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Synthesis of Novel Tacrine Analogs As Acetylcholinesterase Inhibitors Publisher



Mahdavi M1 ; Saeedi M2, 3 ; Gholamnia L1 ; Jeddi SAB4 ; Sabourian R3 ; Shafiee A1 ; Foroumadi A1 ; Akbarzadeh T3, 4
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of Heterocyclic Chemistry Published:2017


Abstract

In this work, a wide range of novel pyrazolo[4′,3′:5,6]pyrano[2,3-b]quinolin-5-amines were synthesized as tacrine analogs. At first, reaction of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, aromatic aldehydes, and malononitrile gave 6-amino-4-aryl-3-methyl-1-phenyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles. Then, reaction of the latter compounds with cyclohexanone led to the formation of the title compounds. Also, they were evaluated for their in vitro acetylcholinesterase and butyrylcholinesterase inhibitory activities. Interestingly, most of them showed good inhibitory activity comparing with rivastigmine as the reference drug. © 2016 Wiley Periodicals, Inc.