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Synthesis and Biological Activity of Some Novel Metronidazole Derivatives Containing a 1,3,4-Thiadiazole Schiff Base Moiety

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Abstract

A series of novel metronidazole derivatives were designed via introduction of pharmacologically active 1,3,4-thiadiazole and Schiff base fragments into the 5-nitroimidazole skeleton of metronidazole at the 2-position without modifying the nitro group. The designed compounds were synthesized as per literature method with little modification and were isolated in moderate to good yield (68–92%) in the analytically pure form without resorting to chromatographic purification. The antibacterial activity of the newly synthesized compounds was assessed against three gram-positive bacterial strains (S. aureus, B. cereus, and S. epidermidis) and three gram-negative strains (E. coli, S. typhi, and K. pneumoniae) by standard disc diffusion method. The synthesized compounds were also tested for anthelmintic activity at a concentration of 2 mg/mL against two worm species, Pheretima posthuma and Perionyx excavatus. Three of the twelve new derivatives showed comparable antibacterial activity to that of standard but none of them exhibited anthelmintic potential.

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ACKNOWLEDGMENTS

The authors are thankful to the Faculty of Pharmacy, Bhagwant University, Ajmer, and Sri Jaydeva College of Pharmaceutical Sciences, Naharkanta, Bhubaneswar, for providing the necessary support.

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  1. Faculty of Pharmacy, Bhagwant University, Ajmer, 305004, Rajasthan, India

    P. Pattanayak & K. Saravanan

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  1. P. Pattanayak
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  2. K. Saravanan
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Correspondence to P. Pattanayak.

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Pattanayak, P., Saravanan, K. Synthesis and Biological Activity of Some Novel Metronidazole Derivatives Containing a 1,3,4-Thiadiazole Schiff Base Moiety. Russ J Org Chem 58, 99–105 (2022). https://doi.org/10.1134/S1070428022010146

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