A novel eicosapentaenoic acid-derived anti-inflammatory lipid mediator 5,6-DiHETE is abundant in blue back fish intestines

Because omega-3 fatty acids, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), and their metabolites are known to possess anti-inflammatory and health-promoting functions in human and experimental Animals, their intake is assumed to be beneficial for maintaining our health. We previously identified a cytochrome P450-metabolite of EPA, 5,6-dihydroxy-8Z,11Z,14Z,17Z-eicosatetraenoic acid (5,6-DiHETE), as a novel bioactive lipid, which inhibits vascular hyperpermeability in inflammation. Because blue back fishes including sardine, mackerel, and horse mackerel are reported to contain high concentrations of omega-3 fatty acids, we investigated which tissue of blue back fish is suitable as a source of 5,6-DiHETE. We measured the concentration of 5,6-DiHETE as well as major fatty acids in muscle, bone, heart, liver, and intestine of blue back fishes. Arachidonic acid was detected richer in intestines than other tissues of blue back fishes. The concentrations were between 4.45 and 5.62 µg/g tissue weight. EPA and DHA are also detected richer in intestines of blue back fishes. The concentrations were between 75.95 and 358.04 µg/g, and 203.09 and 464.88 µg/g, respectively. Especially, mackerel intestine contained the highest levels of both EPA and DHA. 5,6-DiHETE was present in greater amount in livers and intestines of blue back fishes. The livers contained 118.98 to 476.11 ng/g, whereas intestines contained 156.14 to 970.22 ng/g of 5,6-DiHETE. Of interest, sardine intestine contained much higher level of 5,6-DiHETE than the other fish tissues. These results suggest that visceral organs of blue back fishes, remarkably sardine intestine, can be a good source of 5,6-DiHETE. PRACTICAL APPLICATION: A novel anti-inflammatory lipid, 5,6-DiHETE, was detected in each tissues of blue back fishes. Especially their intestines contain the highest concentration of this lipid.

5,6-DiHETE; fish; liquid chromatography tandem mass-spectrometry.