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Design, Synthesis, Characterization, Enzymatic Inhibition Evaluations, and Docking Study of Novel Quinazolinone Derivatives Publisher Pubmed



Pedrood K1 ; Sherafati M1 ; Mohammadikhanaposhtani M2 ; Asgari MS3 ; Hosseini S4 ; Rastegar H5 ; Larijani B1 ; Mahdavi M1 ; Taslimi P6 ; Erden Y7 ; Gunay S7 ; Gulcin I8
Authors
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Authors Affiliations
  1. 1. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, 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 Chemistry, Iran University of Science and Technology, Tehran, Iran
  4. 4. Department of Pharmaceutical Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, Tehran, Iran
  5. 5. Cosmetic Products Research Center, Iranian Food and Drug Administration, MOHE, Tehran, Iran
  6. 6. Department of Biotechnology, Faculty of Science, Bartin University, Bartin, 74100, Turkey
  7. 7. Department of Molecular Biology and Genetics, Faculty of Science, Bartin University, Bartin, 74100, Turkey
  8. 8. Department of Chemistry, Faculty of Sciences, Ataturk University, Erzurum, 25240, Turkey

Source: International Journal of Biological Macromolecules Published:2021


Abstract

In this study, novel quinazolinone derivatives 7a-n were synthesized and evaluated against metabolic enzymes including α-glycosidase, acetylcholinesterase, butyrylcholinesterase, human carbonic anhydrase I, and II. These compounds exhibited high inhibitory activities in comparison to used standard inhibitors with Ki values in the range of 19.28–135.88 nM for α-glycosidase (Ki value for standard inhibitor = 187.71 nM), 0.68–23.01 nM for acetylcholinesterase (Ki value for standard inhibitor = 53.31 nM), 1.01–29.56 nM for butyrylcholinesterase (Ki value for standard inhibitor = 58.16 nM), 10.25–126.05 nM for human carbonic anhydrase I (Ki value for standard inhibitor = 248.18 nM), and 13.46–178.35 nM for human carbonic anhydrase II (Ki value for standard inhibitor = 323.72). Furthermore, the most potent compounds against each enzyme were selected in order to evaluate interaction modes of these compounds in the active site of the target enzyme. Cytotoxicity assay of the title compounds 7a-n against cancer cell lines MCF-7 and LNCaP demonstrated that these compounds do not show significant cytotoxic effects. © 2020
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