The antioxidant action of 2-methyl-6-(p-methoxyphenyl)-3,7-dihydroimidazo[1,2-alpha]pyra z in-3-one (MCLA), a chemiluminescence probe to detect superoxide anions

FEBS Lett. 1998 Jul 3;430(3):348-52. doi: 10.1016/s0014-5793(98)00689-9.

Abstract

The antioxidant effect of 2-methyl-6-(p-methoxyphenyl)-3,7-dihydroimidazo[1,2-alpha]pyraz in-3-one (MCLA), a Cypridina luciferin analog that acts as a chemiluminescence probe to detect O2.-, was investigated. MCLA produced a lag in oxygen consumption induced by cumene hydroperoxide in microsomes or by 2,2'-azobis (2-amidinopropane) dihydrochloride in liposomes and disappeared during the duration of the lag. MCLA profoundly inhibited the propagation reaction in Fe2+-dependent lipid peroxidation in liposomes, and MCLA disappearance accompanied by suppression of oxygen consumption markedly occurred in liposomes susceptible to peroxidation. Thiobarbituric acid-reactive substances in all systems used were also suppressed by MCLA dose dependently. These results indicate that MCLA has an antioxidant property through scavenging free radicals.

MeSH terms

  • Amidines
  • Animals
  • Antioxidants / pharmacology*
  • Benzene Derivatives
  • Diphosphates
  • Free Radical Scavengers*
  • Imidazoles / pharmacology*
  • Iron
  • Lipid Peroxidation / drug effects*
  • Liposomes
  • Luminescent Measurements
  • Male
  • Microsomes, Liver / metabolism
  • Molecular Probes
  • Oxygen Consumption
  • Pyrazines / pharmacology*
  • Rats
  • Rats, Sprague-Dawley
  • Superoxides / analysis
  • Thiobarbituric Acid Reactive Substances

Substances

  • Amidines
  • Antioxidants
  • Benzene Derivatives
  • Diphosphates
  • Free Radical Scavengers
  • Imidazoles
  • Liposomes
  • Molecular Probes
  • Pyrazines
  • Thiobarbituric Acid Reactive Substances
  • Superoxides
  • 2-methyl-6-(4-methoxyphenyl)-3,7-dihydroimidazo(1,2-alpha)pyrazin-3-one
  • 2,2'-azobis(2-amidinopropane)
  • Iron
  • cumene hydroperoxide
  • ferric pyrophosphate