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Synthesis, Docking Study, and Biological Evaluation of Novel Umbellipherone/Hymecromone Derivatives As Acetylcholinesterase/Butyrylcholinesterase Inhibitors Publisher



Moradi A1 ; Faraji L2 ; Nadri H1 ; Hasanpour Z2 ; Moghadam FH3 ; Pakseresht B1 ; Golshani M2 ; Moghimi S2 ; Ramazani A4 ; Firoozpour L2 ; Khoobi M2, 5 ; Foroumadi A6, 7
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
  2. 2. The Institute of Pharmaceutical Sciences (TIPS), Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Department of Cellular Biotechnology at Cell Science Research Center, Royan Institute for Biotechnology, ACECR, Isfahan, Iran
  4. 4. Department of Chemistry, University of Zanjan, P.O. Box 45195-313, Zanjan, Iran
  5. 5. Department of Pharmaceutical Biomaterials and Medical Biomaterials Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  6. 6. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  7. 7. Department of Medicinal Chemistry, Faculty of Pharmacy and Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran

Source: Medicinal Chemistry Research Published:2018


Abstract

A novel hybrid series of umbellipherone and benzyl amine scaffolds, linked via triazole ring, was synthesized and evaluated as both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) inhibitors. Most of the synthesized compounds showed moderate to high activities by using Ellman’s modified assay. Among the target compounds, 6e bearing 3-methoxy substituent on benzyl moiety was the most active one (AChE and BuChE IC50 = 3.4 and 1.1 μM, respectively). Finally, binding modes of the target compound was studied using molecular docking stimulations. The neuroprotectivity evaluation exhibited that this compound efficiently protected PC12 neurons against H2O2-induced cell death. © 2018, Springer Science+Business Media, LLC, part of Springer Nature.
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