Synthesis and antibacterial activity of new fluoroquinolones containing a substituted N-(phenethyl)piperazine moiety

N-(Phenethyl)piperazinyl quinolone derivatives that bear a methoxyimino-substituent have been synthesized and evaluated for antimicrobial activity against Gram-positive and Gram-negative microorganisms. In addition, to define structure–activity relationships, ciprofloxacin derivatives containing 2-oxo-2-phenylethyl or 2-hydroxyimino-2-phenylethyl moieties at N-4 position of piperazine ring were prepared and tested. Ciprofloxacin derivatives, containing a N-(chloro-substituted phenethyl) residue, showed in vitro Gram-positive and Gram-negative activity generally comparable or superior to that of reference quinolones.

Graphical abstractNovel N-substituted piperazinyl quinolone derivatives, which bear a 2-aryl-2-methoxyiminoethyl substituent and some related residues in the 4-position of the piperazine ring, have been synthesized and evaluated for antimicrobial activity. Some ciprofloxacin derivatives showed in vitro Gram-positive and Gram-negative activity superior to that of reference quinolones.Figure optionsDownload full-size imageDownload as PowerPoint slide