Synthesis and structure-activity relationships of a novel oral carbapenem, CS-834

被引：33

作者：

Miyauchi, M ^{[1
]}

Endo, R ^{[1
]}

Hisaoka, M ^{[1
]}

Yasuda, H ^{[1
]}

Kawamoto, I ^{[1
]}

机构：

[1] SANKYO CO LTD,RES LABS,SHINAGAWA KU,TOKYO 140,JAPAN

来源：

JOURNAL OF ANTIBIOTICS | 1997年 / 50卷 / 05期

关键词：

D O I：

10.7164/antibiotics.50.429

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：

We have studied an ester prodrug of a carbapenem to develop a potent orally active beta-lactam antibiotic. A variety of 1 beta-methylcarbapenem derivatives have been synthesized. We have found that some derivatives having an amide group in the C-2 side chain show potent and well balanced antibacterial activities as well as high stability against dehydropeptidase-I. Oral absorption of derivatives has been optimized by modifying the C-3 ester promoiety. Pivaloyloxymethyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[(R)-5-oxopytrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylate, CS-834, has been selected as the most promising compound for further evaluation.

引用

页码：429 / 439

页数：11

共 23 条

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