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

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):

Share By

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}

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.

Related Docs

View other Related Docs

1. Synthesis and Cholinesterase Inhibitory Activity of New 2-Benzofuran Carboxamide-Benzylpyridinum Salts, Bioorganic Chemistry (2018)

2. Synthesis of New 3-Arylcoumarins Bearing N-Benzyl Triazole Moiety: Dual Lipoxygenase and Butyrylcholinesterase Inhibitors With Anti-Amyloid Aggregation and Neuroprotective Properties Against Alzheimer’S Disease, Frontiers in Chemistry (2022)

3. Synthesis and Biological Evaluation of New N-Benzylpyridinium-Based Benzoheterocycles As Potential Anti-Alzheimer's Agents, Bioorganic Chemistry (2019)

Experts (# of related papers)

View all Related Experts

Alireza Foroumadi (12)

Mohammad Mahdavi (10)

Other Related Docs

4. Chromone–Lipoic Acid Conjugate: Neuroprotective Agent Having Acceptable Butyrylcholinesterase Inhibition, Antioxidant and Copper-Chelation Activities, DARU# Journal of Pharmaceutical Sciences (2021)

5. Design and Synthesis of Multi-Target Directed 1,2,3-Triazole-Dimethylaminoacryloyl-Chromenone Derivatives With Potential Use in Alzheimer's Disease, BMC Chemistry (2020)

6. 4-Oxobenzo[D]1,2,3-Triazin-Pyridinium-Phenylacetamide Derivatives As New Anti-Alzheimer Agents: Design, Synthesis, in Vitro Evaluation, Molecular Modeling, and Molecular Dynamic Study, Structural Chemistry (2020)

7. Anticholinesterase Activity of Cinnamic Acids Derivatives: In Vitro, in Vivo Biological Evaluation, and Docking Study, Letters in Drug Design and Discovery (2020)

8. New Classes of Carbazoles As Potential Multi-Functional Anti-Alzheimer's Agents, Bioorganic Chemistry (2019)

9. Design and Synthesis of Novel Arylisoxazole-Chromenone Carboxamides: Investigation of Biological Activities Associated With Alzheimer's Disease, Chemistry and Biodiversity (2020)

10. Novel Tacrine-Coumarin Hybrids Linked to 1,2,3-Triazole As Anti-Alzheimer's Compounds: In Vitro and in Vivo Biological Evaluation and Docking Study, Bioorganic Chemistry (2019)

11. Novel Coumarin–Pyridine Hybrids As Potent Multi-Target Directed Ligands Aiming at Symptoms of Alzheimer’S Disease, Frontiers in Chemistry (2022)

12. Design and Synthesis of Novel Anti-Alzheimer's Agents: Acridine-Chromenone and Quinoline-Chromenone Hybrids, Bioorganic Chemistry (2016)

13. 3-Aryl Coumarin Derivatives Bearing Aminoalkoxy Moiety As Multi-Target-Directed Ligands Against Alzheimer's Disease, Chemistry and Biodiversity (2019)

14. Cholinesterase Inhibition Activity and Docking Simulation Study of Coumarin Mannich Base Derivatives, Journal of Sciences# Islamic Republic of Iran (2019)

15. Novel 3-Phenylcoumarin–Lipoic Acid Conjugates As Multi-Functional Agents for Potential Treatment of Alzheimer's Disease, Bioorganic Chemistry (2018)

16. Synthesis of Novel Chromenones Linked to 1,2,3-Triazole Ring System: Investigation of Biological Activities Against Alzheimer's Disease, Bioorganic Chemistry (2017)

17. Design, Synthesis, Biological Evaluation, and Docking Study of Acetylcholinesterase Inhibitors: New Acridone-1,2,4-Oxadiazole-1,2,3-Triazole Hybrids, Chemical Biology and Drug Design (2015)

18. Novel Tetrahydrocarbazole Benzyl Pyridine Hybrids As Potent and Selective Butryl Cholinesterase Inhibitors With Neuroprotective and Β-Secretase Inhibition Activities, European Journal of Medicinal Chemistry (2018)

19. Chromone Derivatives Bearing Pyridinium Moiety As Multi-Target-Directed Ligands Against Alzheimer's Disease, Bioorganic Chemistry (2021)

20. Novel Tacrine-1,2,3-Triazole Hybrids: In Vitro, in Vivo Biological Evaluation and Docking Study of Cholinesterase Inhibitors, European Journal of Medicinal Chemistry (2017)

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 -

Science Communicator Platform

Authors

Abstract