title: Synthetic inhibitors of serine proteinases. 22. Inhibition of acrosin by benzamidine derivatives.
abstract: A series of substituted benzamidines was tested for their inhibitory effects on boar acrosin. Substituents with electron-donating properties and small aliphatic residues increase the inhibitory activity of benzamidine, whereas aromatic residues have only a slight enhancing influence. Only substituents with a beta- or gamma-keto group increase the acrosin binding affinity by more than one order of magnitude. Comparison of the structure-activity relationships for the inhibition of acrosin and trypsin showed differences in the binding sites of both enzymes.
mesh_terms: D000176:Acrosin / Q000037:antagonists & inhibitors*; D000578:Amidines; D000818:Animals; D001550:Benzamidines; D001665:Binding Sites; D008297:Male; D008968:Molecular Conformation; D011480:Protease Inhibitors; D013329:Structure-Activity Relationship; D013552:Swine; D014361:Trypsin Inhibitors
chemical_list: D000578:Amidines; D001550:Benzamidines; D011480:Protease Inhibitors; D014361:Trypsin Inhibitors; D000176:Acrosin