3-(1,2,3-Triazol-1-yl)-1-thio-galactosides as small, efficient, and hydrolytically stable inhibitors of galectin-3

被引：86
|
作者：
Salameh, BA
Leffler, H
Nilsson, UJ
机构：
[1] Lund Univ, SE-22100 Lund, Sweden
[2] Lund Univ, Dept Lab Med, Sect MIG, SE-22362 Lund, Sweden
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2005年 / 15卷 / 14期
关键词：
galectin-3; 1,2,3-triazole; inhibitor;
D O I：
10.1016/j.bmcl.2005.05.084
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Copper(I)-catalyzed addition of alkynes to methyl 3 -azido-3-deoxy-1-thio-beta-D-galactopyrano side afforded stable and structurally simple 3-deoxy-3-(1H-1,2,3-triazol-1-yl)-1-thio-galactosides carrying a panel of substituents at the triazole C4 in high yields. The 3-(1H-[1,2,3]-triazol-1-yl)-1-thio-galactoside collection synthesized contained inhibitors of the tumor- and inflammation-related galectin-3 with K-d values as low as 107 mu M, which is as potent as the natural disaccharide inhibitors lactose and N-acetyllactosamine. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3344 / 3346
页数：3
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