Synthesis and structure-activity study of protease inhibitors. III. Amidinophenols and their benzoil esters.

Abstract
Various amidinophenol derivatives and their benzoates were synthesized and evaluated for inhibitory activities against trypsin, plasmin, kallikrein, thrombin, Cl.hivin.r and Cl.hivin.s [activated complement components C1s and C1r] as well as in vitro complement-mediated hemolysis. 4-(.beta.-Amidinoethenyl)phenyl 4-guanidinobenzoate and 4-amidino-2-benzoylphenyl 4-guanidinobenzoate had potent inhibitory activities with IC50 [median inhibitory concentration] of 9 .times. 10-8 M (trypsin) and 2 .times. 10-7 M (Cl.hivin.s) for the former and 3 .times. 10-8 M (trypsin) and 2 .times. 10-7 M (Cl.hivin.s) for the latter.