D609 inhibits ionizing radiation-induced oxidative damage by acting as a potent antioxidant

J Pharmacol Exp Ther. 2001 Jul;298(1):103-9.

Abstract

Tricyclodecan-9-yl-xanthogenate (D609) has been extensively studied in biological systems and exhibits a variety of biological functions, including antiviral, antitumor, and anti-inflammatory activities. Most of these activities have been largely attributed to the inhibitory effect of D609 on phosphatidylcholine-specific phospholipase C. However, as a xanthate derivative, D609 is a strong electrolyte and readily dissociates to xanthate anions and cations of alkali metals in solution. Xanthate anions and protonated xanthic acid contain a free thiol moiety and are highly reductive. This implies that D609 and other xanthate derivatives may function as potent antioxidants. Indeed, we found that D609 inhibited the Fenton reaction-induced oxidation of dihydrorhodamine 123 in a dose-dependent manner similar to that of pyrrolidinedithiocarbamate, a well known antioxidant. In addition, D609 inhibited the formation of the alpha-phenyl-tert-butylnitrone-free radical spin adducts and lipid peroxidation of synaptosomal membranes by the Fenton reagents. Furthermore, preincubation of lymphocytes with D609 resulted in a significant diminution of ionizing radiation (IR)-induced 1) production of reactive oxygen species; 2) decrease in intracellular reduced glutathione; 3) oxidative damage to proteins and lipids; and 4) activation of nuclear factor-kappaB. Moreover, when D609 (50 mg/kg i.v.) was administered to mice 10 min prior to total body IR (6.5 and 8.5 Gy), it protected the mice from IR-induced lethality. Thus, these results indicate that D609 is a potent antioxidant and has the ability to inhibit IR-induced cellular oxidative stress.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Antioxidants / pharmacology*
  • Bridged-Ring Compounds / pharmacology*
  • Lipid Peroxidation / drug effects*
  • Lipid Peroxidation / radiation effects
  • Lymphocytes / drug effects*
  • Lymphocytes / radiation effects
  • Male
  • Mice
  • Mice, Inbred BALB C
  • NF-kappa B / drug effects
  • NF-kappa B / metabolism
  • NF-kappa B / radiation effects
  • Norbornanes
  • Oxidative Stress / drug effects*
  • Oxidative Stress / radiation effects
  • Phosphodiesterase Inhibitors / pharmacology*
  • Reactive Oxygen Species / metabolism
  • Synaptosomes / drug effects
  • Synaptosomes / radiation effects
  • Thiocarbamates
  • Thiones / pharmacology*

Substances

  • Antioxidants
  • Bridged-Ring Compounds
  • NF-kappa B
  • Norbornanes
  • Phosphodiesterase Inhibitors
  • Reactive Oxygen Species
  • Thiocarbamates
  • Thiones
  • tricyclodecane-9-yl-xanthogenate