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
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
相关论文
共 23 条