Synthesis and antibacterial evaluation of 1beta-methyl-2-(5-substituted heterocyclic carbamoyl)pyrrolidin-3-ylthio)carbapenem derivatives.
The synthesis of a new series of 1beta-methylcarbapenems having a substituted heterocyclic carbamoyl pyrrolidine moiety is described. Their in vitro antibacterial activity against both gram-positive and gram-negative bacteria was tested, and the effect of heterocyclic substituents on the pyrrolidine was investigated. One particular compound (III(d)) having a substituted oxadiazole moiety showed the most potent antibacterial activity.
Lee
Joo-Shin
JS
Medicinal Chemistry Derivatives Research Center, Korea Institute of Science and Technology, Seoul, Korea.
Choa
Jung-Hyuck
JH
Cho
Heeyeong
H
Oh
Chang-Hyun
CH
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D015169:Colony Count, Microbial; D015195:Drug Design; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
C476323:1 beta-methylcarbapenem; D000900:Anti-Bacterial Agents; D015780:Carbapenems; D011759:Pyrrolidines