Synthesis of [(2S,3S,4R)-3,4-dihydroxypyrrolidin-2-yl]-5-methylfuran-4-carboxylic acid derivatives:: New leads as selective β-galactosidase inhibitors

被引：34

作者：

Moreno-Vargas, AJ

Demange, R

Fuentes, J

Robina, I ^{[1
]}

Vogel, P

机构：

[1] Univ Sevilla, Dept Quim Organ, Fac Quim, E-41071 Seville, Spain

[2] Ecole Polytech Fed Lausanne, Inst Chim Mol & Biol, BCH, CH-1015 Lausanne, Switzerland

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 17期

关键词：

D O I：

10.1016/S0960-894X(02)00397-9

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The preparation of [(2S,3S,4R)-3,4-dihydroxypyrrolidin-2-yl]furan derivatives in a stereoselective route starting from D-glucose and ethyl acetoacetate is presented. Ethyl ester (6), N,N-diethylamide (7) and N-isopropylamide (8) have been tested towards 25 glycosidases. Ester (6) is a selective inhibitor of beta-galactosidases. The new compounds represent a new type of imino-C-nucleoside analogues. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：2335 / 2339

页数：5

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