Discovery of novel trans-3,5-disubstituted pyrrolidinylthio-1 beta-methylcarbapenems

Authors
Imamura, H Ohtake, N Shimizu, A Sato, H Sugimoto, Y Sakuraba, S Nagano, R Nakano, M Abe, S Suzuki-Sato, C Nishimura, I Kojima, H Tsuchiya, Y Yamada, K Hashizume, T Morishima, H
Citation
H. Imamura et al., Discovery of novel trans-3,5-disubstituted pyrrolidinylthio-1 beta-methylcarbapenems, BIO MED CH, 8(8), 2000, pp. 1969-1982
Citations number
29
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY
ISSN journal
09680896 → ACNP
Volume
8
Issue
8
Year of publication
2000
Pages
1969 - 1982
Database
ISI
SICI code
0968-0896(200008)8:8<1969:DONTPB>2.0.ZU;2-4
Abstract
Novel trans-3,5-disubstituted pyrrolidinylthio-1 beta-methylcarbapenems wer e designed and synthesized to provide J-111,347 (la) as the first example o f an exceptionally broad-spectrum antibiotic, showing activity against meth icillin-resistant Sta-phyloccocus aureus (MRSA) phyloccocus aureus (MRSA) a s well as Pseudomonas aeruginosa. Further derivation of 1a afforded J-111,2 25 (2a), J-114,870 (3a), and J-114,871 (3b), which showed improved safety p rofiles and retained broad-spectrum antibacterial activities. (C) 2000 Else vier Science Ltd. All rights reserved.