Synthesis and biological activity of 1-ethyl-7(4-acetyl-1-piperazynil)-6-fluoroquinolone-3-carboxylic acid

ORGN 138

Elisa Leyva, Alicia Sagredo, Angeles Cabrero, Denisse A. de Loera, and Socorro Leyva. Department of Chemistry, Universidad Autonoma de San Luis Potosi, San Luis Potosi, 78210, Mexico
We report an easy and general method for the synthesis of 1-ethyl-7-(4-acetyl-1-piperazinyl)-6-fluoroquinolone-3-carboxilic acid. For comparision, several 7-halogen or piperazinyl-6-fluoroquinolone-3-carboxilic acids were prepared. These 7-substituted derivatives were compared for antiinfective activity using minimum inhibitory concentrations against a variety of bacteria. The introduction of the acetyl group in the structure of the piperazinyl improved significantly Gram-negative and Gram-positive activity for the piperazinylquinolones. The intermediate compounds and final products were characterized by H' NMR spectral data. This analytical technique was particularly useful to monitor the reactions through the synthesis.