TOTALLY SYNTHETIC ANALOGS OF SIASTATIN-B .2. OPTICALLY-ACTIVE PIPERIDINE-DERIVATIVES HAVING TRIFLUOROACETAMIDE AND HYDROXYACETAMIDE GROUPS AT C-2

被引:18
作者
NISHIMURA, Y
KUDO, T
KONDO, S
TAKEUCHI, T
机构
[1] Institute of Microbial Chemistry, Tokyo 141, 3-14-23 Kamiosaki, Shinagawa-ku
关键词
D O I
10.7164/antibiotics.45.963
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Siastatin B analogues, optically active 2-(trifluoroacetamide)-3,4,5-trihydroxypiperidines having nitromethyl, aminomethyl and carboxyl branched groups at C-5, and (+)-(2R,3R,4R,5R)-5-(aminomethyl)-3,4,5-trihydroxy-2-(hydroxyacetamido)piperidine have been obtained total synthetically from D-ribono-1,4-lactone. Some analogues have inhibitory activity against some glycosidases, and (+)-(2R,3R,4R,5R)-2-(trifluoroacetamido)-3,4,5-trihydroxypiperidine-5-carboxylic acid showed a marked inhibitory activity against beta-glucuronidase.
引用
收藏
页码:963 / 970
页数:8
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