Search for α-glucosidase inhibitors: New N-substituted valienamine and conduramine F-1 derivatives

A solid-phase synthesis of new N-substituted valienamines has been developed and new synthesis of (±)-conduramine F-1, (−)-conduramine F-1, and (+)-ent-conduramine F-1 is presented, together with the preparation of N-benzylated conduramines F-1. N-Benzylation of both valienamine and (+)-ent-conduramine F-1 improves their inhibitory activity toward α-glucosidases significantly. The additional hydroxymethyl group makes valienamine derivatives more active than their (+)-ent-conduramine F-1 analogues.

A solid-phase synthesis of new N-substituted valienamines has been developed and new synthesis of (−)-conduramine F-1, (+)-ent-conduramine F-1, and their N-derivatives is presented. The inhibitory activities of these new compounds toward α-glucosidases are compared.Figure optionsDownload as PowerPoint slide