Formation of prostamides from anandamide in FAAH knockout mice analyzed by HPLC with tandem mass spectrometry.

  • Weber A
  • Ni J
  • Ling K
 et al. 
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We investigated the formation of PGF(2alpha) 1-ethanolamide, PGE(2) 1-ethanolamide, and PGD(2) 1-ethanolamide (prostamides F(2alpha), E(2), and D(2), respectively) in liver, lung, kidney, and small intestine after a single intravenous bolus administration of 50 mg/kg of anandamide to normal and fatty acid amide hydrolase knockout (FAAH -/-) male mice. One group of three normal mice was not dosed (naïve) while another group of three normal mice received a bolus intravenous injection of 50 mg/kg of anandamide. Three FAAH -/- mice also received an intravenous injection of 50 mg/kg of anandamide. After 30 min, the lung, liver, kidney, and small intestine were harvested and processed by liquid-liquid extraction. The concentrations of prostamide F(2alpha), prostamide E(2), prostamide D(2), and anandamide were determined by HPLC-tandem mass spectrometry. Prostamide F(2alpha) was detected in tissues in FAAH -/- mice after administration of anandamide. Concentrations of anandamide, prostamide E(2), and prostamide D(2) in liver, kidney, lung, and small intestine were much higher in the anandamide-treated FAAH -/- mice than those of the anandamide-treated control mice. This report demonstrates that prostamides, including prostamide F(2alpha), were formed in vivo from anandamide, potentially by the cyclooxygenase-2 pathway when the competing FAAH pathway is lacking.

Author-supplied keywords

  • Amidohydrolases
  • Amidohydrolases: deficiency
  • Amidohydrolases: metabolism
  • Animals
  • Arachidonic Acids
  • Arachidonic Acids: administration & dosage
  • Arachidonic Acids: pharmacokinetics
  • Biotransformation
  • Chromatography
  • Cyclooxygenase 2
  • Dinoprostone
  • Dinoprostone: analogs & derivatives
  • Dinoprostone: analysis
  • Dinoprostone: biosynthesis
  • Endocannabinoids
  • High Pressure Liquid
  • Intestine
  • Isoenzymes
  • Isoenzymes: metabolism
  • Kidney
  • Kidney: chemistry
  • Knockout
  • Liver
  • Liver: chemistry
  • Lung
  • Lung: chemistry
  • Mass Spectrometry
  • Mice
  • Polyunsaturated Alkamides
  • Prostaglandin-Endoperoxide Synthases
  • Prostaglandin-Endoperoxide Synthases: metabolism
  • Prostaglandins
  • Prostaglandins: analysis
  • Prostaglandins: biosynthesis
  • Small
  • Small: chemistry
  • Tissue Distribution

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  • Allan Weber

  • Jinsong Ni

  • Kah-Hiing John Ling

  • Andrew Acheampong

  • Diane D-S Tang-Liu

  • Robert Burk

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