Evaluation of derivatives of 2,3-dihydroquinazolin-4(1H)-one as inhibitors of cholinesterases and their antioxidant activity: In vitro, in silico and kinetics studies: Scientific paper

Oluwatoyin Babatunde; Shehryar Hameed; Kingsley Adibe Mbachu; Faiza  Saleem; Sridevi Chigurupati; Abdul Wadood; Ashfaq Ur Rehman; Vijayan Venugopal; Khalid Mohammed Khan; Muhammad Taha; Olusegun Ekundayo; Maria Aqeel Khan

doi:10.2298/JSC211106005B

PDF (3.21 MB) Supplementary Material (3.14 MB)

Published: Sep 20, 2023

Updated: 20.09.2023

DOI: https://doi.org/10.2298/JSC211106005B

Keywords:

quinazolinone dual inhibitors acetylcholinesterase butyrylcholinesterase antioxidant in vitro in silico kinetic studies

Oluwatoyin Babatunde

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

https://orcid.org/0000-0003-4608-5874

Shehryar Hameed

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

https://orcid.org/0000-0002-3341-255X

Kingsley Adibe Mbachu

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan, Department of Chemistry, University of Ibadan, Nigeria

https://orcid.org/0000-0002-3702-1425

Faiza Saleem

H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

https://orcid.org/0000-0002-7055-4266

Sridevi Chigurupati

Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, Qassim University, Buraidah-52571, Saudi Arabia

https://orcid.org/0000-0002-1081-2964

Abdul Wadood

Department of Biochemistry, Computational Medicinal Chemistry Laboratory, UCSS, Abdul Wali Khan University, Mardan, Pakistan

Ashfaq Ur Rehman

Department of Biochemistry, Computational Medicinal Chemistry Laboratory, UCSS, Abdul Wali Khan University, Mardan, Pakistan

https://orcid.org/0000-0002-7261-3645

Vijayan Venugopal

Faculty of Pharmacy, AIMST University, Kedah-08100, Malaysia

https://orcid.org/0000-0002-7320-7390

Khalid Mohammed Khan

H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan

https://orcid.org/0000-0001-8337-4021

Muhammad Taha

Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, P.O. Box 1982, Dammam, 31441, Saudi Arabia

Olusegun Ekundayo

Department of Chemistry, University of Ibadan, Nigeria

https://orcid.org/0000-0001-8467-6988

Maria Aqeel Khan

Third World Center for Science and Technology (TWC), H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

https://orcid.org/0000-0002-8072-4775

Abstract

In search of potent inhibitors of cholinesterase enzymes and antioxidant agents, synthetic derivatives of dihydroquinazolin-4(1H)-one (1–38) were evaluated as potential anti-Alzheimer agents through in vitro acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitions and radical (DPPH and ABTS) scavenging activities. The structure–activity relationship (SAR) was mainly based on the different substituents at the aryl part which showed a significant effect on the inhibitory potential of enzymes and radical scavenging activities. The kinetic studies of most active compounds showed a noncompetitive mode of inhibition for AChE and a competitive mode of inhibition for the BChE enzyme. Additionally, molecular modelling studies were carried out to investigate the possible binding interactions of quinazolinone derivatives with the active site of both enzymes.

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How to Cite

[1]

O. Babatunde, “Evaluation of derivatives of 2,3-dihydroquinazolin-4(1H)-one as inhibitors of cholinesterases and their antioxidant activity: In vitro, in silico and kinetics studies: Scientific paper”, J. Serb. Chem. Soc., vol. 88, no. 9, pp. 825–840, Sep. 2023.

Issue

Vol. 88 No. 9 (2023)

Section

Organic Chemistry

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution license 4.0 that allows others to share the work with an acknowledgement of the work's authorship and initial publication in this journal.

Funding data

Higher Education Commission, Pakistan
Grant numbers SHEC/SRSP/Med-3/15/2021-21

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Evaluation of derivatives of 2,3-dihydroquinazolin-4(1H)-one as inhibitors of cholinesterases and their antioxidant activity: In vitro, in silico and kinetics studies Scientific paper