- 著者
- MASAO MIYAUCHI ROKURO ENDO MASAFUMI HISAOKA HIROSHI YASUDA ISAO KAWAMOTO
- 出版者
- JAPAN ANTIBIOTICS RESEARCH ASSOCIATION
- 雑誌
- The Journal of Antibiotics (ISSN:00218820)
- 巻号頁・発行日
- vol.50, no.5, pp.429-439, 1997-05-25 (Released:2006-11-25)
- 参考文献数
- 23
- 被引用文献数
- 16 25
We have studied an ester prodrug of a carbapenem to develop a potent orally active β-lactam antibiotic. A variety of 1β-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-oxopyrrolidin-3-ylthio]-1-carbapen-2-em-3-carboxylate, CS-834, has been selected as the most promising compound for further evaluation.