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Flavonoid Glycosides from the Leaves of Machilus philippinensis
Author(s) -
Lin HsiaoChing,
Tsai ShengFa,
Lee ShoeiSheng
Publication year - 2011
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.201190020
Subject(s) - chemistry , kaempferol , glycoside , flavonoid , quercetin , stereochemistry , botany , traditional medicine , organic chemistry , biology , medicine , antioxidant
Thirteen flavonoid glycosides ( 1‐7 , 11‐13 , 15 , 17 , and 18 ) were isolated from the EtOH extract of the leaves of Machilus philippinensis . Of these, kaempferol 3‐ O ‐(2‐ O ‐β‐ D ‐apiofuranosyl)‐α‐ L ‐rhamnopyranoside ( 1 ) and kaempferol 3‐ O ‐(2‐ O ‐β‐ D ‐apiofuranosyl)‐a‐ L ‐arabinofuranoside ( 2 ) are new natural products. By application of HPLC‐SPE‐NMR hyphenated technique, five additional flavonol glycosides were characterized ( 8‐10 , 14 , and 16 ). Their structures were elucidated based on spectroscopic analysis. Of these, quercetin 3‐ O ‐(6‐ O ‐α‐ L ‐rhamnopyranosyl)‐β‐ D ‐galactopyranoside ( 5 ) and kaempferol 3‐ O ‐α‐ L ‐arabinopyranoside ( 15 ) showed moderate inhibitory activity against α‐glucosidase type IV from Bacillus stearothermophilus with the IC 50 values of 19.5 and 19.0 μM, respectively.