Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase

Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase Publisher

Zarei S¹ ; Shafiei M² ; Firouzi M¹ ; Firoozpour L¹ ; Divsalar K³ ; Asadipour A⁴ ; Akbarzadeh T¹ ; Foroumadi A^{1, 3}

Show Affiliations

1. Department of Medicinal Chemistry, Faculty of Pharmacy and Drug Design & Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Birjand University of Medical Sciences, Birjand, Iran
3. Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran
4. Pharmaceutical Sciences and Cosmetic Products Research Center, Kerman University of Medical Sciences, Kerman, Iran

Source: Heliyon Published:2021

Abstract

Alzheimer's disease (AD), is among the most growing neurodegenerative diseases, which is mainly caused by the acetylcholine neurotransmitter loss in the hippocampus and cortex. Emerging of the dual Acetylcholinesterase (AChE)/Butyrylcholinesterase (BuChE) inhibitors has increased for treating Alzheimer disease. In this study, we would like to report the design and synthesis of a new sequence of 1-benzyl-4-((4-oxoquinazolin-3(4H)-yl)methyl) pyridin-1-ium derivatives (BOPs) assessed as BuChE and AChE inhibitors. Ellman's approach was used for the evaluation of AChE and BuChE inhibitory activities. Moreover, docking research was conducted to predict the action mechanism. Among all synthesized compounds, 1-(3-bromobenzyl)-3-((4-oxoquinazolin-3(4H)-yl)methyl) pyridin-1-ium bromide (BOP-1) was found to be the most active compound with dual activity for inhibition of AChE (IC50 = 5.90 ± 0.07μM), and BuChE (IC50 = 6.76 ± 0.04μM) and 1-(4-chlorobenzyl)-3-((6,7-dimethoxy-4-oxoquinazolin-3(4H)-yl)methyl) pyridin-1-ium chloride (BOP-8) showed the highest AChE inhibitory activity (IC50s = 1.11 ± 0.09 μM). The synthesized compounds BOP-1 and BOP-8 could be proposed as valuable lead compounds for further drug discovery development against AD. © 2021 The Author(s)

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Style	Citing Format
MLA	Zarei S, et al.. "Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase." Heliyon, vol. 7, no. 4, 2021, pp. -.
APA	Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, Akbarzadeh T, Foroumadi A (2021). Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Heliyon, 7(4), -.
Chicago	Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, Akbarzadeh T, Foroumadi A. "Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase." Heliyon 7, no. 4 (2021): -.
Harvard	Zarei S et al. (2021) 'Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase', Heliyon, 7(4), pp. -.
Vancouver	Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, et al.. Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Heliyon. 2021;7(4):-.
BibTex	@article{ author = {Zarei S and Shafiei M and Firouzi M and Firoozpour L and Divsalar K and Asadipour A and Akbarzadeh T and Foroumadi A}, title = {Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase}, journal = {Heliyon}, volume = {7}, number = {4}, pages = {-}, year = {2021} }
RIS	TY - JOUR AU - Zarei S AU - Shafiei M AU - Firouzi M AU - Firoozpour L AU - Divsalar K AU - Asadipour A AU - Akbarzadeh T AU - Foroumadi A TI - Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase JO - Heliyon VL - 7 IS - 4 SP - EP - PY - 2021 ER -

Style

Citing Format

MLA

Zarei S, et al.. "Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase." Heliyon, vol. 7, no. 4, 2021, pp. -.

APA

Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, Akbarzadeh T, Foroumadi A (2021). Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Heliyon, 7(4), -.

Chicago

Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, Akbarzadeh T, Foroumadi A. "Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase." Heliyon 7, no. 4 (2021): -.

Harvard

Zarei S et al. (2021) 'Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase', Heliyon, 7(4), pp. -.

Vancouver

Zarei S, Shafiei M, Firouzi M, Firoozpour L, Divsalar K, Asadipour A, et al.. Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Heliyon. 2021;7(4):-.

BibTex

@article{ author = {Zarei S and Shafiei M and Firouzi M and Firoozpour L and Divsalar K and Asadipour A and Akbarzadeh T and Foroumadi A}, title = {Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase}, journal = {Heliyon}, volume = {7}, number = {4}, pages = {-}, year = {2021} }

RIS

TY - JOUR
AU - Zarei S
AU - Shafiei M
AU - Firouzi M
AU - Firoozpour L
AU - Divsalar K
AU - Asadipour A
AU - Akbarzadeh T
AU - Foroumadi A
TI - Design, Synthesis and Biological Assessment of New 1-Benzyl-4-((4-Oxoquinazolin-3(4H)-Yl)Methyl) Pyridin-1-Ium Derivatives (Bops) As Potential Dual Inhibitors of Acetylcholinesterase and Butyrylcholinesterase
JO - Heliyon
VL - 7
IS - 4
SP -
EP -
PY - 2021
ER -

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