBJECTIVETo in vestigate the chemical constituents of Sarcandra glabra and obtain a more comprehensive understanding on its effective components.
METHODThe constituents were isolated by various column chromatographic method and their structures were elucidated by physico-chemical properties and spectroscopic analysis.
RESULTFive flavonoid glycosides were isolated and identified as kaempferol-3-O-beta-D-glucuronide (1), quercetin-3-O-alpha-D-glucuronide (2), quercetin-3-O-beta-D-glucuronopyranoside methyl ester (3), 5, 7, 4'-trihydroxy-8-C-beta-D-glucopyranosyl flavanone (4), neoastilbin (5), 5-O-caffeoylquinic acid methyl ester (6), 3, 4-dihydroxybenzoic acid (7), isofraxidin (8).
CONCLUSIONCompounds 1-6 were isolated from the genus Sarcandra for the first time. The glucuroide compounds compounds 1-3, were first isolated from the genus Sarcandra.
Caffeic Acids ; chemistry ; Coumarins ; chemistry ; Drugs, Chinese Herbal ; chemistry ; Flavonoids ; chemistry ; Glucuronides ; chemistry ; Glycosides ; chemistry ; Magnetic Resonance Spectroscopy ; Magnoliopsida ; chemistry ; Spectrometry, Mass, Electrospray Ionization
3.A new xanthone from Polygala aureocauda Dunn.
Zhao-hui HUANG ; Kang-ping XU ; Ying-jun ZHOU ; Gao-yun HU ; Gui-shan TAN
Acta Pharmaceutica Sinica 2004;39(9):752-754
AIMTo study the chemical constituents of Polygala aureocauda Dunn..
METHODSChemical compounds were isolated by column chromatography and their structures were determined mainly by spectroscopic means (UV, IR, MS, 1HNMR, 13CNMR, HMQC, HMBC).
RESULTSThree compounds were isolated and identified as 3-hydroxy-1,4-dimethoxyxanthone (I), 1, 7-dihydroxy-2, 3-methylendioxyxanthone (II), 7-hydroxy-1-methoxy-2, 3-methylendioxyxanthone (III).
CONCLUSIONCompounds I-III were isolated from Polygala aureocauda Dunn. for the first time, whereas compound I is a new xanthone.
Molecular Conformation ; Molecular Structure ; Plant Roots ; chemistry ; Plants, Medicinal ; chemistry ; Polygala ; chemistry ; Xanthones ; chemistry ; isolation & purification
4.Studies of the chemical constituents of Swertia davida Franch.
Gui-shan TAN ; Kang-ping XU ; Ping-sheng XU ; Gao-yun HU ; Yuan-jian LI
Acta Pharmaceutica Sinica 2002;37(8):630-632
AIMTo study the active constituents of Swertia davidi Franch..
METHODSChromatography was used to isolate and purify the chemical components, their structures were identified by spectral analysis.
RESULTSThree compounds were identified as 1,7-dihydroxy-3,8-dimethoxyxanthone (gentiacaulein) (V), 1,8-dihydroxy-3,7-dimethoxyxanthone (methylswertianin) (VI) and 1,8-dihydroxy-3,4,7-trimethoxyxanthone (VII).
CONCLUSIONCompound VII is a novel xanthone, named daviditin A, the others were isolated from Swertia davidi Franch. for the first time.
Molecular Structure ; Plants, Medicinal ; chemistry ; Swertia ; chemistry ; Xanthones ; chemistry ; isolation & purification
5.Inhibition of 1,3,8-trihydroxy-5-methoxyxanthone on cytochrome P450s.
Wei CAO ; Ya-jie CAO ; Zhe-yi HU ; Qi YU ; Li-qing WANG ; Gui-shan TAN ; Ze-neng CHENG
Journal of Central South University(Medical Sciences) 2006;31(6):858-861
OBJECTIVE:
To explore the inhibitive effects of 1,3,8-trihydroxy-5-methoxyxanthone (TMX) on cytochrome P450s (CYP450s) in human liver microsomes.
