Synthesis of novel cyclic protease inhibitors using Grubbs olefin metathesis.
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.
Ripka
A S
AS
University of Wisconsin-Madison School of Pharmacy 53706, USA.
Bohacek
R S
RS
Rich
D H
DH
D000475:Alkenes / Q000737:chemistry*; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry
D000475:Alkenes; D011480:Protease Inhibitors