Determination of the antioxidative activity of substituted 5-aminopyrimidines

Free Radic Res. 2012 Jan;46(1):61-7. doi: 10.3109/10715762.2011.638292. Epub 2011 Nov 28.

Abstract

The aminopyrimidine structural motif can be found in diverse biologically active compounds. This study aimed to describe the antioxidant activity of a series of di- and tri-substituted 5-aminopyrimidines using in vitro (TEAC, LPO) and cell-based assays. 2,4,6-trisubstituted 5-aminopyrimidines displayed the highest activity in the TEAC and LPO assays whereas compounds with protected 5-aminogroup were active in the cellular assay. This is most likely because of their better membrane permeability and intracellular metabolic activation. In summary, we have identified the antioxidant activity of a series of substituted 5-aminopyrimidines and their potential prodrugs which may have implications in the treatment of oxidative stress-related diseases.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemical synthesis
  • Amines / chemistry
  • Amines / pharmacology*
  • Animals
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Cell Line, Tumor
  • Hep G2 Cells
  • Humans
  • Lipid Peroxidation / drug effects
  • Oxidation-Reduction
  • Pyrimidines / chemical synthesis
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*
  • Rats
  • Reactive Oxygen Species / metabolism
  • Structure-Activity Relationship

Substances

  • Amines
  • Antioxidants
  • Pyrimidines
  • Reactive Oxygen Species