Lipid-soluble 3-pyridinol antioxidants spare alpha-tocopherol and do not efficiently mediate peroxidation of cholesterol esters in human low-density lipoprotein

J Med Chem. 2005 Nov 3;48(22):6787-9. doi: 10.1021/jm0507173.

Abstract

Because alpha-tocopherol (alpha-TOH) mediates the peroxidation of cholesterol-esterified lipids in human low-density lipoprotein (LDL) in vitro and has displayed disappointing results against the onset and development of atherosclerosis, it may not be appropriate for use as a therapeutic in the prevention and/or treatment of the disease. Herein are described the experimental results demonstrating that 3-pyridinols spare alpha-TOH, do not efficiently mediate lipid peroxidation, and protect lipoprotein tryptophan residues in human LDL.

Publication types

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

MeSH terms

  • Antioxidants / chemical synthesis*
  • Antioxidants / chemistry
  • Humans
  • Lipid Peroxidation*
  • Lipoproteins, LDL / blood
  • Lipoproteins, LDL / chemistry*
  • Pyridines / chemical synthesis*
  • Pyridines / chemistry
  • Structure-Activity Relationship
  • Tryptophan / chemistry
  • alpha-Tocopherol / blood
  • alpha-Tocopherol / chemistry*

Substances

  • Antioxidants
  • Lipoproteins, LDL
  • Pyridines
  • 3-hydroxypyridine
  • Tryptophan
  • alpha-Tocopherol