Novel anti-inflammatory omega-3 PUFAs from the New Zealand green-lipped mussel, Perna canaliculus

Comp Biochem Physiol B Biochem Mol Biol. 2007 Aug;147(4):645-56. doi: 10.1016/j.cbpb.2007.04.004. Epub 2007 Apr 14.

Abstract

The present study has identified in the marine mollusc, Perna canaliculus, an homologous series of novel omega 3 polyunsaturated fatty acids (omega-3 PUFA) with significant anti-inflammatory (AI) activity. The free fatty acid (FFA) class was isolated from a supercritical-CO2 lipid extract of the tartaric acid-stabilised freeze-dried mussel powder by normal phase chromatography, followed by reversed-phase high performance liquid chromatography (RP-HPLC). The RP-HPLC involved separation based on carbon numbers, followed by argentation-HPLC (Ag-HPLC) of the methyl esters based on degree of unsaturation. Identification of the FFA components was performed using gas chromatography (GC) with flame ionisation detection, and individual structures were assigned by GC-mass spectroscopy (GC-MS). Inhibition of leukotriene production by stimulated human neutrophils was used as an in vitro screening method to test the AI activity of the purified PUFAs. A structurally related family of omega-3 PUFAs was identified in the most bioactive fractions, which included C18:4, C19:4, C20:4, and C21:5 PUFA. The C20:4 was the predominant PUFA in the extract, and was a structural isomer of arachidonic acid (AA). The novel compounds may be biologically significant as AI agents, as a result of their in vitro inhibition of lipoxygenase products of the AA pathway.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / analysis
  • Anti-Inflammatory Agents / isolation & purification*
  • Chromatography, High Pressure Liquid
  • Fatty Acids, Omega-3 / analysis
  • Fatty Acids, Omega-3 / isolation & purification*
  • Leukotrienes / analysis
  • Leukotrienes / chemistry
  • Models, Biological
  • Perna / chemistry*
  • Tissue Extracts / chemistry

Substances

  • Anti-Inflammatory Agents
  • Fatty Acids, Omega-3
  • Leukotrienes
  • Tissue Extracts