Synthesis of novel peptidomimetics as inhibitors of protozoan cysteine proteases falcipain-2 and rhodesain

This paper describes the synthesis of novel peptidomimetics bearing a protected aspartyl aldeyde warhead leading to the thioacylals 2a,b and the acylals 3a,b. Compounds 2a and 3a proved to possess an increased antiplasmodial activity with respect to the parent molecule 1. Furthermore thioacylal 2a can be considered as a promising trypanocidal agent.

Graphical abstractThis paper describes the synthesis and the biological evaluation towards protozoan cysteine proteases of novel peptidomimetics bearing a protected aspartyl aldeyde warhead.Figure optionsDownload full-size imageDownload as PowerPoint slide