METHODS:
Probe drugs were incubated with and without adding TMX to determine the changes of enzyme activities. The concentration ratio of metabolites to probe drugs was used to present enzyme activities. Concentrations of the probe drugs and their metabolites in the incubated mixture were detected by high performance liquid chromatography.
RESULTS:
The variations (mean, 95%CI) of the activities of CYP1A2, CYP2C9, CYP2C19, CYP2E1 and CYP3A4 were 2.95 x 10(-3) (2.03 x 10(-3), 3.88 x 10(-3)), 3.14 x 10(-2) (1.87 x 10(-2), 4.42 x 10(-2)), 2.27 x 10(-3) (-1.4 x 10(-2),1.81 x 10(-2)), 7.72 x 10(-2) (-0.83 x 10(-2), 0.2374), and -0.2548 (-2.9802, 2.4707), respectively. The activities of CYP1A2 and CYP2C9 were significantly reduced in the present of TMX.
CONCLUSION
TMX (10 micromol/L) has significant inhibitive effect on the activities of CYP1A2 and CYP2C9, but no significant inhibitive effect on the activities of CYP2C19, CYP2E1 and CYP3A4.
Cytochrome P-450 Enzyme System
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metabolism
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Humans
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Microsomes, Liver
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drug effects
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enzymology
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Xanthones
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pharmacology
6.Inhibitory effect of reinioside C on LOX-1 expression induced by ox-LDL.
Yong-ping BAI ; Guo-gang ZHANG ; Rui-zheng SHI ; Yuan-jian LI ; Gui-shan TAN ; Jia CHEN
Journal of Central South University(Medical Sciences) 2006;31(5):659-662
OBJECTIVE:
To investigate the effect of reinioside C (RC) on the expression of lectin-like oxidized low density lipoprotein receptor (LOX)-1 mRNA and LOX-1 protein induced by oxidized low density lipoprotein (ox-LDL) in cultured human umbilical vein endothelial cells (HUVEC).
METHODS:
HUVECs were cultured with ox-LDL (50 mg/L) for 24 h in the absence or presence of RC (1, 3, and 10 micromol/L). The expressions of LOX-1 mRNA and LOX-1 protein were examined by RT-PCR and Western-blot.
RESULTS:
Incubation with ox-LDL (50 mg/L) significantly raised the expression of LOX-1 mRNA and LOX-1 protein,which was concentration-dependent.
CONCLUSION
RC can inhibit the increased expression of LOX-1 mRNA and LOX-1 protein induced by ox-LDL in HUVECs.
Cells, Cultured
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Drugs, Chinese Herbal
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pharmacology
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Endothelium, Vascular
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Humans
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Lipoproteins, LDL
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pharmacology
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Polygala
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chemistry
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RNA, Messenger
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biosynthesis
;
genetics
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Receptors, LDL
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biosynthesis
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genetics
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Saponins
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pharmacology
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Umbilical Veins
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cytology
;
metabolism
7.Studies on constituents of Oldenlandia diffusa.
Ying-Jun ZHOU ; Kong-Song WU ; Guang-Yao ZENG ; Jian-Bing TAN ; Kang-Ping XU ; Fu-Shuang LI ; Gui-Shan TAN
China Journal of Chinese Materia Medica 2007;32(7):590-593
OBJECTIVETo investigate the chemical constituents of Oldenlandia diffusa.
METHODThe column chromatography with polyamide Sephadex LH -20, silica gel as packing materials and HPLC, were used to separate and purify the chemical components. The structures were elucidated on the basis of physicochemical properties and spectral data.
