Conformationally restricted carbamate inhibitors of horse serum butyrylcholinesterase.
Conformationally restricted carbamate inhibitors, exo-2-norbornyl-N-butylcarbamate (1), endo-2-norbornyl-N-butylcarbamate (2), l-adamantyl-N-butylcarbamate (3), and 2-adamantyl-N-butylcarbamate (4) as active site-directed irreversible inhibitors of horse serum butyrylcholinesterase are investigated for values of the dissociation constant (KI), the carbamylation constant (k2), and the bimolecular rate constant (ki). Compound 1 is the most potent inhibitor of the enzyme and the values of KI and ki are 20 nM and 1.1 x 10(5) M-1sec-1, respectively.
Lin
G
G
Department of Chemistry, National Chung-Hsing University, Taichung, Taiwan.
Chen
G H
GH
Ho
H C
HC
D000818:Animals; D002091:Butyrylcholinesterase / Q000097:blood* / Q000187:drug effects; D002219:Carbamates / Q000493:pharmacokinetics / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000493:pharmacokinetics / Q000494:pharmacology*; D006736:Horses; D007700:Kinetics; D008968:Molecular Conformation; D013329:Structure-Activity Relationship
D002219:Carbamates; D002800:Cholinesterase Inhibitors; D002091:Butyrylcholinesterase