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Synthesis and antibacterial activity of N-[2-(2-naphthyl)ethyl]piperazinyl quinolones |
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| Authors: | A. Shafiee S. Emami S. Ghodsi S. Najjari M. Sorkhi N. Samadi M. A. Faramarzi A. Foroumadi |
| Affiliation: | 1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, 14174, Iran 2. Drug Design & Development Research Center, Tehran University of Medical Sciences, Tehran, 14174, Iran 3. Department of Medicinal Chemistry and Pharmaceutical Sciences Research Center, Faculty of Pharmacy, Mazandaran University of Medical Sciences, Sari, Iran 4. Department of Chemistry, Faculty of Sciences, Islamic Azad University, Karaj-Branch, Karaj, Iran 5. Department of Pharmaceutical Biotechnology, Tehran University of Medical Sciences, Tehran, 14174, Iran |
| Abstract: | A series of N-[2-(2-naphthyl)ethyl]piperazinyl quinolones containing a carbonyl related functional groups (oxo- or oxyimino-) on the ethyl spacer was synthesized and evaluated for antibacterial activity. The synthesis of N-[2-(2-naphthyl)ethyl]piperazinyl quinolones was achieved through the versatile and efficient synthetic route that involved reaction of piperazinyl quinolones with appropriate α-bromoketone or α-bromooxime derivatives. The structures of new compounds were confirmed by elemental analysis, IR and NMR spectra. Antibacterial data indicated that some of the new N-[2-(2-naphthyl)ethyl]piperazinyl quinolones showed good antibacterial activity and modification of the position 8 and N-1 substituent on quinolone ring, and ethyl spacer functionality produced significant changes in activity against Gram-positive and Gram-negative bacteria. |
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