TY - JOUR JF - RUMS_JOURNAL JO - JRUMS VL - 8 IS - 4 PY - 2009 Y1 - 2009/12/01 TI - Synthesis and In vitro Antibacterial Activity of N-[5-(5-nitroaryl)-1,3,4-Thiadiazol-2-yl] Piperazinyl Quinolones TT - تهیه مشتقات]-N 5-(5-نیتروآریل)-4ØŒ3ØŒ1- تیادی آزول-2- ایل[ پیپرازینیل کینولون‌ها Ùˆ ارزیابی خواص ضد باکتریایی آنها به روش برون‌تنی N2 -   M.H. Moshafi [1] , S.M. Safavi [2] , A. Foroumadi [3]   Â  Received: 23/02/09 Sent for Revision: 25/07/09 Received Revised Manuscript: 08/10/09 Accepted: 26/10/09   Â  Background and Objectives: Because resistance to antimicrobial drugs is widespread, recognition of new antimicrobial and understanding of their mechanisms are vital. The quinolones have a broad antibacterial spectrum of activity against Gram-positive, Gram-negative and mycobacterial pathogens such as anaerobes. In the present study, the synthesis and antibacterial activity of a new series of N-piperazinyl quinolones containing 5-(nitroaryl)-1, 3, 4-thiadiazole-2-yl moiety have been studied.   Materials and Methods: In this laboratory study, the reaction of 1-cyclopropyl-6 fluoro-8 methoxy-4-oxo-7- (piperazin-1-yl)-1, 4- dihydroquinoline-3- carboxylic acid (compound 3), with 2-chloro-5-(nitroaryl)-1,3,4-thiadiazol (compounds 9a-f), in DMF in the presence of NaHCO3 at 85-90oC, gave final compounds 1- cyclopropyl- 6fluoro-7-[4-[5-(nitroaryl)-1,3, 4-thiadiazol-2yl], piperazin-1-yl] -8- methoxy-4-oxo-quinoline-3- carboxylic acid (8a-f). compounds 8a-f, were tested in vitro by the conventional agar dilution method against a panel of microorganisms including stophylococcus aureus, Escherichia coli, salmonella typhi, shigella flexneri, klebsiella pneumonia, serratia marcescens and pseudomonas aeruginosa.   Results: Among synthesized compound, nitrofuran analog 8b exhibited more potent inhibitory activity against Gram-positive bacteria including B. subtilis, S. epidermidis, E. feacalis, M. luteus, in respect to other synthesized compounds and reference drug gatifloxacin.   Conclusion: Introduction of the bulky group of [5-(5-nitroaryl)-1,3,4-thiadiazol-2-yl] could dramatically impact the antibacterial activity of the parent quinolone, and among the nitroaryl groups, 5-nitrofuryl analogue showed the most potent antibacterial activity against the tested microorganisms .   Key words: Quinolones, Nitroaromatic Compounds, 1,3,4-Thiadiazole, Antibacterial Activity   Â  Funding: This research was funded by Kerman University of Medical Sciences.   Conflict of Interest : None declared.   Â  [1] - Associate Prof., Dept. of Microbiology, Faculty of Pharmacy, University of Medical Sciences, Kerman, Iran   [2] - Master Science, Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran   [3] - Prof., Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran   ( Corresponding Author) Tel: (021) 66954708, Fax: (021) 66461178, E-mail: aforoumadi@yahoo.com SP - 253 EP - 262 AU - Moshafi, M.H. AU - Safavi, S.M. AU - Foroumadi, A. AD - KW - Quinolones KW - Nitroaromatic Compounds KW - 1 KW - 3 KW - 4-Thiadiazole KW - Antibacterial Activity UR - http://journal.rums.ac.ir/article-1-654-en.html ER -