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Synthesis and in vitro evaluation of novel N-cycloalkylcarbamates as potential cholinesterase inhibitors

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Abstract

This present paper describes the preparation and characterization of a series of O-substituted N-cycloalkylcarbamate derivatives. These compounds were tested as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). All studied carbamates exhibited moderate inhibitory activity of both cholinesterases with values of IC50 in the range of 36.1–78.6 μM for AChE and 9.8–215.4 μM for BChE, respectively. These values are comparable with those values of inhibition obtained with the established drug rivastigmine. The cytotoxicity of all carbamates was evaluated using standard in vitro test with Jurkat cells. Many of the studied carbamates can be considered as promising compounds for potential medicinal applications with regard to their inhibitory activity as well as negligible cytotoxicity.

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Acknowledgements

The authors acknowledge the financial support of the Ministry of Education, Youth and Sports of the Czech Republic.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10, Pardubice, Czech Republic

    Eva Horáková, Pavel Drabina & Miloš Sedlák

  2. Department of Biological and Biochemical Sciences, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10, Pardubice, Czech Republic

    Lenka Brůčková, Šárka Štěpánková & Katarína Vorčáková

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  1. Eva Horáková
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  2. Pavel Drabina
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Correspondence to Pavel Drabina.

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Dedicated to Prof. Jaromír Kaválek on the occasion of his 80th birthday.

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Horáková, E., Drabina, P., Brůčková, L. et al. Synthesis and in vitro evaluation of novel N-cycloalkylcarbamates as potential cholinesterase inhibitors. Monatsh Chem 148, 2143–2153 (2017). https://doi.org/10.1007/s00706-017-2026-5

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  • DOI: https://doi.org/10.1007/s00706-017-2026-5

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