Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors

Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors Publisher Pubmed

Khademian A¹ ; Halimi M² ; Azarbad R¹ ; Alaedini AH³ ; Noori M⁴ ; Dastyafteh N⁴ ; Mojtabavi S⁵ ; Faramarzi MA⁵ ; Mohammadikhanaposhtani M⁶ ; Mahdavi M⁴

Show Affiliations

1. Biomedical and Microbial Advanced Technologies (BMAT) Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
2. Department of Biology, Islamic Azad University, Babol BranchBabol, Iran
3. School of Chemistry, College of Science, University of Tehran, Tehran, Iran
4. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
5. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
6. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran

Source: Scientific Reports Published:2024

Abstract

In this work, a novel series of quinoline-thiosemicarbazone-1,2,3-triazole-aceamide derivatives 10a-n as new potent α-glucosidase inhibitors was designed, synthesized, and evaluated. All the synthesized derivatives 10a-n were more potent than acarbose (positive control). Representatively, (E)-2-(4-(((3-((2-Carbamothioylhydrazineylidene)methyl)quinolin-2-yl)thio)methyl)-1H-1,2,3-triazol-1-yl)-N-phenethylacetamide (10n), as the most potent entry, with IC50 = 48.4 µM was 15.5-times more potent than acarbose. According to kinetic study, compound 10n was a competitive inhibitor against α-glucosidase. This compound formed the desired interactions with important residues of the binding pocket of α-glucosidase with favorable binding energy in the molecular docking and molecular dynamics. Compounds 10n, 10e, and 10 g as the most potent compounds among the synthesized compounds were evaluated in term of pharmacokinetics and toxicity via online servers. These evaluations predicted that compounds 10n, 10e, and 10 g had good pharmacokinetic properties and toxicity profile. © The Author(s) 2024.

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Mohammad Mahdavi (7)

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Style	Citing Format
MLA	Khademian A, et al.. "Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors." Scientific Reports, vol. 14, no. 1, 2024, pp. -.
APA	Khademian A, Halimi M, Azarbad R, Alaedini AH, Noori M, Dastyafteh N, Mojtabavi S, Faramarzi MA, Mohammadikhanaposhtani M, Mahdavi M (2024). Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors. Scientific Reports, 14(1), -.
Chicago	Khademian A, Halimi M, Azarbad R, Alaedini AH, Noori M, Dastyafteh N, Mojtabavi S, Faramarzi MA, Mohammadikhanaposhtani M, Mahdavi M. "Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors." Scientific Reports 14, no. 1 (2024): -.
Harvard	Khademian A et al. (2024) 'Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors', Scientific Reports, 14(1), pp. -.
Vancouver	Khademian A, Halimi M, Azarbad R, Alaedini AH, Noori M, Dastyafteh N, et al.. Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors. Scientific Reports. 2024;14(1):-.
BibTex	@article{ author = {Khademian A and Halimi M and Azarbad R and Alaedini AH and Noori M and Dastyafteh N and Mojtabavi S and Faramarzi MA and Mohammadikhanaposhtani M and Mahdavi M}, title = {Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors}, journal = {Scientific Reports}, volume = {14}, number = {1}, pages = {-}, year = {2024} }
RIS	TY - JOUR AU - Khademian A AU - Halimi M AU - Azarbad R AU - Alaedini AH AU - Noori M AU - Dastyafteh N AU - Mojtabavi S AU - Faramarzi MA AU - Mohammadikhanaposhtani M AU - Mahdavi M TI - Quinoline-Thiosemicarbazone-1,2,3-Triazole-Acetamide Derivatives As New Potent Α-Glucosidase Inhibitors JO - Scientific Reports VL - 14 IS - 1 SP - EP - PY - 2024 ER -

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