Reactive oxygen species generation through NADH oxidation by pterin derivatives

Nucleic Acids Symp Ser (Oxf). 2008:(52):567-8. doi: 10.1093/nass/nrn287.

Abstract

Pterin is an electron transfer compound in biological systems. Among the analogs, 6-formylpterin (6FP) has been demonstrated to have many marked physiological and pharmacological activities. In previous study, we have elucidated that 6FP derivatives in which the 3-position is modified possess reactive oxygen species (ROS), which are involved in the modulation of a variety of cell functions, generation activities through the oxidation of NADH to NAD(+) in the dark at neutral pH. In the present study, we have demonstrated that the ROS generation activity by 6FP derivative is enhanced in the presence of 3-methyl-1-phenyl-2-pyrazolin-5-one. In this reaction, 3-methyl-1-phenyl-2-pyrazolin-5-one is reacted with the formyl group on the 6-position of 6FP derivative to give the activated product. The present results would be helpful for designing pharmaceutical ROS generation system in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antipyrine / analogs & derivatives
  • Antipyrine / chemistry
  • Edaravone
  • NAD / chemistry*
  • Oxidation-Reduction
  • Pteridines / chemistry*
  • Pterins / chemistry
  • Reactive Oxygen Species / chemistry*
  • Reactive Oxygen Species / metabolism

Substances

  • 2-(N,N-dimethylaminomethyleneamino)-6-formyl-3-pivaloylpteridin-4-one
  • Pteridines
  • Pterins
  • Reactive Oxygen Species
  • NAD
  • Edaravone
  • Antipyrine