Facile synthesis of chiral phenylselenides as novel antioxidants and cytotoxic agents.

Autor:	Laskowska A; Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University 7 Gagarin Street 87-100 Torun Poland pacula@umk.pl., Pacuła-Miszewska AJ; Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University 7 Gagarin Street 87-100 Torun Poland pacula@umk.pl., Obieziurska-Fabisiak M; Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University 7 Gagarin Street 87-100 Torun Poland pacula@umk.pl., Jastrzębska A; Department of Analytical Chemistry and Applied Spectroscopy, Faculty of Chemistry, Nicolaus Copernicus University 7 Gagarin Street 87-100 Torun Poland., Gach-Janczak K; Department of Biomolecular Chemistry, Faculty of Medicine, Medical University of Lodz 6/8 Mazowiecka Street 92-215 Lodz Poland., Janecka A; Department of Biomolecular Chemistry, Faculty of Medicine, Medical University of Lodz 6/8 Mazowiecka Street 92-215 Lodz Poland., Ścianowski J; Department of Organic Chemistry, Faculty of Chemistry, Nicolaus Copernicus University 7 Gagarin Street 87-100 Torun Poland pacula@umk.pl.
Jazyk:	angličtina
Zdroj:	RSC advances [RSC Adv] 2023 May 15; Vol. 13 (21), pp. 14698-14702. Date of Electronic Publication: 2023 May 15 (Print Publication: 2023).
DOI:	10.1039/d3ra02475j
Abstrakt:	Organoselenium compounds are well-known for their unique biological properties, including antioxidant, anticancer and anti-inflammatory. They result from the presence of a particular Se-moiety enclosed in a structure that provides physicochemical features necessary for effective drug-target interactions. Looking for a proper drug design that considers the influence of each structural element has to be conducted. In this paper, we have synthesized a series of chiral phenylselenides, possessing an additional N -substituted amide moiety, and evaluated their antioxidant and anticancer potential. The presented derivatives, as a group of enantiomeric and diastereomeric pairs, enabled a thorough investigation of the 3D structure-activity dependence in correlation with the presence of the phenylselanyl group as the potential pharmacophore. The N -indanyl derivatives possessing a cis - and trans -2-hydroxy group were selected as the most promising antioxidants and anticancer agents. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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