Park SH, Oh SR, Jung KY, Lee IS, Ahn KS, Kim JH, Kim YS, Lee JJ, Lee HK Acylated flavonol glycosides with anti-complement activity from Persicaria lapathifolia Chemical and Pharmaceutical Bulletin47(10) (1999)
1484-1486
/Variants 0/-Quercetin
/Variants 0/ is:
b-D-Glcp-(1-3)-
OR (exclusively)
b-D-Galp-(1-3)-
OR (exclusively)
a-L-Arap-(1-3)-
NCBI PubMed ID:10553645 Publication DOI:10.1248/cpb.47.1484 Journal NLM ID:0377775 Publisher: Pharmaceutical Society Of Japan Institutions: Natural Product Biosynthesis Research Unit, Korea Research Institute of Bioscience & Biotechnology, Yusong P.O. Box 115, Taejon 305-600, Korea and College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea
During a search for biologically active compounds from traditional medicines, a crude extract of Persicaria lapathifolia was found to have anti-complement activity. Bioassay-guided chromatographic separation of the active constituents led to the isolation of a new acylated kaempferol glycoside (1) and three known acylated quercetin glycosides (2-4). The structures of compounds 1-4 were characterized as kaempferol 3-O-β-D-(6"-p-hydroxybenzoyl)-galactopyranoside, quercetin 3-O-β-D-(6"-feruloyl)-galactopyranoside, quercetin 3-O-β-D-(2"-galloyl)-rhamnopyranoside and quercetin 3-O-β-D-(2"-galloyl)-glucopyranoside, respectively. Compounds 1-4 showed strong anti-complement activity (IC50 values of 4.3, 9.7, 3.9 and 7.6 x 10-5 M, respectively) on the classical pathway of the complement. On the other hand, six isolated flavonol glycosides (5-10) did not show any activity on this system.
Methods: 13C NMR, 1H NMR, IR, FAB-MS, UV, complement assays, HMBC, HR-FAB-MS Comments, role: compounds were identified by NMR data comparison with those reported in ref. [7]
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(previously named: Polygonum lapathifolium)