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Design and Synthesis of New Imidazo[1,2-B]Pyrazole Derivatives, in Vitro Α-Glucosidase Inhibition, Kinetic and Docking Studies Publisher Pubmed



Peytam F1 ; Adib M1 ; Shourgeshty R1 ; Mohammadikhanaposhtani M2 ; Jahani M1 ; Imanparast S3 ; Faramarzi MA3 ; Mahdavi M4 ; Moghadamnia AA2, 5 ; Rastegar H6 ; Larijani B4
Authors
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Authors Affiliations
  1. 1. School of Chemistry, College of Science, University of Tehran, PO Box 14155-6455, 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 Biotechnology, Faculty of Pharmacy and Biotechnology Research Center, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
  5. 5. Department of Pharmacology, Faculty of Medical Sciences, Babol University of Medical Sciences, Babol, Iran
  6. 6. Food and Drug Research Institute, Food and Drug Administration, MOHE, Tehran, Iran

Source: Molecular Diversity Published:2020


Abstract

Abstract: A new series of imidazo[1,2-b]pyrazole derivatives 4a–o was designed, synthesized, and screened for in vitro α-glucosidase inhibitory activity. All compounds showed high inhibitory activity in the range of IC50 = 95.0 ± 0.5–372.8 ± 1.0 µM as compared to standard drug acarbose (IC50 = 750 ± 1.5 µM) and were also found to be non-cytotoxic. Among the synthesized compounds, the most potent compound was compound 4j with eightfold higher inhibitory activity compared to acarbose. Like acarbose, compound 4j inhibited α-glucosidase in a competitive mode. Molecular modeling studies of the most potent compounds 4j, 4f, 4o, and 4c were also conducted. © 2019, Springer Nature Switzerland AG.
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