Synthesis and Antibacterial Evaluation of Model Fluoroquinolone- Benzylidene Barbiturate Hybrids

Author(s): Kamal Sweidan, Walid Abu Rayyan, Musa Abu Zarga, Mustafa M. El-Abadelah, Hani A. Y. Mohammad

Journal Name: Letters in Organic Chemistry

Volume 11 , Issue 6 , 2014

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Graphical Abstract:


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.

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Article Details

Year: 2014
Page: [422 - 425]
Pages: 4
DOI: 10.2174/1570178611666140401220850
Price: $65

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