Synthesis and antibacterial activity of 1beta-methyl-2-(5-substituted oxadiazolo pyrrolidin-3-yl-thio)carbapenem derivatives.
Synthesis of a new series of 1beta-methylcarbapenems with a substituted oxadiazolopyrrolidine moiety is described. Their in vitro antibacterial activities against both Gram-positive and Gram-negative bacteria were tested and the effect of the substituent on the oxadiazole ring investigated. In particular, compounds 13a and 13c with ester and carbamoyl substituted oxadiazole moieties showed the most potent antibacterial activity.
Oh
Chang-Hyun
CH
Medicinal Chemistry Research Center, Korea Institute of Science and Technology, Seoul 130-650, Korea.
Dong
Hyun-Gu
HG
Lee
Joo-Shin
JS
Lee
Su-Chul
SC
Hong
Joon Hee
JH
Cho
Jung-Hyuck
JH
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D015780:Carbapenems / Q000138:chemical synthesis / Q000494:pharmacology*; D015169:Colony Count, Microbial; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D011759:Pyrrolidines / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D015780:Carbapenems; D010069:Oxadiazoles; D011759:Pyrrolidines