Benzothiazole Sulfinate: a Water-Soluble and Slow-Releasing Sulfur Dioxide Donor

ACS Chem Biol. 2016 Jun 17;11(6):1647-51. doi: 10.1021/acschembio.6b00106. Epub 2016 Apr 7.

Abstract

Sulfur dioxide (SO2) has long been considered a toxic environmental pollutant and byproduct of industrial processing. Recently it has become evident that SO2 may also have regulatory functions in mammalian pulmonary systems. However, the study of these effects has proven to be challenging due to the difficulty in administering SO2 in a reliable manner. In this work, we report the discovery of a new pH-dependent and water-soluble SO2 donor, benzothiazole sulfinate (BTS). We have found BTS to have slow and sustained SO2 release at physiological pH. Additionally, we have explored its vasorelaxation properties as compared to the authentic SO2 gas solutions. The slow release of BTS should make it a useful tool for the study of endogenously generated SO2.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aorta, Thoracic / drug effects
  • Aorta, Thoracic / physiology
  • Benzothiazoles / chemical synthesis
  • Benzothiazoles / pharmacology*
  • Cardiovascular Agents / chemical synthesis
  • Cardiovascular Agents / chemistry
  • Cardiovascular Agents / pharmacology*
  • Cell Line
  • Hydrogen-Ion Concentration
  • Male
  • Mice
  • Muscle Contraction / drug effects
  • Muscle, Smooth, Vascular / drug effects
  • Muscle, Smooth, Vascular / physiology
  • Norepinephrine / pharmacology
  • Rats, Wistar
  • Solubility
  • Sulfinic Acids / chemical synthesis
  • Sulfinic Acids / pharmacology*
  • Sulfur Dioxide / metabolism*
  • Sulfur Dioxide / pharmacology
  • Swine
  • Vasodilator Agents / chemical synthesis
  • Vasodilator Agents / pharmacology*

Substances

  • Benzothiazoles
  • Cardiovascular Agents
  • Sulfinic Acids
  • Vasodilator Agents
  • benzothiazole-2-sulfinic acid
  • Sulfur Dioxide
  • Norepinephrine