Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6,3-lactone

被引:18
作者
Florio, P
Thomson, RJ
von Itzstein, M
机构
[1] Monash Univ, Dept Med Chem, Parkville, Vic 3052, Australia
[2] Griffith Univ, Ctr Biomol Sci & Drug Discovery, Nathan, Qld 9726, Australia
基金
澳大利亚研究理事会;
关键词
Delta(4)-uronic acids; Kdn2en mimetics; thioglycoside;
D O I
10.1016/S0008-6215(00)00228-7
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A concise route to novel mimetics of Kdn2en, based on Delta(4)-uronic acids, from D-glucurono-6,3-lactone is presented. Uronic acid-based mimetics in which an aliphatic ether (O-glycoside), a thioether (S-glycoside), or acetamide takes the place of the natural C-6 glycerol sidechain of the sialic acid were synthesized from the key intermediate, methyl 2,3,4-tri-O-acetyl-alpha-D-glucopyranosyluronate bromide. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:445 / 448
页数:4
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