Synthesis and antibacterial activity of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 position

New quinolone compounds were synthesized and evaluated their antibacterial activity and enzyme selectivity. A series of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 posit...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2004-10, Vol.14 (20), p.5193-5198
Hauptverfasser: Inagaki, Hiroaki, Takahashi, Hisashi, Takemura, Makoto
Format: Artikel
Sprache:eng
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Zusammenfassung:New quinolone compounds were synthesized and evaluated their antibacterial activity and enzyme selectivity. A series of novel 6-fluoro-1-[(1R,2S)-2-fluorocyclopropan-1-yl]-4-oxoquinoline-3-carboxylic acids bearing cyclopropane-fused 2-amino-8-azabicyclo[4.3.0]nonan-8-yl substituents at the C-7 position were synthesized to obtain potent drugs for the treatment of Gram-positive infections. Some compounds exhibited excellent antibacterial activity, and potent inhibitory activity against bacterial DNA topoisomerase IV. In addition, some of the potent compounds showed reduced inhibitory activity against human DNA topoisomerase II compared with the corresponding noncyclopropane-fused compounds.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2004.07.064