Design, synthesis, in vitro, and in silico anti-α-glucosidase assays of N-phenylacetamide-1,2,3-triazole-indole-2-carboxamide derivatives as new anti-diabetic agents.

Autor: Sayahi MH; Department of Chemistry, Payame Noor University, Tehran, Iran., Zareei S; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Halimi M; Department of Biology, Babol Branch, Islamic Azad University, Babol, Iran., Alikhani M; Department of Internal Medicine, School of Medicine, Rheumatology Research Center Shariati Hospital, Tehran University of Medical Sciences, Tehran, Iran., Moazzam A; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Mohammadi-Khanaposhtani M; Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran., Mojtabavi S; Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran., Faramarzi MA; Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran., Rastegar H; Cosmetic Products Research Center, Iranian Food and Drug Administration, MOHE, Tehran, Iran. mhrastegar2@yahoo.com., Taslimi P; Department of Biotechnology, Faculty of Science, Bartin University, Bartin, Turkey., Ibrahim EH; Biology Department, Faculty of Science, King Khalid University, P.O. Box 9004, 61413, Abha, Saudi Arabia.; Research Center for Advanced Materials Science (RCAMS), King Khalid University, Abha, Saudi Arabia.; Blood Products Quality Control and Research Department, National Organization for Research and Control of Biologicals, Cairo, Egypt., Ghramh HA; Biology Department, Faculty of Science, King Khalid University, P.O. Box 9004, 61413, Abha, Saudi Arabia.; Research Center for Advanced Materials Science (RCAMS), King Khalid University, Abha, Saudi Arabia.; Unit of Bee Research and Honey Production, Faculty of Science, King Khalid University, 61413, Abha, Saudi Arabia., Larijani B; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran., Mahdavi M; Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran. momahdavi@tums.ac.ir.
Jazyk: angličtina
Zdroj: Scientific reports [Sci Rep] 2024 Jul 09; Vol. 14 (1), pp. 15791. Date of Electronic Publication: 2024 Jul 09.
DOI: 10.1038/s41598-024-66201-y
Abstrakt: In this work, a novel series of N-phenylacetamide-1,2,3-triazole-indole-2-carboxamide derivatives 5a-n were designed by consideration of the potent α-glucosidase inhibitors containing indole and carboxamide-1,2,3-triazole-N-phenylacetamide moieties. These compounds were synthesized by click reaction and evaluated against yeast α-glucosidase. All the newly title compounds demonstrated superior potency when compared with acarbose as a standard inhibitor. Particularly, compound 5k possessed the best inhibitory activity against α-glucosidase with around a 28-fold improvement in the inhibition effect in comparison standard inhibitor. This compound showed a competitive type of inhibition in the kinetics. The molecular docking and dynamics demonstrated that compound 5k with a favorable binding energy well occupied the active site of α-glucosidase.
(© 2024. The Author(s).)
Databáze: MEDLINE
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