Studies on Pyridonecarboxylic Acids. IV. Synthesis Md Antibacterial Activity Evaluation of 5-(-)- and R-(+)-6-Fluoro-1-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiazeto[3,2-a]quinoUne-3-carboxyIic Acids

摘要

Optically active isomers of 6-fluoro-l-methyl-4-oxo-7-(1-piperazinyl)-4H-[1,3]thiaMto[3,2-a]qiiinoHnc-3-carboxvlic acid (NM394, 3) were prepared through optical resolution of their racemic intermediate (±)-1 by high-performance liquid chromatography (HPLC). The absolute configuration at the C-1 position in the thiazeto-quinolone ring of (-)-3 was confirmed by X-ray analysis of (-)-4 to be S. The in vitro antibacterial activity ol (-)-3 Was 2-8 times that of (+)-3.