Water-soluble organotellurium compounds: catalytic protection against peroxynitrite and release of zinc from metallothionein

Chem Res Toxicol. 2000 Jan;13(1):3-9. doi: 10.1021/tx990156g.

Abstract

The antioxidant properties of a number of water-soluble diorganyl tellurides have been investigated. These organotellurium compounds efficiently protect against peroxynitrite-mediated oxidation of dihydrorhodamine 123, hydroxylation of benzoate, and nitration of 4-hydroxyphenyl acetate. The peroxidation of the zinc storage protein, metallothionein, by tert-butyl hydroperoxide is also catalyzed by the water-soluble organotellurium compounds. As compared to selenium-containing compounds (e.g., ebselen and selenocystamine), some of the tellurides that were tested ¿e.g., 3-[4-(N,N-dimethylamino)benzenetellurenyl]propanesulfonic acid, sodium salt¿ exhibit a significantly higher reactivity in these assays, making them some of the most effective compounds tested thus far. The catalysis of destruction of zinc-sulfur clusters by water-soluble organotellurium compounds could have implications for the bioavailability of zinc in vivo. These compounds might be lead compounds for the development of a new class of water-soluble, tellurium-based antioxidant and zinc-releasing drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / chemistry
  • Catalysis
  • Hydroxylation
  • Metallothionein / chemistry*
  • Nitrates / chemistry*
  • Nitrites / chemistry
  • Organometallic Compounds / chemistry*
  • Oxidants / chemistry
  • Oxidation-Reduction
  • Phenylacetates / chemistry
  • Rhodamines / chemistry
  • Solubility
  • Tellurium / chemistry*
  • Water / chemistry
  • Zinc / chemistry*
  • tert-Butylhydroperoxide / chemistry

Substances

  • Benzoates
  • Nitrates
  • Nitrites
  • Organometallic Compounds
  • Oxidants
  • Phenylacetates
  • Rhodamines
  • Water
  • dihydrorhodamine 123
  • peroxynitric acid
  • 4-hydroxyphenylacetate
  • Metallothionein
  • tert-Butylhydroperoxide
  • Zinc
  • Tellurium