A total of forty 2H-chromene based benzamides (4a-zn) were prepared from azlactones and examined for its ability to scavenge free radicals (DPPH, ABTS.+) and inhibit α-glucosidase. Ten benzamide compounds were shown to be strong ABTS.+ free radical scavengers and three benzamide compounds 4p, 4zd, 4zf were found to be the most effective α-glucosidase inhibitors. Simulation and molecular modeling studies were carried out for potential compounds.

Abstract

Azlactones (3a-d) were reacted with different amines at room temperature to create a total of forty 2H-chromene based benzamides (4a-zn). Azlactones' rings were opened to get the desired compounds and examined for its ability to scavenge free radicals (DPPH, ABTS⁺) and inhibit α-glucosidase. Ten benzamide compounds were shown to be strong ABTS⁺ free radical scavengers, and three benzamide compounds 4p, 4zd, and 4zf were found to be the most effective α-glucosidase inhibitors. Compound 4zf was shown to be an α-glucosidase inhibitor and ABTS⁺ free-radical scavenger. To further illustrate the molecular basis of α-glucosidase inhibition, molecular docking and simulation studies were performed for potential compounds.