Synthesis of functionalised organochalcogenides and in vitro evaluation of their antioxidant activity

Bioorg Chem. 2021 May:110:104812. doi: 10.1016/j.bioorg.2021.104812. Epub 2021 Mar 9.

Abstract

Differently substituted β-hydroxy- and β-amino dialkyl and alkyl-aryl tellurides and selenides have been prepared through ring-opening reactions of epoxides and aziridines with selenium- or tellurium-centered nucleophiles. The antioxidant properties and the cytotoxicity of such compounds have been investigated on normal human dermal fibroblasts. Most of the studied compounds exhibited a low cytotoxicity and a number of them proved to be non-toxic, not showing any effect on cell viability even at the highest concentration used (100 μM). The obtained results showed a significant antioxidant potential of the selected organotellurium compounds, particularly evident under conditions of exogenously induced oxidative stress. The antioxidant activity of selenium-containing analogues of active tellurides has also been evaluated on cells, highlighting that the replacement of Se with Te brought about a significant increase in the peroxidase activity.

Keywords: Antioxidants; Cytotoxicity; GPx-like activity; Oxidative stress; Selenides; Tellurides.

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cells, Cultured
  • Chalcogens / chemical synthesis
  • Chalcogens / chemistry
  • Chalcogens / pharmacology*
  • Dithiothreitol / metabolism*
  • Dose-Response Relationship, Drug
  • Humans
  • Molecular Structure
  • Structure-Activity Relationship

Substances

  • Antioxidants
  • Chalcogens
  • Dithiothreitol