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Design, Synthesis Docking and Molecular Dynamics Studies of 2-Amino-4-Phenylthiazole-Indole Hybrids As Α-Glucosidase Inhibitors Publisher



Gholami F1 ; Halimi M2 ; Sayahi MH3 ; Yousefnejad F1 ; Moazzam A1 ; Mojtabavi S4 ; Faramarzi MA4 ; Rastegar H5 ; Mohammadikhanaposhtani M6 ; Mahdavi M1
Authors
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Authors Affiliations
  1. 1. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Department of Biology, Babol Branch, Islamic Azad University, Babol, Iran
  3. 3. Department of Chemistry, Payame Noor University, Tehran, Iran
  4. 4. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  5. 5. Cosmetic Products Research Center, Iranian Food and Drug Administration, MOHE, Tehran, Iran
  6. 6. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran

Source: Journal of Molecular Structure Published:2024


Abstract

In our effort directed toward the development of novel α-glucosidase inhibitors by molecular hybridization theory, a novel series of 2-amino-4-phenylthiazole-indole hybrids 7a-l was designed, synthesized, and evaluated. Our in vitro results demonstrated that all these compounds (7a-l) were more potent than positive control acarbose. Kinetic study of the most active entry (compound 7i) was also carried out to determine the mode of inhibition. The latter study revealed that compound 7i was a competitive inhibitor against α-glucosidase. Furthermore, the binding interaction modes of the most active compounds within the α-glucosidase active site were studied by molecular docking. Moreover, molecular dynamics of compound 7i was also carried out in order to determine the stability of complex compound 7i-α-glucosidase. The in silico pharmacokinetics and toxicity studies of the most potent compounds predicted that these compounds can be consider as useful lead structures to obtain new anti-diabetic agents. © 2023 Elsevier B.V.
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