Synthesis and biological properties of 1 beta-methylcarbapenems with N-methylpyrrolidinylthio group at C-2 position.
A series of 1 beta-methylcarbapenem compounds, which have a 5'-substituted-N-methylpyrrolidin-3'-ylthio group as a C-2 side chain, have been prepared and their biological properties were investigated. Substitution with a methyl group on the nitrogen atom in the C-2 side chain effectively enhanced stability to renal dehydropeptidase-I as well as introduction of methylene spacer between the aminocarbonyl group and the pyrrolidine ring of the 5'-aminocarbonylpyrrolidin-3'-ylthio group.
Sunagawa
M
M
Research Laboratories, Sumitomo Pharmaceuticals Co., Ltd., Osaka, Japan.
Matsumura
H
H
Inoue
T
T
Yamaga
H
H
Fukasawa
M
M
D001419:Bacteria / Q000187:drug effects; D015780:Carbapenems / Q000138:chemical synthesis* / Q000494:pharmacology; D004355:Drug Stability; D013329:Structure-Activity Relationship
D015780:Carbapenems