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Docking Study, Molecular Dynamic, Synthesis, Anti-Α-Glucosidase Assessment, and Admet Prediction of New Benzimidazole-Schiff Base Derivatives Publisher Pubmed



Azizian H1 ; Pedrood K2 ; Moazzam A2 ; Valizadeh Y2 ; Khavaninzadeh K2 ; Zamani A3 ; Mohammadikhanaposhtani M4 ; Mojtabavi S5 ; Faramarzi MA5 ; Hosseini S6 ; Sarrafi Y3 ; Adibi H2 ; Larijani B2 ; Rastegar H7 Show All Authors
Authors
  1. Azizian H1
  2. Pedrood K2
  3. Moazzam A2
  4. Valizadeh Y2
  5. Khavaninzadeh K2
  6. Zamani A3
  7. Mohammadikhanaposhtani M4
  8. Mojtabavi S5
  9. Faramarzi MA5
  10. Hosseini S6
  11. Sarrafi Y3
  12. Adibi H2
  13. Larijani B2
  14. Rastegar H7
  15. Mahdavi M2
Show Affiliations
Authors Affiliations
  1. 1. Department of Medicinal Chemistry, School of Pharmacy, Iran University of Medical Sciences, Tehran, Iran
  2. 2. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
  4. 4. Cellular and Molecular Biology Research Center, Health Research Institute, Babol University of Medical Sciences, Babol, Iran
  5. 5. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  6. 6. Shahid Beheshti University of Medical Sciences, Tehran, Iran
  7. 7. Cosmetic Products Research Center, Iranian Food and Drug Administration, MOHE, Tehran, Iran

Source: Scientific Reports Published:2022


Abstract

The control of postprandial hyperglycemia is an important target in the treatment of type 2 diabetes mellitus (T2DM). As a result, targeting α-glucosidase as the most important enzyme in the breakdown of carbohydrates to glucose that leads to an increase in postprandial hyperglycemia is one of the treatment processes of T2DM. In the present work, a new class of benzimidazole-Schiff base hybrids 8a–p has been developed based on the potent reported α-glucosidase inhibitors. These compounds were synthesized by sample recantations, characterized by 1H-NMR, 13C-NMR, FT-IR, and CHNS elemental analysis, and evaluated against α-glucosidase. All new compounds, with the exception of inactive compound 8g, showed excellent inhibitory activities (60.1 ± 3.6–287.1 ± 7.4 µM) in comparison to acarbose as the positive control (750.0 ± 10.5). Kinetic study of the most potent compound 8p showed a competitive type of inhibition (Ki value = 60 µM). In silico induced fit docking and molecular dynamics studies were performed to further investigate the interaction, orientation, and conformation of the title new compounds over the active site of α-glucosidase. In silico druglikeness analysis and ADMET prediction of the most potent compounds demonstrated that these compounds were druglikeness and had satisfactory ADMET profile. © 2022, The Author(s).
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