Cage amines as the stopper inhibitors of cholinesterases

Cage amines 1–4 are potent peripheral anionic site-bound reversible inhibitors of both acetylcholinesterase and butyrylcholinesterase. Cage amines 1–3 are selective butyrylcholinesterase inhibitor versus acetylcholinesterase. For both enzymes, the −log Ki values linearly correlate with the difference of substituted phenyl radius of cage amines (−log Ki=5.4+3.4Δγ for acetylcholinesterase, −log Ki=5.9+3.2Δγ for butyrylcholinesterase). Moreover, the relationship between the enzymes and cage amines mimics that between bottles and stoppers.