Synthesis, antimycobacterial and antibacterial activity of l-[(1R,2S)-2-fluorocyclopropyl]naphthyridone derivatives containing an oxime-functionalized pyrrolidine moiety

A series of novel 1-[(1R,2S)-2-fluorocyclopropyl]naphthyridone derivatives were synthesized. Compounds 21a, 21e and 21j show excellent activity against MTB H37Rv ATCC 27294 (MICs: <0.25 μg/mL) and MDR-MTB 6133 (MICs: 0.03-0.054 μg/mL). Compounds 21d, 21e and 22a-c were found to be 2->250 times more potent than ciprofloxacin and levofloxacin.