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Organoselenium compounds from purines: Synthesis of 6-arylselanylpurines with antioxidant and anticholinesterase activities and memory improvement effect

Organoselenium compounds from purines: Synthesis of 6-arylselanylpurines with antioxidant and anticholinesterase activities and memory improvement effect

Authors :
Renata L. de Oliveira
Gelson Perin
Ethel A. Wilhelm
Guilherme T. Voss
Benhur Godoi
Luis Fernando B. Duarte
Ricardo F. Schumacher
Cristiane Luchese
Diego Alves
Karline da Costa Rodrigues
Source :
Bioorganic & Medicinal Chemistry. 25:6718-6723
Publication Year :
2017
Publisher :
Elsevier BV, 2017.

Abstract

We describe here a simple method for the synthesis of 6-arylselanylpurines with antioxidant and anticholinesterase activities, and memory improvement effect. This class of compounds was synthesized in good yields by a reaction of 6-chloropurine with diaryl diselenides using NaBH4 as reducing agent and PEG-400 as solvent. Furthermore, the synthesized compounds were evaluated for their in vitro antioxidant and acetylcholinesterase (AChE) inhibitor activities. The best AChE inhibitor was assessed on the in vivo memory improvement. Our results demonstrated that the 6-((4-chlorophenyl)selanyl)-9H-purine and 6-(p-tolylselanyl)-9H-purine presented in vitro antioxidant effect. In addition, 6-((4-fluorophenyl)selanyl)-9H-purine inhibited the AChE activity and improved memory, being a promising therapeutic agent for the treatment of Alzheimer's disease.

Details

ISSN :
09680896
Volume :
25
Database :
OpenAIRE
Journal :
Bioorganic & Medicinal Chemistry
Accession number :
edsair.doi.dedup.....14c5fc16c164fe188e233657215dcf39
Full Text :
https://doi.org/10.1016/j.bmc.2017.11.019