Pyridoxine-derived bicyclic aminopyridinol antioxidants: synthesis and their antioxidant activities

Org Biomol Chem. 2011 Dec 21;9(24):8475-82. doi: 10.1039/c1ob05144j. Epub 2011 Nov 1.

Abstract

A few facile synthetic pathways for bicyclic aminopyridinol antioxidants are presented. Attachment of a long alkyl chain to the bicyclic pyridinol scaffold was established using ester linkage. Non-substituted pyrrolopyridinols and 1,3-oxazine-fused pyridinols were also synthesized as novel antioxidant scaffolds. Antioxidant activities were measured by a radical clock method and new compounds prepared are comparable to the best bicyclic aminopyridinol antioxidants.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Aminopyridines / chemical synthesis
  • Aminopyridines / chemistry*
  • Antioxidants / chemical synthesis
  • Antioxidants / chemistry*
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry*
  • Molecular Structure
  • Pyridoxine / chemistry*

Substances

  • Aminopyridines
  • Antioxidants
  • Bridged Bicyclo Compounds, Heterocyclic
  • Pyridoxine