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

Autor:	Liu-lan Shen, Xuhong Ren, Maosheng Cheng, Osamu Muraoka
Rok vydání:	2011
Předmět:	Acylation chemistry.chemical_compound Catalytic transfer hydrogenation chemistry Stereochemistry Tyrosinase Organic Chemistry Regioselectivity Organic chemistry Quercetin Biochemistry Quercetin Glycoside
Zdroj:	Journal of Carbohydrate Chemistry. 30:119-131
ISSN:	1532-2327 0732-8303
DOI:	10.1080/07328303.2011.616979
Popis:	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-glycosylation of the 3-OH, acylation of 6″-OH, and finally debenzylation via catalytic transfer hydrogenation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2c780bed997b37c3f28a1f7739d7ebf3 https://doi.org/10.1080/07328303.2011.616979 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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