N-linked carba-disaccharides as potential inhibitors of glucosidases I and II

被引:10
作者
Carvalho, I [1 ]
Haines, AH [1 ]
机构
[1] Univ E Anglia, Sch Chem Sci, Norwich NR4 7TJ, Norfolk, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 13期
关键词
D O I
10.1039/a902826i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An N-linked pseudodisaccharide 2 containing an inositol moiety in place of a glycopyranosyl residue has been synthesised to mimic the disaccharide unit, 3-O-(alpha-D-glucopyranosyl)-D-glucopyranose cleaved by glucosidase II during glycoprotein processing. Its inhibitory action towards yeast alpha-glucosidase was inferior to that of 1-deoxynojirmycin, a known inhibitor of glucosidase II. An attempt to prepare the analogous 2-N-linked compound 1 as an inhibitor of glucosidase I led to the novel N-phenyl derivative 11 of 2-amino-2-deoxy-D-glucopyranose.
引用
收藏
页码:1795 / 1800
页数:6
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