Acylated flavonol glycosides with anti-complement activity from Persicaria lapathifolia.
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-beta-D-(6"-p-hydroxybenzoyl)-galactopyranoside, quercetin 3-O-beta-D-(6"-feruloyl)-galactopyranoside, quercetin 3-O-beta-D-(2"-galloyl)-rhamnopyranoside and quercetin 3-O-beta-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.
Park
S H
SH
Natural Product Biosynthesis Research Unit, Korea Research Institute of Bioscience & Biotechnology, Taejon, Korea.
Oh
S R
SR
Jung
K Y
KY
Lee
I S
IS
Ahn
K S
KS
Kim
J H
JH
Kim
Y S
YS
Lee
J J
JJ
Lee
H K
HK
D000215:Acylation; D000818:Animals; D003165:Complement System Proteins / Q000187:drug effects*; D005419:Flavonoids / Q000302:isolation & purification* / Q000494:pharmacology*; D044948:Flavonols; D006027:Glycosides / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000737:chemistry*; D008956:Models, Chemical; D010936:Plant Extracts / Q000494:pharmacology*; D012756:Sheep; D016339:Spectrometry, Mass, Fast Atom Bombardment
D005419:Flavonoids; D044948:Flavonols; D006027:Glycosides; D010936:Plant Extracts; D003165:Complement System Proteins