Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
New Acylated Flavonol Glucosides in Allium tuberosum ROTTLER
TAKATOSHI YOSHIDATAKASHI SAITOSHIZUO KADOYA
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1987 Volume 35 Issue 1 Pages 97-107

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Abstract

Six flavonoids (1-6) were isolated from the leaves of Allium tuberosum ROTTLER (Liliaceae). Their structures were characterized as 3-Ο-β-sophorosyl-7-Ο-β-D- (2-Ο-feruloyl) glucosylkaempferol (1), 3, 4'-di-Ο-β-D-glucosyl-7-Ο-β-D- (2-Ο-feruloyl) glucosylkaempferol (2), 3-Ο-β-D- (2-Ο-feruloyl) -glucosyl-7, 4'-di-Ο-β-D-glucosylkaempferol (3), 3, 4'-di-Ο-β-D-glucosylkaempferol (4), 3, 4'-di-Ο-β-D-glucosylquercetin (5) and 3-Ο-β-sophorosylkaempferol (6) by examination of their physicochemical properties. On partial acid hydrolysis, 1 gave 7-Ο-β-D- (2-Ο-feruloyl) glucosylkaempferol (10), and on enzymatic hydrolysis, 1 and 3 afforded 3-Ο-β-D-glucosyl-7-Ο-β-D- (2-Ο-feruloyl) -glucosylkaempferol (11) and 3-Ο-β-D- (2-Ο-feruloyl) glucosylkaempferol (14), respectively. At pH 7.0 or at pH 11.0, or both, the 2-Ο-feruloyl group of 1, 2, 10 and 11 migrated to give the corresponding 6-Ο-feruloyl derivatives (15, 17, 16 and 18). Compounds 1-3 and their derivatives 10, 11, 14, 15, 16, 17 and 18 are new acylated flavonol glucosides.

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