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：33
|
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
收藏
页码：2335 / 2339
页数：5
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