Bioorganic and Medicinal Chemistry Letters p. 2947 - 2952 (1996)
Update date:2022-07-30
Topics:
Greco, Michael N.
Powell, Eugene T.
Hecker, Leonard R.
Andrade-Gordon, Patricia
Kauffman, Jack A.
Lewis, Joan M.
Ganesh, Venkatapathy
Tulinsky, Alexander
Maryanoff, Bruce E.
A series of macrocyclic α-keto amides containing the D-Phe-Pro-Arg (fPR) motif were synthesized and evaluated in vitro as inhibitors of human α-thrombin and bovine trypsin. Structure-function studies, relating ring size and modifications at the P3 and P1' positions to enzyme inhibition, are described. An X-ray crystallographic study was performed on a ternary complex from 3i, thrombin, and hirugen.
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Doi:10.1021/ja710944j
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