Synthesis of Quercetin 3-O-[6 ″-O-(trans-p-Coumaroyl)]-β-D-Glucopyranoside

X Ren, L Shen, O Muraoka, M Cheng

Index: Ren, Xuhong; Shen, Liu-Lan; Muraoka, Osamu; Cheng, Maosheng Journal of Carbohydrate Chemistry, 2011 , vol. 30, # 3 p. 119 - 131

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Citation Number: 5

Abstract

This report describes the efficient synthesis of quercetin 3-O-[6 ″-O-(trans-p-coumaroyl)]-β- D-glucopyranoside 1 (isoquercitrin coumarate), an acylated quercetin glycoside possessing antihypertensive, antidiabetic, and tyrosinase inhibitory activities. The synthesis is initiated from commercially available quercetin via regioselective benzylation of quercetin to produce 4′, 7-di-O-benzylquercetin (4). Through 4, 1 was successfully achieved via selective β- ...