Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors

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Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors Publisher Pubmed

Mehrazar M¹ ; Hassankalhori M² ; Toolabi M³ ; Goli F¹ ; Moghimi S¹ ; Nadri H⁴ ; Bukhari SNA⁵ ; Firoozpour L¹ ; Foroumadi A^{3, 6}

Show Affiliations

1. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran Medical Sciences, Islamic Azad University, Tehran, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
4. Department of Medicinal Chemistry, Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
5. Department of Pharmaceutical Chemistry, College of Pharmacy, Jouf University, Aljouf, Sakaka, 2014, Saudi Arabia
6. Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran

Source: Molecular Diversity Published:2020

Abstract

Abstract: A new series of compounds based on benzodiazepine-1,2,3-triazole were synthesized and evaluated as cholinesterase inhibitors by Ellman’s method. The compounds proved to be selective inhibitors of butyrylcholinesterase (BuChE) over acetylcholinesterase. The most potent compound was 3,3-dimethyl-11-(3-((1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one, identified as a submicromolar inhibitor of BuChE with IC50 value of 0.2 µM. In addition, the amyloid-β self-aggregation evaluation studies for selected compounds showed potent inhibitory effects compared to donepezil. The docking and cell viability studies supported the potential of compound 9b-6 as significant BuChE inhibitor. Graphic abstract: [Figure not available: see fulltext.] © 2019, Springer Nature Switzerland AG.

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Style	Citing Format
MLA	Mehrazar M, et al.. "Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors." Molecular Diversity, vol. 24, no. 4, 2020, pp. 997-1013.
APA	Mehrazar M, Hassankalhori M, Toolabi M, Goli F, Moghimi S, Nadri H, Bukhari SNA, Firoozpour L, Foroumadi A (2020). Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors. Molecular Diversity, 24(4), 997-1013.
Chicago	Mehrazar M, Hassankalhori M, Toolabi M, Goli F, Moghimi S, Nadri H, Bukhari SNA, Firoozpour L, Foroumadi A. "Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors." Molecular Diversity 24, no. 4 (2020): 997-1013.
Harvard	Mehrazar M et al. (2020) 'Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors', Molecular Diversity, 24(4), pp. 997-1013.
Vancouver	Mehrazar M, Hassankalhori M, Toolabi M, Goli F, Moghimi S, Nadri H, et al.. Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors. Molecular Diversity. 2020;24(4):997-1013.
BibTex	@article{ author = {Mehrazar M and Hassankalhori M and Toolabi M and Goli F and Moghimi S and Nadri H and Bukhari SNA and Firoozpour L and Foroumadi A}, title = {Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors}, journal = {Molecular Diversity}, volume = {24}, number = {4}, pages = {997-1013}, year = {2020} }
RIS	TY - JOUR AU - Mehrazar M AU - Hassankalhori M AU - Toolabi M AU - Goli F AU - Moghimi S AU - Nadri H AU - Bukhari SNA AU - Firoozpour L AU - Foroumadi A TI - Design and Synthesis of Benzodiazepine-1,2,3-Triazole Hybrid Derivatives As Selective Butyrylcholinesterase Inhibitors JO - Molecular Diversity VL - 24 IS - 4 SP - 997 EP - 1013 PY - 2020 ER -