Regio- and stereoselective synthesis of the major metabolite of quercetin, quercetin-3-O-β-D-glucuronide

被引:103
作者
Bouktaib, M
Atmani, A
Rolando, C
机构
[1] Univ Sci & Technol Lille, CNRS, UMR 8009, Equipe Polyphenols, F-59655 Villeneuve Dascq, France
[2] Univ Sidi Mohamed Ben Abdellah, Fac Sci D Mehraz, Dept Chim, Fes, Morocco
关键词
quercetin; O-glucoside; O-glucuronide; TEMPO oxidation; chemical synthesis;
D O I
10.1016/S0040-4039(02)01264-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protected quercetin was first transformed selectively in its 3-O-beta-D-glucoside. Further protection of the remaining phenolic hydroxyl group allows a clean oxidation of the glucoside by TEMPO/NaOCl/NaBr under phase transfer conditions into the corresponding glucuronide which was cleanly deprotected to quercetin-3-O-beta-D-glucuronide. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6263 / 6266
页数:4
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