Synthesis and in vitro anti-Helicobacter pylori activity of 2-(substituted benzylthio)-5-(5-nitro-2- furyl)-1, 3, 4-thiadiazole derivatives

Authors: HOSSEIN NASR ISFAHANI, KHALIL FAGHIHI, ATENA IZADKHAH, MEISAM SHABANIAN

Abstract: Starting from (5-nitrofuran-2-yl)methylene diacetate, a new series of 2-[(substituted benzyl)thio]-5-(5-nitro-2-furyl)-1,3,4-thiadiazoles (6a-n) were synthesized and the structures of the compounds were determined using spectroscopic methods including mass spectrometry, ^1H-nuclear magnetic resonance, infrared spectroscopy, and elemental analysis. The in vitro anti-Helicobacter pylori activity of the synthesized compounds was evaluated by the disk diffusion method against the clinical isolates of Helicobacter pylori. The results indicated that most of the synthesized compounds exhibited significant inhibitory activity against H. pylori with respect to standard drug metronidazole. Compound 6l, containing the 2-chloro-6-fluorobenzylthio moiety, was the most potent compound tested.

Keywords: 1,3,4-Thiadiazole, nitrofuran, anti-Helicobacter pylori activity.

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