SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF THIAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC, OXAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC, AND IMIDAZOLO[3,2-A][1,8]NAPHTHYRIDINECARBOXYLIC ACIDS

被引:85
作者
KONDO, H
TAGUCHI, M
INOUE, Y
SAKAMOTO, F
TSUKAMOTO, G
机构
[1] Pharmaceuticals Research Center, Kanebo, Ltd., Osaka 534, 5-90
关键词
D O I
10.1021/jm00169a033
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
It is known that thiazolo[3,2-α][l,8]naphthyridine derivatives (3a) exhibit good antibacterial activity. Accordingly, several analogues of 3a, viz. oxazolo- and imidazolo[3,2-α][l,8]naphthyridine derivatives 3b and 3c, were synthesized and evaluated for antibacterial activity in vitro and for inhibitory activity against DNA gyrase of Escherichia coli K-12 C600. Compound 3a exhibited antibacterial activity comparable to that of ofloxacin and enoxacin against Gram-positive and Gram-negative bacteria and displayed antibacterial activity superior to that of 3b and 3c. The antibacterial activities of 3b and 3c decreased in that order. DNA gyrase inhibitory activities of 3a-c in E. coli K-12 C600 paralleled their in vitro antibacterial activity. It was found that enhancement of the DNA gyrase inhibitory activity of 3a was dependent on a certain feature of the sulfur atom of the thiazole ring. © 1990, American Chemical Society. All rights reserved.
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页码:2012 / 2015
页数:4
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