N-coumaroyldopamine and N-caffeoyldopamine increase cAMP via beta 2-adrenoceptors in myelocytic U937 cells

FASEB J. 2005 Apr;19(6):497-502. doi: 10.1096/fj.04-2782com.


N-caffeoyldopamine is a phytochemical found in various plants, including cocoa (Theobroma cacao L.). N-caffeoyldopamine and its natural analogs (N-cinnamoyldopamine, N-coumaroyldopamine, N-feruloyldopamine, and N-sinapoyldopamine) were synthesized and investigated to determine their potency as beta-adrenoceptor agonists, because they have chemical structural moieties found in beta-adrenoceptor agonists. Among the compounds tested in this study, N-coumaroyldopamine and N-caffeoyldopamine were the two most potent compounds, able to increase cAMP at the concentrations < 0.05 microM in U937 cells. The decreasing order of potency was N-coumaroyldopamine > N-caffeoyldopamine > N-feruloyldopamine > N-sinapoyldopamine > N-cinnamoyldopamine. Using beta2-specific antagonists (butoxamine and ICI 118551), N-coumaroyldopamine and N-caffeoyldopamine were found to increase cAMP via beta2-adrenoceptors in U937 cells. In producing cAMP in U937 cells, N-coumaroyldopamine and N-caffeoyldopamine were as potent as several well-known beta2-adrenoceptor agonists (salbutamol, procaterol, and fenoterol). These results indicate that N-coumaroyldopamine and N-caffeoyldopamine are potent compounds able to increase cAMP via beta2-adrenoceptors in U937 cells, and may have potential effects on human health.

Publication types

  • Comparative Study

MeSH terms

  • Adrenergic beta-Agonists / pharmacology*
  • Caffeic Acids / chemical synthesis
  • Caffeic Acids / pharmacology*
  • Chromatography, Liquid
  • Coumaric Acids / chemical synthesis
  • Coumaric Acids / pharmacology*
  • Cyclic AMP / metabolism*
  • Dopamine / analogs & derivatives*
  • Dopamine / chemical synthesis
  • Dopamine / pharmacology
  • Humans
  • Mass Spectrometry
  • Molecular Structure
  • Receptors, Adrenergic, beta-2 / drug effects
  • Receptors, Adrenergic, beta-2 / physiology*
  • U937 Cells


  • Adrenergic beta-Agonists
  • Caffeic Acids
  • Coumaric Acids
  • N-caffeoyldopamine
  • N-coumaroyldopamine
  • Receptors, Adrenergic, beta-2
  • Cyclic AMP
  • Dopamine