• Title/Summary/Keyword: C-glucosyl flavone

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Structural Characterization of a Flavonoid Compound Scavenging Superoxide Anion Radical Isolated from Capsella bursa-pastoris

  • Kweon, Mee-Hyang;Kwak, Jae-Hyock;Ra, Kyung-Soo;Sung, Ha-Chin;Yang, Han-Chul
    • BMB Reports
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    • v.29 no.5
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    • pp.423-428
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    • 1996
  • A superoxide anion radical scavenger isolated from Capsella bursa-pastoris was characterized by infrared (IR) spectroscopy, sugar analysis, ultraviolet (UV) spectroscopy, $^{1}H$ and $^{13}C$ nuclear magnetic resonance (NMR) spectroscopies, and fast atom bombardment (FAB) mass analysis. The compound was assumed to be a flavonoid-O-glycoside from IR spectrum and UV absorption maxima. When the sugar composition of the compound was examined by thin layer chromatography (TLC) and gas chromatography (GC) of the acid hydrolysate, only glucose was detected. According to the results of UV spectrotroscopy by using shift reagents, the compound was supposed to be luteolin (5,7,3',4'-tetrahydroxy flavone) or chrysoeriol (5,7,4'-trihydroxy-3'-methoxy flavone) with glucose. Based on $^{1}H$- and $^{13}C-NMR$ spectroscopies, the compound was deduced as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone. In FAB mass analysis the compound was finally characterized as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone ($C_{29}H_{34}O_{16}$, M.W.=638).

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Phenolic Compounds from Desmodium caudatum

  • Li, Wei;Sun, Ya Nan;Yan, Xi Tao;Yang, Seo Young;Choi, Chun Whan;Kim, Young Ho
    • Natural Product Sciences
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    • v.19 no.3
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    • pp.215-220
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    • 2013
  • Three C-glucosyl flavones (1 - 3), one xanthone (4), and four flavanonols (5 - 8) were isolated by various chromatographic methods from the leaves and stems of Desmodium caudatum (Thunb.) DC. Chemical structures of these compounds were elucidated by 1D and 2D NMR and mass spectroscopy. The compounds were identified as swertisin (1), spinosin (2), 7-methyl-apigenin-6-C-${\beta}$-glucopyranosyl-2"-O-${\beta}$-D-xylopyranoside (3), 1,3,5,6-tetrahydroxyxanthone (4), yokovanol (5), aromadendrin (6), 2'-hydroxy yokovanol (7), and 2'-hydroxy neophellamuretin (8). Compounds 2 - 4 were first isolated from D. caudatum, as well as the spectroscopic data for compound 3.

Determination of the Structure for Polysubstituted Flavonoid and 6-C-Glucosyl Flavonoids using $^{13}C-^{1}H$ Long Range Couplings

  • Lee, Min-Won
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.487-489
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    • 1994
  • A flavone glycoside was isolated from the leaves of Betula platyphylla var. latifolia and characterized as $4, 6-Dimethoxy-5-hydroxyflavone-7-O-{\beta}-D-glucoside(pectolinarigenin-7-O-{\beta}-D-glucopy-ranoside)$ by method of chemical and NMR spectral analysis. $^13C-^1H$ long range coupling was confirmative for determination of its substituted position. In connection with this study, 6-C-Glucosylnalingenin and 6-C-Glucosylaromadendrin were confirmed its structures using this technique.

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