Interaction of methyl-xanthines with myeloperoxidase. An anti-inflammatory mechanism

Int J Biochem. 1992 Jun;24(6):929-35. doi: 10.1016/0020-711x(92)90099-m.

Abstract

1. Inhibition of myeloperoxidase (MPO)-catalyzed reactions by methyl-substituted xanthines has been investigated. 2. Except for theobromine and caffeine, all xanthines tested were potent inhibitors of the MPO-H2O2-Cl- system. 3. In contrast to methyl substitution in the 1 or 8 position of xanthine, substitution in the 3 or 7 position had a marked effect on the inhibition of MPO catalysis. 4. Two different inhibitory mechanisms were induced; scavenging of hypochlorous acid (HOCl) generated by the MPO system and accumulation of Compound II (ferryl MPO) which is inactive as a catalyst of Cl- oxidation.

MeSH terms

  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Humans
  • Hypochlorous Acid / metabolism
  • NAD / metabolism
  • Oxidation-Reduction
  • Peroxidase / antagonists & inhibitors*
  • Spectrum Analysis
  • Structure-Activity Relationship
  • Xanthines / pharmacology*

Substances

  • Anti-Inflammatory Agents, Non-Steroidal
  • Xanthines
  • NAD
  • methylxanthine
  • Hypochlorous Acid
  • Peroxidase