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A series of 2-hetaryl-4-fluoro-9-cyclopropyl-6-oxo-1 H -imidazo[4,5- h ]quinoline-7-carboxylic esters ( 3a–f ) and their corresponding acids  4a – f  have been prepared  via  microwave-assisted cyclocondensation reaction with some hetarene carboxaldehydes. The structures for these new esters and acids are based on spectral (IR, MS, and NMR) data. The  in vitro  antimicrobial assay of  4a – f  hetaryl derivatives, their aryl analogues  1d – g , and the imidazo-unsubstituted acid  1a  showed that all of these tricyclic heterocycles possess a good level of antibacterial activity. Among them, compound  1a  exhibited the highest effect against both, Gram-positive (minimum inhibitory concentrations [MICs] 0.15–3.0 μg mL –1 ) and Gram-negative bacteria (MICs 0.7–3.0 μg mL –1 ). An excellent activity was recorded also for the halo-phenyl derivatives  1f , g  and for the furan derivatives  4e , f , especially toward Gram-positive strains and  Bacillus subtilis  and  Haemophilus influenzae , respectively.

zeitschrift für naturforschung b

Heterocycles [ h ]-fused to 4-oxoquinoline-3-carboxylic acid. Part XI: Synthesis and antibacterial activity of 4-fluoro-6-oxoimidazo[4,5- h ]quinoline-7-carboxylic acids