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

Pattanayak, P.; Saravanan, K.

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.

SCHIFF bases; BIOSYNTHESIS; THIADIAZOLES; METRONIDAZOLE; ESCHERICHIA coli; CHEMICAL synthesis

Russian Journal of Organic Chemistry, 2022, Vol 58, Issue 1, p99

1070-4280

Academic Journal

10.1134/S1070428022010146