NEW QUINOLONE ANTIBACTERIAL AGENTS - SYNTHESIS AND BIOLOGICAL-ACTIVITY OF 7-(3,3 OR 3,4-DISUBSTITUTED-1-PYRROLIDINYL)QUINOLINE-3-CARBOXYLIC ACIDS

A series of 7-(3-amino- or 3-aminomethyl-l-pyrrolidinyl)-l-cyclopropyl-6,8-difluoro-l,4-dihydro-4-oxo-3-quinolinecarboxylic acids was synthesized and tested for antibacterial activity. Unique to these quinolones was the presence of a methyl or phenyl group in the pyrrolidine ring. Although the in vitro activity of these agents was usually equal to or less than that of their unsubstituted counterparts, one quinolone, 7-[3-(aminomethyl)-3-methyl-l-pyrrolidinyl]-l-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, displayed exceptional potency both in vitro and in vivo, particularly against Gram-positive organisms. © 1990, American Chemical Society. All rights reserved.