Arylaminopropanone Derivatives as Potential Cholinesterase
Inhibitors: Synthesis, Docking Study and Biological Evaluation

J 2020

Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation

HUDCOVÁ, Anna, Aleš KROUTIL, Renata KUBÍNOVÁ, A. D. GARRO, L. J. GUTIERREZ et. al.

Basic information

Original name

Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation

Name in Czech

Deriváty arylaminopropanonu jako potenciální inhibitory cholinesteráz: syntéza, dokovací studie a biologické hodnocení

Authors

HUDCOVÁ, Anna (203 Czech Republic, belonging to the institution), Aleš KROUTIL (203 Czech Republic, guarantor, belonging to the institution), Renata KUBÍNOVÁ (203 Czech Republic, belonging to the institution), A. D. GARRO (32 Argentina), L. J. GUTIERREZ, D. ENRIZ, M. ORAVEC (203 Czech Republic) and Jozef CSÖLLEI (203 Czech Republic, belonging to the institution)

Edition

Molecules, 2020, 1420-3049

Other information

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

30104 Pharmacology and pharmacy

Country of publisher

Switzerland

Confidentiality degree

není předmětem státního či obchodního tajemství

References:

URL

Impact factor

Impact factor: 4.411

RIV identification code

RIV/00216224:14160/20:00116638

Organization unit

Faculty of Pharmacy

DOI

http://dx.doi.org/10.3390/molecules25071751

UT WoS

000531833400276

Keywords in English

arylaminopropanone; N-phenylcarbamate; acetylcholinesterase; butyrylcholinesterase; enzyme assays; molecular modelling

Abstract

V originále

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.

Citovat

HUDCOVÁ, Anna, Aleš KROUTIL, Renata KUBÍNOVÁ, A. D. GARRO, L. J. GUTIERREZ, D. ENRIZ, M. ORAVEC and Jozef CSÖLLEI. Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation. Molecules. 2020, vol. 25, No 7, p. 1751-1767. ISSN 1420-3049. Available from: https://dx.doi.org/10.3390/molecules25071751.

@article{1684749,
   author = {Hudcová, Anna and Kroutil, Aleš and Kubínová, Renata and Garro, A. D. and Gutierrez, L. J. and Enriz, D. and Oravec, M. and Csöllei, Jozef},
   article_number = {7},
   doi = {http://dx.doi.org/10.3390/molecules25071751},
   keywords = {arylaminopropanone; N-phenylcarbamate; acetylcholinesterase; butyrylcholinesterase; enzyme assays; molecular modelling},
   language = {eng},
   issn = {1420-3049},
   journal = {Molecules},
   title = {Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation},
   url = {https://www.mdpi.com/1420-3049/25/7/1751},
   volume = {25},
   year = {2020}
}

TY  - JOUR
ID  - 1684749
AU  - Hudcová, Anna - Kroutil, Aleš - Kubínová, Renata - Garro, A. D. - Gutierrez, L. J. - Enriz, D. - Oravec, M. - Csöllei, Jozef
PY  - 2020
TI  - Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation
JF  - Molecules
VL  - 25
IS  - 7
SP  - 1751
EP  - 1751
SN  - 14203049
KW  - arylaminopropanone
KW  - N-phenylcarbamate
KW  - acetylcholinesterase
KW  - butyrylcholinesterase
KW  - enzyme assays
KW  - molecular modelling
UR  - https://www.mdpi.com/1420-3049/25/7/1751
L2  - https://www.mdpi.com/1420-3049/25/7/1751
N2  - 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.
ER  -

HUDCOVÁ, Anna, Aleš KROUTIL, Renata KUBÍNOVÁ, A. D. GARRO, L. J. GUTIERREZ, D. ENRIZ, M. ORAVEC and Jozef CSÖLLEI. Arylaminopropanone Derivatives as Potential Cholinesterase Inhibitors: Synthesis, Docking Study and Biological Evaluation. \textit{Molecules}. 2020, vol.~25, No~7, p.~1751-1767. ISSN~1420-3049. Available from: https://dx.doi.org/10.3390/molecules25071751.

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