Melatonin and structurally-related compounds protect synaptosomal membranes from free radical damage

Int J Mol Sci. 2010 Jan 21;11(1):312-28. doi: 10.3390/ijms11010312.

Abstract

Since biological membranes are composed of lipids and proteins we tested the in vitro antioxidant properties of several indoleamines from the tryptophan metabolic pathway in the pineal gland against oxidative damage to lipids and proteins of synaptosomes isolated from the rat brain. Free radicals were generated by incubation with 0.1 mM FeCl(3), and 0.1 mM ascorbic acid. Levels of malondialdehyde (MDA) plus 4-hydroxyalkenal (4-HDA), and carbonyl content in the proteins were measured as indices of oxidative damage to lipids and proteins, respectively. Pinoline was the most powerful antioxidant evaluated, with melatonin, N-acetylserotonin, 5-hydroxytryptophan, 5-methoxytryptamine, 5-methoxytryptophol, and tryptoline also acting as antioxidants.

Keywords: free radical; indoleamine; lipid peroxidation; melatonin; pinoline; protein oxidation; synaptosome.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 5-Hydroxytryptophan / metabolism
  • Animals
  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Carbolines / metabolism
  • Free Radicals / toxicity*
  • Intracellular Membranes / drug effects*
  • Intracellular Membranes / metabolism
  • Kinetics
  • Male
  • Melatonin / analogs & derivatives
  • Melatonin / chemistry
  • Melatonin / pharmacology*
  • Neuroprotective Agents / chemistry
  • Neuroprotective Agents / pharmacology*
  • Oxidation-Reduction / drug effects
  • Rats
  • Synaptosomes / drug effects*
  • Synaptosomes / metabolism
  • Tryptophan / metabolism

Substances

  • Antioxidants
  • Carbolines
  • Free Radicals
  • Neuroprotective Agents
  • Tryptophan
  • 5-Hydroxytryptophan
  • Melatonin