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  • Title: Quinolone antibacterials: preparation and activity of bridged bicyclic analogues of the C7-piperazine.
    Author: Kiely JS, Hutt MP, Culbertson TP, Bucsh RA, Worth DF, Lesheski LE, Gogliotti RD, Sesnie JC, Solomon M, Mich TF.
    Journal: J Med Chem; 1991 Feb; 34(2):656-63. PubMed ID: 1995890.
    Abstract:
    A series of quinolone and naphthyridine antibacterial agents possessing as the C7-heterocycle bicyclic 2,5-diazabicyclo[n.2.m]alkanes, where n = 2, 3 and m = 1, 2, and a series including 4-aminopiperidine and 3-amino-8-azabicyclo[3.2.1]octanes have been prepared and evaluated in vitro and in vivo for antibacterial activity against a variety of Gram-negative and Gram-positive organisms. These compounds were also tested against the target enzyme bacterial DNA gyrase. All the examples investigated are nearly equipotent with the parent 7-piperazinyl analogues. Only endo-7-(3-amino-8-azabicyclo[3.2.1]oct-8-yl)-1-cyclopropyl-6,8-difluoro- 1,4- dihydro-4-oxo-3-quinolinecarboxylic acid displays activity that surpasses that of the piperazine parent.
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