Tryptamine and homotryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1435-40. doi: 10.1016/j.bmcl.2004.12.081.

Abstract

A series of inhibitors of mammalian 15-lipoxygenase based on tryptamine and homotryptamine scaffolds is described. Compounds with aryl substituents at C-2 of the indole core of tryptamine and homotryptamine sulfonamides (e.g., 37a-p) proved to be potent inhibitors of the isolated enzyme. Selected compounds also demonstrated desirable inhibition selectivities over isozymes 5- and P-12-LO.

MeSH terms

  • Animals
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Lipoxygenase Inhibitors*
  • Molecular Structure
  • Structure-Activity Relationship
  • Sulfonamides / chemistry
  • Sulfonamides / pharmacology*
  • Tryptamines / chemistry*

Substances

  • Enzyme Inhibitors
  • Lipoxygenase Inhibitors
  • Sulfonamides
  • Tryptamines