Synthesis and antioxidant activities of Coenzyme Q analogues

Eur J Med Chem. 2014 Oct 30:86:710-3. doi: 10.1016/j.ejmech.2014.09.042. Epub 2014 Sep 16.

Abstract

A series of 2,3-dimethoxy-5-methyl-1,4-benzoquinones (Coenzyme Q) substituted at the C-6 position with various groups were designed and synthesized based on the Coenzyme Q10 as potent antioxidant. In vitro antioxidant activities of these compounds were evaluated and compared with commercial antioxidant Coenzyme Q10 employing DPPH assay. All these synthesized Coenzyme Q analogues are found to exhibit good antioxidant activities. Of which Compound 8b bearing a N-benzoylpiperazine group at the C-6 position showed more potent inhibition of DPPH radical than Coenzyme Q10. All these results suggested the applicability of the Coenzyme Q analogues as potent antioxidants for combating oxidative stress.

Keywords: Antioxidant activities; Coenzyme Q analogues; DPPH assay.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / antagonists & inhibitors*
  • Dose-Response Relationship, Drug
  • Molecular Structure
  • Picrates / antagonists & inhibitors*
  • Ubiquinone / analogs & derivatives*
  • Ubiquinone / chemical synthesis
  • Ubiquinone / chemistry
  • Ubiquinone / pharmacology*

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Picrates
  • Ubiquinone
  • 1,1-diphenyl-2-picrylhydrazyl