Synthesis ofN-phenylphthalimide Derivatives as α-Glucosidase Inhibitors

SixteenN-phenylphthalimide derivatives were synthesized and their ability to inhibit α-glucosidase was investigated.N-(2,4-dinitrophenyl)phthalimide was a potent inhibitor of yeast α-glucosidase (IC50; 0.158 ± 0.005 mM) and maltase (IC50; 0.051 ± 0.008 mM), whereas it did not inhibit sucrase. From a Lineweaver-Burk plot of α-glucosidase kinetics,N-(2,4-dichlorophenyl) phthalimide was found to be a competitive inhibitor of yeast α-glucosidase. These results indicate thatN-(2,4-dinitrophenyl)phthalimide could be a representative of a new group of α-glucosidase inhibitors.