RESULTNine compounds were isolated and identified as 2, 6-dihydroxy-1-methoxy-3-methylanthraquinone (1), 2-hydroxy-1-methoxy-3-methylanthraquinone (2), 2-hydroxy-3-methylanthraquinone (3), quercetin-3-O-[2-O-(6-O-E-sinapoyl)-beta-D-glucopyranosyl]-beta-glucopyranoside (4), quercetin-3-O-[2-O-(6-O-E-feruloyl)-beta-D-glucopyranosyl]-beta-glucopyranoside (5), kaempferol-3-O-[2-O-(6-O-E-feruloyl)-beta-D-glucopyranosyl]-beta-galactopyranoside (6), quercetin-3-O-(2-O-beta-D-glucop-yranosyl)-beta-D-glucopyranoside (7), rutin (8) and quercertin (9).
CONCLUSIONCompounds 1 and 8 were obtained from this plant for the first time, and compound 1 was a new compound.
Anthraquinones ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Oldenlandia ; chemistry ; Plants, Medicinal ; chemistry ; Quercetin ; chemistry ; isolation & purification ; Rutin ; chemistry ; isolation & purification
8.Water-soluble chemical constituents of Swertia davidi Franch.
Guang-yao ZENG ; Gui-shan TAN ; Kang-ping XU ; Xiao-ping XU ; Fu-shuang LI ; Jian-bing TAN ; Gao-yun HU
Acta Pharmaceutica Sinica 2004;39(5):351-353
AIMTo study the active constituents of Swertia davidi Franch.
METHODSColumn chromatographies on silica gel, Sephadex LH-20 and Diaion-201 et al. were used to isolate and purify the chemical components. Their structures were identified by UV, IR, MS, NMR and 2D-NMR.
RESULTSThese compounds were elucidated as 8-O-beta-D-glucopyranosyl-1, 3, 5-trihydroxyxanthone (I), 5-O-beta-D-glucopyranosyl-1, 8-dihydroxy-3-methoxyxanthone (II), 5-O-beta-D-glucopyranosyl-1, 3, 8-trihydroxyxanthone (III) and swertamarin (IV).
CONCLUSIONCompound III is a new xanthone glucoside. The other compounds were isolated from this plant for the first time.
Glucosides ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plants, Medicinal ; chemistry ; Swertia ; chemistry ; Xanthones ; chemistry ; isolation & purification
9.Daviditin B from Swertia davidi Franch.
Gui-shan TAN ; Kang-ping XU ; Fu-shuang LI ; Ping-sheng XU ; Gao-yun HU ; De-jian JIANG ; Yuan-jian LI
Acta Pharmaceutica Sinica 2003;38(12):931-933
AIMTo study the active constituents of Swertia davidi Franch.
METHODSChemical components were isolated by column chromatography and their structures were established mainly by spectroscopic means (UV, IR, NMR, 2D-NMR, MS).
RESULTSThree substances were identified as 2,5-dimethoxyl-1, 4-dicarboxyl benzene (VIII), 1,5,8-trihydroxyl-3,4-dimethoxyl xanthone (IX) and 1,8-dihydroxyl-3-(3'-hydroxyl-butoxy) xanthone (X).
CONCLUSIONCompounds VIII and IX were isolated from Swertia davidi Franch, for the first time, whereas compound X is a new xanthone, named daviditin B with antioxygenated activity in vitro.
Antioxidants ; chemistry ; isolation & purification ; Molecular Conformation ; Molecular Structure ; Plants, Medicinal ; chemistry ; Swertia ; chemistry ; Xanthones ; chemistry ; isolation & purification
10.A new flavonoid with an aryl moiety from Selaginella uncinata.
Hui ZOU ; Xi-Feng SHENG ; Gui-Shan TAN ; Kang-Ping XU
China Journal of Chinese Materia Medica 2016;41(15):2830-2832
The present study is to investigate the chemical constituents of the whole plants of Selaginella uncinata. A new flavonoid was isolated from the 75% ethanol extract of Selaginella uncinata by column chromatographies over macroporous resin, silica gel, Sephadex LH-20 and prep-HPLC. The structure was elucidated as 8-[4-(carboxyl)phenoxy]-5,4'-dihydroxy-7-methoxyflavanone (1) and named unciflacone G.