Synthesis, in vitro evaluation and molecular docking studies of thiazole derivatives as new inhibitors of α-glucosidase

Rahim F 1 , Ullah H 2 , Javid MT 2 , Wadood A 3 , Taha M 4 , Ashraf M 5 Show all authors , Shaukat A 5 , Junaid M 3 , Hussain S 6 , Rehman W 2 , Mehmood R 7 , Sajid M 8 , Khan MN 2 , Khan KM 6

Affiliations 

  • 1 Department of Chemistry, Hazara University, Mansehra 21120, Pakistan. Electronic address: fazalstar@gmail.com
  • 2 Department of Chemistry, Hazara University, Mansehra 21120, Pakistan
  • 3 Department of Biohemistry, Abdul Wali Khan University Mardan, Mardan 23200, Pakistan
  • 4 Atta-ur-Rahman Institute for Natural Product Discovery, Universiti Teknologi MARA, Puncak Alam Campus, Malaysia; Faculty of Applied Science, Universiti Teknologi MARA, 40450 Shah Alam, Selangor D.E., Malaysia
  • 5 Department of Biochemistry and Biotechnology, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan
  • 6 H.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan
  • 7 Department of Conservation Studies, Hazara University, Mansehra 21120, Pakistan
  • 8 Department of Biochemistry, Hazara University, Mansehra 21120, Pakistan
Bioorg Chem, 2015 Oct;62:15-21.
PMID: 26162519 DOI: 10.1016/j.bioorg.2015.06.006

Abstract

A series of thiazole derivatives 1-21 were prepared, characterized by EI-MS and (1)H NMR and evaluated for α-glucosidase inhibitory potential. All twenty one derivatives showed good α-glucosidase inhibitory activity with IC50 value ranging between 18.23±0.03 and 424.41±0.94μM when compared with the standard acarbose (IC50, 38.25±0.12μM). Compound (8) (IC50, 18.23±0.03μM) and compound (7) (IC50=36.75±0.05μM) exhibited outstanding inhibitory potential much better than the standard acarbose (IC50, 38.25±0.12μM). All other analogs also showed good to moderate enzyme inhibition. Molecular docking studies were carried out in order to find the binding affinity of thiazole derivatives with enzyme. Studies showed these thiazole analogs as a new class of α-glucosidase inhibitors.

* Title and MeSH Headings from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.

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