Measurement of cyclooxygenase inhibition using liquid chromatography-tandem mass spectrometry

J Pharm Biomed Anal. 2011 Jan 5;54(1):230-5. doi: 10.1016/j.jpba.2010.08.001. Epub 2010 Aug 13.

Abstract

Because cyclooxygenases (COX) convert arachidonic acid into pro-inflammatory cyclic endoperoxides, inhibition of these enzymes and especially the inducible COX-2 form is an important therapeutic approach to manage inflammatory diseases and possibly prevent cancer. Due to side effects of existing non-selective and COX-2 selective non-steroidal anti-inflammatory agents, the discovery of new COX inhibitors continues to be an area of active investigation. Since existing assays are slow or lack specificity, a liquid chromatography-tandem mass spectrometry (LC-MS-MS) based COX inhibition assay was developed and validated for the rapid and accurate quantitative analysis of the COX product prostaglandin E(2). The assay was validated using four COX inhibitors, celecoxib, indomethacin, resveratrol, and diclofenac that exhibit different selectivities towards COX-1 and COX-2. The IC(50) values of celecoxib and resveratrol for ovine and human COX-2 were compared, and the K(m) values were determined. Since considerable inter-species variation was observed, human COX-2 should be used for the discovery of COX inhibitors intended for human use. This sensitive and accurate LC-MS-MS based assay is suitable for the rapid screening of ligands for COX-1 and COX-2 inhibition and for IC(50) determinations.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Chemistry Techniques, Analytical
  • Chemistry, Pharmaceutical / methods
  • Chromatography, Liquid / methods*
  • Cyclooxygenase 1 / metabolism
  • Cyclooxygenase 2 / analysis*
  • Cyclooxygenase 2 / blood
  • Dinoprostone / analysis*
  • Humans
  • Inhibitory Concentration 50
  • Kinetics
  • Ligands
  • Reproducibility of Results
  • Sheep
  • Species Specificity
  • Tandem Mass Spectrometry / methods*

Substances

  • Ligands
  • Cyclooxygenase 1
  • Cyclooxygenase 2
  • Dinoprostone