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Related Experiment Videos

Nitrate esters as nitric oxide donors: SS-nitrates.

S I Zavorin1, J D Artz, A Dumitrascu

  • 1Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada.

Organic Letters
|May 12, 2001
PubMed
Summary

Researchers synthesized novel nitrates that release nitric oxide (NO) in the presence of thiols. This discovery offers insights into the sulfhydryl-dependent biotransformation mechanisms of nitrate drugs.

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Area of Science:

  • Biochemistry
  • Medicinal Chemistry
  • Pharmacology

Background:

  • Nitric oxide (NO) is a crucial biological messenger.
  • Exogenous nitrovasodilators and NO donors generate NO in vivo.
  • Nitrate esters are vasodilators and NO mimetics, with presumed in vivo biotransformation to NO.

Purpose of the Study:

  • To synthesize novel nitrates based on a mechanistic hypothesis.
  • To investigate nitrates that release NO in neutral aqueous solution with thiol.
  • To explore sulfhydryl-dependent biotransformation mechanisms for clinical nitrates.

Main Methods:

  • Synthesis of novel masked beta-mercaptonitrates (SS-nitrates).
  • Assay of NO release rates in neutral aqueous solution with added thiol.

Related Experiment Videos

  • Mechanistic investigation of nitrate biotransformation.
  • Main Results:

    • Successfully synthesized novel SS-nitrates.
    • Demonstrated significant NO release from SS-nitrates in the presence of thiol.
    • Provided evidence for sulfhydryl-dependent NO release.

    Conclusions:

    • Novel SS-nitrates effectively release NO in a thiol-dependent manner.
    • These findings support a hypothesis for sulfhydryl-dependent biotransformation of nitrates.
    • The study offers insights into potential mechanisms for nitrate drug action.