Bioactive sulfoximines: syntheses and properties of Vioxx analogs

Bioorg Med Chem Lett. 2011 Aug 15;21(16):4888-90. doi: 10.1016/j.bmcl.2011.06.029. Epub 2011 Jun 22.

Abstract

The syntheses and biological profiles of sulfoximine-based Vioxx analogs 2 are described. Interesting data have been obtained for 2a, which shows a selective COX-2 inhibition (albeit not as strong as Vioxx itself) exhibiting reduced hERG activity compare to the parent sulfone Vioxx (1).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclooxygenase 2 / metabolism*
  • Cyclooxygenase 2 Inhibitors / chemical synthesis
  • Cyclooxygenase 2 Inhibitors / chemistry
  • Cyclooxygenase 2 Inhibitors / pharmacology*
  • Dose-Response Relationship, Drug
  • Ether-A-Go-Go Potassium Channels / antagonists & inhibitors*
  • HEK293 Cells
  • Humans
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Lactones / pharmacology*
  • Methionine Sulfoximine / analogs & derivatives
  • Methionine Sulfoximine / chemistry
  • Methionine Sulfoximine / pharmacology*
  • Molecular Structure
  • Stereoisomerism
  • Structure-Activity Relationship
  • Sulfones / chemical synthesis
  • Sulfones / chemistry
  • Sulfones / pharmacology*

Substances

  • Cyclooxygenase 2 Inhibitors
  • Ether-A-Go-Go Potassium Channels
  • Lactones
  • Sulfones
  • rofecoxib
  • Methionine Sulfoximine
  • Cyclooxygenase 2
  • PTGS2 protein, human