Scaffolded bis-azasugars: A dual warhead approach to glycosidase inhibition

被引：54

作者：

Johns, BA ^{[1
]}

Johnson, CR ^{[1
]}

机构：

[1] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 08期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/S0040-4039(97)10616-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Double Suzuki coupling was achieved with vinyl bromide 7, synthesized from the bromobenzene microbial oxidation metabolite bromocyclohexadienediol 6 and alpha,omega-diborane coupling partners derived from the hydroboration of the corresponding diene. Ozonolysis and selective reduction protocols served to provide selectively the aia or pip tethered polyhydroxylated piperidine ring systems (bis-azabugars). The C-8 linked DMJ analogue 1 showed inhibitory activity against glycosidase enzymes. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：749 / 752

页数：4

共 23 条

[21] Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation [J].