A novel carbapenem antibiotic, SM-7338 structure-activity relationships.
A series of new carbapenem compounds, which have a pyrrolidin-3'-ylthio group substituted with various aminocarbonyl group at C-5' position as C-2 side chain, have been prepared. The antibacterial activity and the stability to renal dehydropeptidase-I of these compounds were investigated, and the structure-activity relationships were discussed. In this series, SM-7338; (1R,5S,6S)-2-[(3S,5S)-5-dimethylaminocarbonylpyrrolidin-3-ylthi o]-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid (5a) was the most interesting compound.
Sunagawa
M
M
Research Laboratories, Sumitomo Pharmaceuticals Co., Ltd., Osaka, Japan.
Matsumura
H
H
Inoue
T
T
Fukasawa
M
M
Kato
M
M
D001419:Bacteria / Q000187:drug effects*; D015780:Carbapenems / Q000138:chemical synthesis / Q000494:pharmacology*; D055598:Chemical Phenomena; D002621:Chemistry; D000077731:Meropenem; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013845:Thienamycins / Q000494:pharmacology*
D015780:Carbapenems; D013845:Thienamycins; D000077731:Meropenem