Chemical and Pharmaceutical Bulletin p. 1685 - 1693 (1999)
Update date:2022-08-05
Topics:
Ono, Shin'ichiro
Inoue, Yoshihisa
Yoshida, Tomohiro
Ashimori, Atsuyuki
Kosaka, Keigo
Imada, Teruaki
Fukaya, Chikara
Nakamura, Norifumi
The synthesis and design using molecular modeling techniques for non- peptide, low molecular weight novel fibrinogen receptor (glycoprotein IIb/IIIa: Gp IIb/IIIa) antagonists, is reported. We used a highly potent serine protease inhibitor, Nafamostat, having an amidinonaphthyl unit as the starting compound. The compounds 4-(6-amidino-2- naphthylaminocarbonyl)phenoxyacetic acid (5a) and 4-(6-amidino-2- naphthalenecarboxamido)phenoxyacetic acid (5b) inhibited adenosin-5'- diphospate (ADP)-induced aggregation of human platelet-rich plasma (PRP) with IC50 values of 0,05 and 0.07 μM, respectively, and had lost their ability to inhibit a variety of serine proteases, including thrombin, factor Xa, plasmin and trypsin.
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