1,2,4-triazole derivatives with morpholine; DFT study and antileishmanial activity

Abstract

1,2,4-triazole derivatives with morpholine; 4-((3-methylthiophene-2-yl) methylenamino)-1-((4-(3-methylthiophene-2-yl) methylene amino)-1-(morpholinomethyl)-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-yl) methyl)-3-(thiophene-2-ylmethyl)-1H-1,2,4-triazole-5(4H)-one (compound I) and 1-((1-(morpholinomethyl)-4-(5-nitrothiophene-2-yl) methyleneamino)-5-thioxo-4,5-dihydro-1H-1,2,4-triazole-3-yl) methyl)4-(( 5-nitrothiophene-2-yl) methyleneamino)-3-(thiophene-2-ylmethyl)-1H-1,2,4-triazole-5(4H)-one (compound II), were optimized using a density functional theory (DFT) method with 6-311G(d,p) basis set and structural and spectral parameters were determined. In vitro antileishmanial activities of compounds were performed against Leishmania infantum promastigots by microdilution broth assay with Alamar Blue dye. Amphotericin B was used as standard drug. The results show that both compounds are antiparasitic and especially compound II has considerable antileishmanial activity due to the minimal inhibitory concentration value of 312 mu g/mL.