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
收藏
页码：749 / 752
页数：4
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