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Design, Synthesis, and Evaluation of Novel Substituted Imidazo[1,2-C]Quinazoline Derivatives As Potential Α-Glucosidase Inhibitors With Bioactivity and Molecular Docking Insights Publisher Pubmed



Peytam F1 ; Hosseini FS1 ; Fathimolladehi R2 ; Nayeri MJD3 ; Moghadam MS1 ; Bayati B1 ; Norouzbahari M4 ; Foroumadi R5 ; Bonyasi F2 ; Divsalar R6 ; Mojtabavi S7 ; Faramarzi MA7 ; Tehrani MB2 ; Firoozpour L1, 2 Show All Authors
Authors
  1. Peytam F1
  2. Hosseini FS1
  3. Fathimolladehi R2
  4. Nayeri MJD3
  5. Moghadam MS1
  6. Bayati B1
  7. Norouzbahari M4
  8. Foroumadi R5
  9. Bonyasi F2
  10. Divsalar R6
  11. Mojtabavi S7
  12. Faramarzi MA7
  13. Tehrani MB2
  14. Firoozpour L1, 2
  15. Foroumadi A1, 6
Show Affiliations
Authors Affiliations
  1. 1. Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Department of Biology, Faculty of Natural Science, University of Tabriz, Tabriz, 5166616471, Iran
  4. 4. Faculty of Pharmacy, Final International University, Catalkoy, via Mersin 10 Turkey, Kyrenia, Cyprus
  5. 5. Department of Pharmacology, School of Medicine, Tehran University of Medical Sciences, Tehran, Iran
  6. 6. Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran
  7. 7. Department of Pharmaceutical Biotechnology, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Scientific Reports Published:2024


Abstract

α-Glucosidase inhibitors are important in the treatment of type 2 diabetes by regulating blood glucose levels and reducing carbohydrate absorption. The present study focuses on identifying new inhibitors bearing imidazo[1,2-c]quinazoline backbone through multi-step synthesis. The inhibitory potencies of the novel derivatives were tested against Saccharomyces cerevisiae α-glucosidase, revealing IC50 values ranging from 50.0 ± 0.12 µM to 268.25 ± 0.09 µM. Among them, 2-(4-(((2,3-diphenylimidazo[1,2-c]quinazolin-5-yl)thio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-methoxyphenyl)acetamide (19e) and 2-(4-((benzo[4,5]imidazo[1,2-c]quinazolin-6-ylthio)methyl)-1H-1,2,3-triazol-1-yl)-N-(2-methoxyphenyl)acetamide (27e) emerged as the most potent inhibitors and were further investigated in various assessments. Finally, molecular docking studies were performed to reveal the crucial binding interactions and to confirm the results obtained from structure-activity relationship (SAR) analysis. © The Author(s) 2024.
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