Synthesis of novel cyclic protease inhibitors using Grubbs olefin metathesis

Bioorg Med Chem Lett. 1998 Feb 17;8(4):357-60. doi: 10.1016/s0960-894x(98)00025-0.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Alkenes / chemistry*
  • Protease Inhibitors / chemical synthesis*
  • Protease Inhibitors / chemistry

Substances

  • Alkenes
  • Protease Inhibitors