[Studies on pyridonecarboxylic acids as antibacterial agents. XIV. Synthesis and structure-activity relationships of 7,8-disubstituted-1-cyclopropyl-6-methyl-1,4-dihydro-4-oxo-3-quinoline carboxylic acids]

Abstract

Eighteen pyridonecarboxylic acids, characterized by a methyl group at the C6-position instead of the usual fluorine atom, cyclopropyl at the N1-position, substituted amino groups at the C7-position, and some substituted groups (hydrogen, chlorine, nitro and amino) at the C8-position, were synthesized. The in vitro antibacterial activity of these compounds were tested, and the structure-activity relationships were also discussed. The results of the study showed that the activity of compounds 22 and 24 were less potent than that of ciprofloxacin against S. aureus, S. epidermidis, E. coli and P. aeruginosa, while they were 2-100 times more potent than ciprofloxacin against K. pneumoniae, S. marcescens, A. calcoacetous, E. aerogenes, S. typhi and S. typhimurium.