1 beta-Methyl-2(5-substituted pyrrolidin-3-ylthio)carbapenems. 1. Synthesis and antibacterial activity of BO-2502A and its related compounds.
The synthesis and biological activity of (1R,5S,6S)-2-[(3S,5S)-5-substituted pyrrolidin-3-ylthio]-6-[(R)-1-hydroxyethyl]-1-methyl-1-ca rbapen-2-em-3- carboxylic acid, in which lactams and cyclic amines are introduced as substituents, are described. They showed potent antibacterial activity against Gram-positive and Gram-negative bacteria including P. aeruginosa. Among them, BO-2502A (4h-1) was selected for further evaluation.
Tsukuba Research Institute, Banyu Pharmaceutical Co., Ltd., Japan.
N
N
Ohtake
K
K
Yamada
E
E
Mano
O
O
Okamoto
R
R
Ushijima
S
S
Nakagawa
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D015780:Carbapenems / Q000737:chemistry* / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D008826:Microbial Sensitivity Tests; D013055:Spectrophotometry, Infrared; D013845:Thienamycins / Q000737:chemistry* / Q000494:pharmacology*
D000900:Anti-Bacterial Agents; C114120:BO 2502A; D015780:Carbapenems; D013845:Thienamycins