Antioxidant activity of new aramide nanoparticles containing redox-active N-phthaloyl valine moieties in the hepatic cytochrome P450 system in male rats

Molecules. 2012 Jul 10;17(7):8255-75. doi: 10.3390/molecules17078255.

Abstract

We report the synthesis of aramide nanoparticles containing a chiral N-phthaloyl valine moiety and their antioxidant activities on hepatic contents of cytochrome P₄₅₀, amidopyrene N-demethylase, aniline-4-hyroxylase and induced the hepatic content of cytochrome b5 and nicotinamide adenine dinucleotide phosphate (NADPH) cytochrome C-reductase. Polymers were obtained as well-separated spherical nanoparticles while highly aggregated particles via H-bonding organization of the aramide-containing pyridine led to a thin layer formation. The effects of the nanoparticles and CCl₄ on enzyme activities and thiobarbituric acid reactive substances (TBARS) levels of male rat liver were studied. Pretreatments of rats with the polyamides prior to the administration of CCl₄ decreased the hepatic content of the tested enzymes. Doses reduced the toxic effects exerted by (•CCl₃) upon the liver through inhibition of the cytochrome P₄₅₀ system. Inhibition of such metabolizing enzymes could reduce the carcinogenic effects of chemical carcinogens.

MeSH terms

  • Amides / chemical synthesis
  • Amides / chemistry*
  • Amides / pharmacology*
  • Animals
  • Antioxidants / pharmacology*
  • Benzamides / chemical synthesis
  • Benzamides / chemistry*
  • Benzamides / pharmacology*
  • Cytochrome P-450 Enzyme System / metabolism*
  • Hydrogen Bonding / drug effects
  • Kinetics
  • Liver / drug effects
  • Liver / enzymology*
  • Male
  • Nanoparticles / chemistry*
  • Nanoparticles / ultrastructure
  • Oxidation-Reduction / drug effects
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Polymers / pharmacology*
  • Rats
  • Rats, Sprague-Dawley
  • Solubility / drug effects
  • Spectroscopy, Fourier Transform Infrared
  • Temperature
  • Thiobarbituric Acid Reactive Substances / metabolism
  • Valine / analogs & derivatives*
  • Valine / chemistry*
  • Viscosity / drug effects

Substances

  • Amides
  • Antioxidants
  • Benzamides
  • Polymers
  • Thiobarbituric Acid Reactive Substances
  • Cytochrome P-450 Enzyme System
  • Valine