Synthesis, characterization and in vitro antioxidant assay of 4-(benzylideneamino)-5-pentadecyl-2H-1,2,4-triazol-3(4H)-ones

The present research paper reports a convenient synthesis of novel 4-(benzylideneamino)-5-pentadecyl-2H-1,2,4-triazol-3(4H)-ones and their in vitro antioxidant assay. The synthesized azomethine-triazole hybrids are characterized using FT-IR, multi nuclear NMR and elemental analysis (CHN). Oxidative potential of the synthesized derivatives is assessed by performing various in vitro antioxidant and alpha-amylase assays. The best antioxidant potential was displayed by 4d followed by 4a, 4e and 4i. Molecular docking simulations revealed that the tested azomethine-triazole 4a showed strong binding inside the active-site gorges of the alpha-amylase. A striking agreement was obtained as the best-docked poses showed important binding features mostly based on interactions due to triazolone moiety of the azomethine linkage. The docking computations coupled with the experimental findings ascertained that the compound 4a can serve as a potential scaffold for the development of a novel class of alpha-amylase inhibitors. [GRAPHICS] .