Synthesis and glycosidase inhibition of new enantiopure 2,3-diamino conduritols

被引：26

作者：

Arcelli, A

Cerè, V

Peri, F

Pollicino, S

Ricci, A

机构：

[1] Univ Bologna, Dept Organ Chem, Fac Chim Ind, I-40136 Bologna, Italy

[2] Univ Bologna, Dept Chem, I-40126 Bologna, Italy

来源：

TETRAHEDRON | 2001年 / 57卷 / 16期

关键词：

cyclitols; thiosugars; amino alcohols; transannular reactions; biologically active compounds;

D O I：

10.1016/S0040-4020(01)00188-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new 2,3-diamino conduritol, isoster of conduritol F, was obtained starting from D-sorbitol. In the synthetic sequence an unprecedented transannular cyclization led, as a side product, to a bicyclic compound bearing a cyclopropyl ring. The synthesis of the completely deprotected 2,3-diamino conduritol, isoster of conduritol B, was devised via the intermediate O-benzylation of the OH groups. The O-methylated and deprotected 2,3-diamino conduritols were evaluated as inhibitors of alpha- and beta -glucosidase. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：3439 / 3444

页数：6

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