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New Phthalimide-Benzamide-1,2,3-Triazole Hybrids; Design, Synthesis, Α-Glucosidase Inhibition Assay, and Docking Study Publisher



Sadatebrahimi SE1 ; Rahmani A1 ; Mohammadikhanaposhtani M2 ; Jafari N3 ; Mojtabavi S4 ; Ali Faramarzi M4 ; Emadi M5 ; Yahyameymandi A6 ; Larijani B7 ; Biglar M7 ; Mahdavi M7
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
  3. 3. Department of Pharmaceutical ChemistryÙ« Faculty of pharmacy, University of Kansas, Lawrence, 66045, KS, United States
  4. 4. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy and Biotechnology Research Center, Tehran University of Medical Sciences, Tehran, Iran
  5. 5. Electrical and Computer Engineering Department, Babol Noshirvani University of Technology, Babol, Iran
  6. 6. Department of Chemistry, Faculty of Science, University of Birjand, Birjand, Iran
  7. 7. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Medicinal Chemistry Research Published:2020


Abstract

A new series of phthalimide-benzamide-1,2,3-triazole hybrids 8a–k as α-glucosidase inhibitors was designed and synthesized. The biological evaluation of compounds 8a–k against yeast α-glucosidase demonstrated that all they have excellent inhibitory activity in comparison with standard inhibitor acarbose. Among them, the most potent compound was compound 8d with inhibitory activity 18.5-fold more than acarbose. Kinetic study revealed that α-glucosidase inhibition of compound 8d was the competitive type. Furthermore, docking study suggested that compound 8d is more stable than acarbose in the active site of α-glucosidase. © 2020, Springer Science+Business Media, LLC, part of Springer Nature.
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