In vitro antioxidant properties of potential biotransformation products of salicylate, sulphasalazine and amidopyrine

J Free Radic Biol Med. 1985;1(4):273-80. doi: 10.1016/0748-5514(85)90131-x.

Abstract

2,3-and 2,5-dihydroxybenzoate (formed from salicylate by nonenzymatic or enzymatic hydroxylation), and 5-aminosalicylate (a prime metabolite of sulphasalazine) are highly efficient quenchers of the chemiluminescence (CL) produced by an oxy radical flux. Monohydric phenols (including salicylate) and meta-dihydric phenols are virtually inactive. These findings suggest that the para- or ortho-configuration of hydroxy/amino groups is important for this activity. These differences in activity between 2,3- and 2,5-dihydroxybenzoate, 5-aminosalicylate and monohydric phenols/2,4-, 2,6-dihydroxybenzoate were not seen in assays monitoring hydroxyl radicals. 4-aminophenazone (an oxidation product of both amidopyrine/aminopyrine and isopyrine), 4-hydroxyphenazone and some dietary catechols (and ascorbate), are also quenchers of oxy radical-associated CL.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminopyrine / analogs & derivatives
  • Aminopyrine / pharmacology
  • Antioxidants*
  • Biotransformation
  • Free Radicals
  • Hydroxides
  • Hydroxyl Radical
  • In Vitro Techniques
  • Luminescent Measurements
  • Phenols / pharmacology*
  • Salicylates / pharmacology
  • Salicylic Acid
  • Structure-Activity Relationship
  • Sulfasalazine / analogs & derivatives
  • Sulfasalazine / pharmacology
  • Xanthine Oxidase / antagonists & inhibitors

Substances

  • Antioxidants
  • Free Radicals
  • Hydroxides
  • Phenols
  • Salicylates
  • Aminopyrine
  • Hydroxyl Radical
  • Sulfasalazine
  • Xanthine Oxidase
  • Salicylic Acid