Efficient synthesis and antioxidant activities of N-heterocyclyl substituted Coenzyme Q analogues

Bioorg Chem. 2016 Oct:68:214-8. doi: 10.1016/j.bioorg.2016.08.008. Epub 2016 Aug 18.

Abstract

A new strategy for the efficient synthesis of C-5 heterocyclyl substituted Coenzyme Q analogues was developed by N-alkylation of bromomethylated quinone 11 with a series of amines 12 under metal-free conditions. In vitro antioxidant activities of these Coenzyme Q analogues were evaluated and compared with commercial antioxidant Coenzyme Q10 by employing DPPH assay. All these N-heterocyclyl substituted Coenzyme Q analogues are found to be exhibiting good antioxidant properties and may be used as potent antioxidants for combating oxidative stress.

Keywords: Antioxidant activities; CoQ analogues; DPPH assay; N-alkylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Dose-Response Relationship, Drug
  • Heterocyclic Compounds / chemistry
  • Heterocyclic Compounds / pharmacology*
  • Molecular Structure
  • Oxidative Stress / drug effects
  • Structure-Activity Relationship
  • Ubiquinone / chemical synthesis
  • Ubiquinone / chemistry
  • Ubiquinone / pharmacology*

Substances

  • Antioxidants
  • Heterocyclic Compounds
  • Ubiquinone