α-Glucosidase Inhibitors with a Phthalimide Skeleton : Stucture-Activity Relationship Study

抄録

α-Glucosidase inhibitors with a phthalimide skeleton were prepared. Structure-activity relationship studies indicated a critical role for the hydrophobicity of the substituent at the nitrogen atom of the phthalimide skeleton. Introduction of electron-withdrawing groups, including a nitro group and chlorine, influenced the activity.Optimization studies led us to design 4, 5, 6, 7-tetrachloro-N-phenylphthalimide (CP0P) and its N-phenylalkyl derivatives. CP0P and 4, 5, 6, 7-tetrachloro-N-(4-phenylbutyl)phthalimide (CP4P) proved to be more potent α-glucosidase inhibitors than the known inhibitor 1-deoxynojirimycin.