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Synthesis and Anticholinesterase Activity of New Substituted Benzo[D]Oxazole-Based Derivatives Publisher Pubmed



Pouramiri B1 ; Moghimi S2 ; Mahdavi M2 ; Nadri H3 ; Moradi A3 ; Tavakolinejadkermani E1 ; Firoozpour L2 ; Asadipour A4 ; Foroumadi A4, 5
Authors
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Authors Affiliations
  1. 1. Department of Chemistry, Faculty of Science, Shahid Bahonar University of Kerman, Kerman, Iran
  2. 2. Drug Design and Development Research Center, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Department of Medicinal Chemistry, Faculty of Pharmacy, Shahid Sadoughi University of Medical Sciences, Yazd, Iran
  4. 4. Department of Medicinal Chemistry, Faculty of Pharmacy and Neuroscience Research Center, Institute of Neuropharmacology, Kerman University of Medical Sciences, Kerman, Iran
  5. 5. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

Source: Chemical Biology and Drug Design Published:2017


Abstract

A series of novel benzo[d]oxazole derivatives (6a–n) have been synthesized and biologically evaluated as potential inhibitors of acetylcholinesterases (AChE) and butyrylcholinesterase (BChE). The chemical structures of all final compounds were confirmed by spectroscopic methods. In vitro studies showed that most of the synthesized compounds are potent acetylcholinesterase and butyrylcholinesterase inhibitors. Among them, compounds 6a and 6j strongly inhibited AChE and BChE activities with IC50 values of 1.03–1.35 and 6.6–8.1 μm, respectively. Docking studies also provided the binding modes of action and identified hydrophobic pi forces as the main interaction. © 2016 John Wiley & Sons A/S