Synthesis of novel cyclic protease inhibitors using Grubbs olefin metathesis

Article abstract of DOI:10.1016/S0960-894X(98)00025-0

The unusual amino acid bishomoallylglycine was synthesized and used to form cyclic P₃-P₁ tripeptide inhibitors via a Grubbs olefin metathesis method. These compounds show micro- to nanomolar inhibition of Rhizopus chinensis pepsin and represent a new class of simplified aspartic protease inhibitors lacking P' residues.