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Related Experiment Videos

Characterization of (+/-)-7,8,10-trihydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene-9-sulfonate.

J L Green1, G A Reed

  • 1Department of Pharmacology, Toxicology, and Therapeutics, University of Kansas Medical Center, Kansas City 66160-7417.

Chemical Research in Toxicology
|November 1, 1992
PubMed
Summary

Sulfite enhances the genotoxicity of benzo[a]pyrene derivatives by forming novel sulfonate compounds. These intermediates, like BPT-9-sulfonate, are potent mutagens and are stable in aqueous solutions.

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Area of Science:

  • Environmental Chemistry
  • Chemical Toxicology
  • Molecular Biology

Background:

  • Benzo[a]pyrene (BP) derivatives are known environmental mutagens.
  • Sulfite can interact with BP derivatives, potentially altering their genotoxicity.
  • The formation of BP sulfonates suggests novel reaction pathways and intermediates.

Purpose of the Study:

  • To investigate the enhanced genotoxicity of BP derivatives with sulfite.
  • To characterize the novel BP sulfonate intermediates formed.
  • To determine the chemical and biological properties of these intermediates, specifically BPT-9-sulfonate.

Main Methods:

  • Incubation of BP derivatives with sulfite in Salmonella typhimurium strains.
  • Isolation and chemical characterization of BP sulfonate products (BPT-9-sulfonate, BPD-disulfonate).

Related Experiment Videos

  • Assessment of mutagenicity of BP-7,8-diol and its sulfonate derivatives in S. typhimurium TA98.

    • Main Results:

    • Sulfite significantly potentiates the mutagenicity of certain BP derivatives.
    • Novel isomeric BP sulfonates, including (+/-)-7,8,10-trihydroxy-7,8,9,10-tetrahydrobenzo[a]pyrene-9-sulfonate (BPT-9-sulfonate), were formed.
    • BPT-9-sulfonate and BPD-disulfonate were identified as the sole products from BP-7,8-diol and sulfite incubation, with BPT-9-sulfonate showing high stability.

    Conclusions:

    • The interaction of sulfite with BP derivatives generates potent mutagenic intermediates.
    • BPT-9-sulfonate is a stable, novel intermediate contributing to enhanced BP genotoxicity.
    • Understanding these reactions is crucial for assessing environmental risks of BP exposure.