Synthesis and Antibacterial Evaluation of Model Fluoroquinolone- Benzylidene Barbiturate Hybrids
Walid Abu Rayyan,
Musa Abu Zarga,
Mustafa M. El-Abadelah,
Hani A. Y. Mohammad.
The interaction of 1,3-dimethylbarbituric acid (2) with ethyl 7-chloro-1-cyclopropyl-6-fluoro-8-nitro-4-
oxoquinoline-3-carboxylate (1) in basic medium yielded the respective 7-[5-(1,3-dimethylbarbitutic)]-quinoline hybrid
(3). Substituted 5-bis(thioethyl)methylene barbituric acids (5a,b) underwent cyclocondensation with 7,8-diamino-6-
fluoroquinoline-3-carboxylate (4) to produce the respective fluoroquinolone-benzylidene-barbiturate hybrids (6a,b)
incorporating fused-imidazoline moiety. Saponification of the dimethylated ester (6b) gave the respective acid (7). The
new compounds (3,5-7) show low to moderate antibacterial activity against Staphylococcus aureus and E. coli.
Keywords: Antibacterial activity, barbituric acid, fluoroquinolones, hybrid molecules, solid-state 13C NMR.
Rights & PermissionsPrintExport