Acyclic analogues of glucosamidine, 1-deoxynojirimycin and N-(1,3-dihydroxyprop-2-yl) derivative of valiolamine as potential glucosidase inhibitors

被引：9

作者：

El Ashry, ESH ^{[1
]}

Abdel-Rahman, AAH

El Kilany, Y

Schmidt, RR

机构：

[1] Univ Alexandria, Fac Sci, Dept Chem, Alexandria, Egypt

[2] Univ Konstanz, Fak Chem, D-78457 Constance, Germany

来源：

TETRAHEDRON | 1999年 / 55卷 / 08期

关键词：

acetamidine; glycerol; hydroxyethylamino; morpholine; glucosidase inhibitors;

D O I：

10.1016/S0040-4020(99)00031-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The N-(beta-hydroxyethyl)acetamidine (4) was prepared. Mesylation of 8 gave the 1,3-di-O-benzyl-2-O-methanesulfonylglycerol (9). Nucleophilic displacement of the mesyloxy group in 9 with ethanolamine and morpholine gave 11 and 12, respectively. Their catalytic hydrogenation gave 2-deoxy-2-(1-hydroxyeth-2-yl)amino-glycerol (5) and 2-deoxy-2-(morpholin-4-yl)glycerol (13). The inhibition of the beta-D-glucosidase enzyme from sweet almond by 4, 5 and 13-16 has been studied. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：2381 / 2388

页数：8

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