Neurodegenerative diseases in which the decrease of the acetylcholine is observed are growing worldwide. In the present study, a series of new arylaminopropanone derivatives with N-phenylcarbamate moiety (1-16) were prepared as potential acetylcholinesterase and butyrylcholinesterase inhibitors. In vitro enzyme assays were performed; the results are expressed as a percentage of inhibition and the IC50 values. The inhibitory activities were compared with reference drugs galantamine and rivastigmine showing piperidine derivatives (1-3) as the most potent. A possible mechanism of action for these compounds was determined from a molecular modelling study by using combined techniques of docking, molecular dynamics simulations and quantum mechanics calculations.

Department of Chemical Drugs Faculty of Pharmacy University of Veterinary and Pharmaceutical Sciences Palackeho tr 1 61242 Brno Czech Republic

Department of Natural Drugs Faculty of Pharmacy University of Veterinary and Pharmaceutical Sciences Palackeho tr 1 61242 Brno Czech Republic

Facultad de Química Bioquímica y Farmacia Universidad Nacional de San Luis Chacabuco 915 San Luis 5700 Argentina

Global Change Research Institute CAS Belidla 986 4a 60300 Brno Czech Republic

IMIBIO CONICET UNSL Chacabuco 915 San Luis 5700 Argentina

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