SYNTHESIS AND TREHALASE-INHIBITORY ACTIVITY OF AN IMINO-LINKED DICARBA-ALPHA,ALPHA-TREHALOSE AND ANALOGS THEREOF

被引：26

作者：

OGAWA, S

SATO, K

MIYAMOTO, Y

机构：

[1] Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 06期

关键词：

D O I：

10.1039/p19930000691

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dicarba-alpha,alpha-trehalose 2a, bis-(5a-carba-alpha-D-glucopyranosyl)amine, was prepared by the coupling of di-O-isopropylidene-alpha-validamine 5 and protected carba-sugar epoxide 7, followed by removal of the 2'-hydroxy group and conventional deprotection. Likewise, imino-linked dicarba-alpha,alpha-trehalose analogues 3a and 4a, composed of valienamine and valiolamine moieties, were synthesized by reaction of protected valienamine 6 and valiolamine 24 with the epoxides 7 and 29, respectively. Compounds 2a, 3a, and 4a were shown to possess strong inhibitory activity against trehalase, being compatible with validoxylamine A 1.

引用

页码：691 / 696

页数：6

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