The ethanolamide metabolite of DHA, docosahexaenoylethanolamine, shows immunomodulating effects in mouse peritoneal and RAW264.7 macrophages: evidence for a new link between fish oil and inflammation

J. Meijerink, P. Plastina, J.P. Vincken, M.C.R. Poland, M. Attya, M.G.J. Balvers, H. Gruppen, B. Gabriele, R.F. Witkamp

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54 Citations (Scopus)

Abstract

Several mechanisms have been proposed for the positive health effects associated with dietary consumption of long-chain n-3 PUFA (n-3 LC-PUFA) including DHA (22 : 6n-3) and EPA (20 : 5n-3). After dietary intake, LC-PUFA are incorporated into membranes and can be converted to their corresponding N-acylethanolamines (NAE). However, little is known on the biological role of these metabolites. In the present study, we tested a series of unsaturated NAE on the lipopolysaccharide (LPS)-induced NO production in RAW264.7 macrophages. Among the compounds tested, docosahexaenoylethanolamine (DHEA), the ethanolamide of DHA, was found to be the most potent inhibitor, inducing a dose-dependent inhibition of NO release. Immune-modulating properties of DHEA were further studied in the same cell line, demonstrating that DHEA significantly suppressed the production of monocyte chemotactic protein-1 (MCP-1), a cytokine playing a pivotal role in chronic inflammation. In LPS-stimulated mouse peritoneal macrophages, DHEA also reduced MCP-1 and NO production. Furthermore, inhibition was also found to take place at a transcriptional level, as gene expression of MCP-1 and inducible NO synthase was inhibited by DHEA. To summarise, in the present study, we showed that DHEA, a DHA-derived NAE metabolite, modulates inflammation by reducing MCP-1 and NO production and expression. These results provide new leads in molecular mechanisms by which DHA can modulate inflammatory processes.
Original languageEnglish
Pages (from-to)1798-1807
JournalBritish Journal of Nutrition
Volume105
Issue number12
DOIs
Publication statusPublished - 2011

Keywords

  • nitric-oxide synthase
  • monocyte chemoattractant protein-1
  • fatty-acid-composition
  • docosahexaenoic acid
  • n-acylethanolamine
  • insulin-resistance
  • adipose-tissue
  • reduces atherosclerosis
  • eicosapentaenoic acid
  • dietary-fat

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