N-coumaroyldopamine and N-caffeoyldopamine increase cAMP via beta 2-adrenoceptors in myelocytic U937 cells.
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.
Park
Jae B
JB
Phytonutrients Laboratory, BHNRC, ARS, USDA, 307C, Rm. 131, Beltsville, Maryland 20705, USA. parkj@ars.usda.gov
D000318:Adrenergic beta-Agonists / Q000494:pharmacology*; D002109:Caffeic Acids / Q000138:chemical synthesis / Q000494:pharmacology*; D002853:Chromatography, Liquid; D003373:Coumaric Acids / Q000138:chemical synthesis / Q000494:pharmacology*; D000242:Cyclic AMP / Q000378:metabolism*; D004298:Dopamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D013058:Mass Spectrometry; D015394:Molecular Structure; D018343:Receptors, Adrenergic, beta-2 / Q000187:drug effects / Q000502:physiology*; D020298:U937 Cells
D000318:Adrenergic beta-Agonists; D002109:Caffeic Acids; D003373:Coumaric Acids; C506152:N-caffeoyldopamine; C506151:N-coumaroyldopamine; D018343:Receptors, Adrenergic, beta-2; D000242:Cyclic AMP; D004298:Dopamine