title: Effect of para substituents of 2-(N,N-dimethylamino)ethyl phenyl phenylphosphonates on inhibition of human pseudocholinesterase.
abstract: Human serum pseudocholinesterase inhibition by nineteen of the title phosphonates was studied and the effect of para substituents of the phenoxy and phenyl groups on inhibition rates was compared. The effect of substituents of the phenoxy group on the reaction rate is in some cases even 60 times as great as the effect of substituents of the phenyl group. Logarithms of rate constants correlate linearly with sigma po substituent constants of the phenoxy group, but no linear dependence is observed for para substituents of the phenyl group. The role of the apicophilicity of substituents of phosphorus in the enzyme--inhibitor complex is discussed.
mesh_terms: D002091:Butyrylcholinesterase / Q000097:blood; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis; D006801:Humans; D007700:Kinetics; D008956:Models, Chemical; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D002800:Cholinesterase Inhibitors; D009943:Organophosphorus Compounds; C023604:phenylphosphonic acid; D002091:Butyrylcholinesterase