Literature DB >> 21972415

Furan fatty acid as an anti-inflammatory component from the green-lipped mussel Perna canaliculus.

Toshiyuki Wakimoto1, Hikaru Kondo, Hirohiko Nii, Kaori Kimura, Yoko Egami, Yusuke Oka, Masae Yoshida, Eri Kida, Yiping Ye, Saeko Akahoshi, Tomohiro Asakawa, Koichi Matsumura, Hitoshi Ishida, Haruo Nukaya, Kuniro Tsuji, Toshiyuki Kan, Ikuro Abe.   

Abstract

A lipid extract of Perna canaliculus (New Zealand green-lipped mussel) has reportedly displayed anti-inflammatory effects in animal models and in human controlled studies. However, the anti-inflammatory lipid components have not been investigated in detail due to the instability of the lipid extract, which has made the identification of the distinct active components a formidable task. Considering the instability of the active component, we carefully fractionated a lipid extract of Perna canaliculus (Lyprinol) and detected furan fatty acids (F-acids). These naturally but rarely detected fatty acids show potent radical-scavenging ability and are essential constituents of plants and algae. Based on these data, it has been proposed that F-acids could be potential antioxidants, which may contribute to the protective properties of fish and fish oil diets against chronic inflammatory diseases. However, to date, in vivo data to support the hypothesis have not been obtained, presumably due to the limited availability of F-acids. To confirm the in vivo anti-inflammatory effect of F-acids in comparison with that of eicosapentaenoic acid (EPA), we developed a semisynthetic preparation and examined its anti-inflammatory activity in a rat model of adjuvant-induced arthritis. Indeed, the F-acid ethyl ester exhibited more potent anti-inflammatory activity than that of the EPA ethyl ester. We report on the in vivo activity of F-acids, confirming that the lipid extract of the green-lipped mussel includes an unstable fatty acid that is more effective than EPA.

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Year:  2011        PMID: 21972415      PMCID: PMC3198329          DOI: 10.1073/pnas.1110577108

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  34 in total

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2.  Isolation of an anti-histaminic substance from green-lipped mussel (Perna canaliculus).

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Journal:  Chem Pharm Bull (Tokyo)       Date:  1986-11       Impact factor: 1.645

3.  Biosynthesis of furan fatty acids (F-acids) by a marine bacterium, Shewanella putrefaciens.

Authors:  N Shirasaka; K Nishi; S Shimizu
Journal:  Biochim Biophys Acta       Date:  1997-06-23

Review 4.  Antioxidants and fatty acids in the amelioration of rheumatoid arthritis and related disorders.

Authors:  L G Darlington; T W Stone
Journal:  Br J Nutr       Date:  2001-03       Impact factor: 3.718

5.  The occurrence and distribution of furan fatty acids in spawning male freshwater fish.

Authors:  R L Glass; T P Krick; D L Olson; R L Thorson
Journal:  Lipids       Date:  1977-10       Impact factor: 1.880

6.  Furanoid fatty acids from fish lipids.

Authors:  R L Glass; T P Krick; D M Sand; C H Rahn; H Schlenk
Journal:  Lipids       Date:  1975-11       Impact factor: 1.880

7.  Gas chromatography-chemical ionization-mass spectrometric fatty acid analysis of a commercial supercritical carbon dioxide lipid extract from New Zealand green-lipped mussel (Perna canaliculus).

Authors:  Christopher J Wolyniak; J Thomas Brenna; Karen J Murphy; Andrew J Sinclair
Journal:  Lipids       Date:  2005-04       Impact factor: 1.880

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Authors:  Karen J Murphy; Ben D Mooney; Neil J Mann; Peter D Nichols; Andrew J Sinclair
Journal:  Lipids       Date:  2002-06       Impact factor: 1.880

9.  Antioxidant status in rheumatoid arthritis and role of antioxidant therapy.

Authors:  Shivani Jaswal; Harish Chander Mehta; Arun Kumar Sood; Jasbinder Kaur
Journal:  Clin Chim Acta       Date:  2003-12       Impact factor: 3.786

10.  Catabolism of fish furan fatty acids to urofuran acids in the rat.

Authors:  D M Sand; H Schlenk; H Thoma; G Spiteller
Journal:  Biochim Biophys Acta       Date:  1983-05-16
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  26 in total

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Review 2.  High-value compounds from the molluscs of marine and estuarine ecosystems as prospective functional food ingredients: An overview.

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Authors:  Rachelle A S Lemke; Amelia C Peterson; Eva C Ziegelhoffer; Michael S Westphall; Henrik Tjellström; Joshua J Coon; Timothy J Donohue
Journal:  Proc Natl Acad Sci U S A       Date:  2014-08-04       Impact factor: 11.205

4.  7,10-Epoxyoctadeca-7,9-dienoic Acid: A Small Molecule Adjuvant That Potentiates β-Lactam Antibiotics Against Multidrug-Resistant Staphylococcus aureus.

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5.  Unified Approach to Furan Natural Products via Phosphine-Palladium Catalysis.

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Review 6.  Why fish oil fails: a comprehensive 21st century lipids-based physiologic analysis.

Authors:  B S Peskin
Journal:  J Lipids       Date:  2014-01-16

7.  Green-lipped (greenshell™) mussel (Perna canaliculus) extract supplementation in treatment of osteoarthritis: a systematic review.

Authors:  Maryam Abshirini; Jane Coad; Frances M Wolber; Pamela von Hurst; Matthew R Miller; Hong Sabrina Tian; Marlena C Kruger
Journal:  Inflammopharmacology       Date:  2021-03-18       Impact factor: 4.473

8.  Discovery of a new class of inhibitors for the protein arginine deiminase type 4 (PAD4) by structure-based virtual screening.

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Review 9.  Biomedical and Clinical Importance of Mussel-Inspired Polymers and Materials.

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10.  Perna canaliculus lipid complex PCSO-524™ demonstrated pain relief for osteoarthritis patients benchmarked against fish oil, a randomized trial, without placebo control.

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