Antioxidant activity of butyl- and phenylstannoxanes derived from 2-, 3- and 4-pyridinecarboxylic acids

Molecules. 2010 Aug 9;15(8):5445-59. doi: 10.3390/molecules15085445.

Abstract

In vitro antioxidant activity for 12 stannoxanes derived from Ph(3)SnCl (compounds 1-3), Ph(2)SnCl(2) (compounds 4-6), Bu(3)SnCl (compounds 7-9), and Bu(2)SnCl(2) (compounds 10-12), was assayed qualitatively by the chromatographic profile with 1,1-diphenyl-2-picrylhydrazil (DPPH) method and by two quantitative methods: the DPPH radical scavenging activity and Ferric-Reducing Antioxidant Power (FRAP) assays. The results were compared with those obtained with the starting materials 2-pyridine- carboxylic acid (I), 3-pyridinecarboxylic acid (II) and 4-pyridinecarboxylic acid (III), as well as with standard compounds, such as vitamin C and vitamin E, respectively. The in vitro antiradical activity with DPPH of diphenyltin derivative 5 showed a very similar behavior to vitamin C at a 20 microg/mL concentration, whereas according to the FRAP method, compound 8 was better. This difference is due to the mechanism of the antioxidant process. The Structure-Activity Relationships (SAR) for both methods is also reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / pharmacology*
  • Biphenyl Compounds / chemistry
  • Chromatography, Thin Layer
  • Fluorescence Recovery After Photobleaching
  • Free Radical Scavengers / chemistry
  • Iron / chemistry
  • Ligands
  • Nicotinic Acids / chemistry*
  • Oxidation-Reduction / drug effects
  • Picrates / chemistry
  • Tin Compounds / chemistry
  • Tin Compounds / pharmacology*

Substances

  • Antioxidants
  • Biphenyl Compounds
  • Free Radical Scavengers
  • Ligands
  • Nicotinic Acids
  • Picrates
  • Tin Compounds
  • 1,1-diphenyl-2-picrylhydrazyl
  • Iron