Synthesis and evaluation of phosphorodithioate-based hydrogen sulfide donors

Mol Biosyst. 2013 Oct;9(10):2430-4. doi: 10.1039/c3mb70145j.

Abstract

A series of O-aryl- and alkyl-substituted phosphorodithioates were designed and synthesized as hydrogen sulfide (H2S) donors. H2S releasing capability of these compounds was evaluated using fluorescence methods. O-aryl substituted donors showed slow and sustained H2S release while O-alkylated compounds showed very weak H2S releasing capability. We also evaluated donors' protective effects against hydrogen peroxide (H2O2)-induced oxidative damage in myocytes and donors' toxicity toward B16BL6 mouse melanoma cells.

Publication types

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

MeSH terms

  • Animals
  • Cell Survival / drug effects
  • Humans
  • Hydrogen Sulfide / chemistry*
  • Melanoma, Experimental
  • Mice
  • Molecular Structure
  • Muscle Cells / drug effects
  • Muscle Cells / metabolism
  • Oxidative Stress
  • Phosphates / chemical synthesis
  • Phosphates / chemistry*
  • Phosphates / pharmacology*

Substances

  • Phosphates
  • phosphorodithioic acid
  • Hydrogen Sulfide