Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives

Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives Publisher Pubmed

Asadi M^{1, 2} ; Ahangari MM³ ; Iraji A^{4, 5} ; Azizian H^{1, 2} ; Nokhbehzaim A⁶ ; Bahadorikhalili S⁷ ; Mojtabavi S⁸ ; Faramarzi MA⁸ ; Nasliesfahani E⁹ ; Larijani B¹⁰ ; Mahdavi M¹⁰ ; Amanlou M^{3, 11}

Show Affiliations

1. Razi Drug Research Center, Iran University of Medical Sciences, Tehran, Iran
2. Department of Medicinal Chemistry, School of Pharmacy, Iran University of Medical Sciences, Tehran, Iran
3. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
4. Stem Cells Technology Research Center, Shiraz University of Medical Sciences, Shiraz, Iran
5. Central Research Laboratory, Shiraz University of Medical Sciences, Shiraz, Iran
6. Department of Medicinal Chemistry, Faculty of Pharmacy, Alborz University of Medical Sciences, Karaj, Iran
7. Department of Electronic Engineering, Universitat Rovira I Virgili, Tarragona, 43007, Spain
8. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
9. Diabetes Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
10. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
11. Experimental Medicine Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Scientific Reports Published:2024

Abstract

Α-glucosidase inhibition can be useful in the management of carbohydrate-related diseases, especially type 2 diabetes mellitus. Therefore, in this study, a new series of 6-chloro-2-methoxyacridine bearing different aryl triazole derivatives were designed, synthesized, and evaluated as potent α-glucosidase inhibitors. The most potent derivative in this group was 7h bearing para-fluorine with IC50 values of 98.0 ± 0.3 µM compared with standard drug acarbose (IC50 value = 750.0 ± 10.5 μM). A kinetic study of compound 7h revealed that it is a competitive inhibitor against α-glucosidase. Molecular dynamic simulations of the most potent derivative were also executed and indicated suitable interactions with residues of the enzyme which rationalized the in vitro results. © The Author(s) 2024.

2. Aryl-Quinoline-4-Carbonyl Hydrazone Bearing Different 2-Methoxyphenoxyacetamides As Potent Α-Glucosidase Inhibitors; Molecular Dynamics, Kinetic and Structure–Activity Relationship Studies, Scientific Reports (2024)

3. A Review on Synthesis, Mechanism of Action, and Structure-Activity Relationships of 1,2,3-Triazole-Based Α-Glucosidase Inhibitors As Promising Anti-Diabetic Agents, Journal of Molecular Structure (2022)

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Mohammad Ali Faramarzi (2)

Mohammad Mahdavi (2)

Style	Citing Format
MLA	Asadi M, et al.. "Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives." Scientific Reports, vol. 14, no. 1, 2024, pp. -.
APA	Asadi M, Ahangari MM, Iraji A, Azizian H, Nokhbehzaim A, Bahadorikhalili S, Mojtabavi S, Faramarzi MA, Nasliesfahani E, Larijani B, Mahdavi M, Amanlou M (2024). Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives. Scientific Reports, 14(1), -.
Chicago	Asadi M, Ahangari MM, Iraji A, Azizian H, Nokhbehzaim A, Bahadorikhalili S, Mojtabavi S, et al.. "Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives." Scientific Reports 14, no. 1 (2024): -.
Harvard	Asadi M et al. (2024) 'Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives', Scientific Reports, 14(1), pp. -.
Vancouver	Asadi M, Ahangari MM, Iraji A, Azizian H, Nokhbehzaim A, Bahadorikhalili S, et al.. Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives. Scientific Reports. 2024;14(1):-.
BibTex	@article{ author = {Asadi M and Ahangari MM and Iraji A and Azizian H and Nokhbehzaim A and Bahadorikhalili S and Mojtabavi S and Faramarzi MA and Nasliesfahani E and Larijani B and Mahdavi M and Amanlou M}, title = {Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives}, journal = {Scientific Reports}, volume = {14}, number = {1}, pages = {-}, year = {2024} }
RIS	TY - JOUR AU - Asadi M AU - Ahangari MM AU - Iraji A AU - Azizian H AU - Nokhbehzaim A AU - Bahadorikhalili S AU - Mojtabavi S AU - Faramarzi MA AU - Nasliesfahani E AU - Larijani B AU - Mahdavi M AU - Amanlou M TI - Synthesis, Α-Glucosidase Inhibitory Activity, and Molecular Dynamic Simulation of 6-Chloro-2-Methoxyacridine Linked to Triazole Derivatives JO - Scientific Reports VL - 14 IS - 1 SP - EP - PY - 2024 ER -

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