Synthesis and biological evaluation of 1beta-methylcarbapenems having guanidino moieties.
The synthesis of a new series of 1beta-methylcarbapenems having the substituted guanidinocarbonyl pyrrolidine moieties is described. Their in vitro antibacterial activities against both Gram-positive including MRSA and Gram-negative bacteria were tested and the effect of substituents on the pyrrolidine ring was investigated. In particular, the compound Ib having piperazinylguanidine moiety showed the most potent antibacterial activity.
Oh
Chang-Hyun
CH
Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul 130-650, South Korea. choh@kist.re.kr
Cho
Jung-Hyuck
JH
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006146:Guanidines / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D011759:Pyrrolidines / Q000737:chemistry*; D013329:Structure-Activity Relationship
C476323:1 beta-methylcarbapenem; D000900:Anti-Bacterial Agents; D015780:Carbapenems; D006146:Guanidines; D011759:Pyrrolidines