Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides

Bioorg Med Chem. 2019 Jan 15;27(2):410-415. doi: 10.1016/j.bmc.2018.12.017. Epub 2018 Dec 11.

Abstract

The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH radical with IC50 values ranging from 5.08 to 19.20 µg mL-1, and some of them also reduced ABTS+ radical and TPTZ-Fe3+ complex in ABTS+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity.

Keywords: Antioxidant agents; Nitrogenated tellurides; Organotellurium chemistry; Radical scavengers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzothiazoles / chemistry
  • Biphenyl Compounds / chemistry
  • Drug Design
  • Fibroblasts / drug effects
  • Free Radical Scavengers / chemical synthesis
  • Free Radical Scavengers / chemistry*
  • Free Radical Scavengers / toxicity
  • Mice
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry*
  • Organometallic Compounds / toxicity
  • Oxidation-Reduction
  • Picrates / chemistry
  • Structure-Activity Relationship
  • Sulfonic Acids / chemistry
  • Tellurium / chemistry*

Substances

  • Benzothiazoles
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Organometallic Compounds
  • Picrates
  • Sulfonic Acids
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid
  • 1,1-diphenyl-2-picrylhydrazyl
  • Tellurium