264
Views
11
CrossRef citations to date
0
Altmetric
Reviews

DHA derivatives of fish oil as dietary supplements: a nutrition-based drug discovery approach for therapies to prevent metabolic cardiotoxicity

, PhD, , PhD & , PhD
Pages 711-721 | Published online: 24 Jun 2012

Bibliography

  • Bang HO, Dyerberg J, Nielsen AB. Plasma lipid and lipoprotein pattern in Greenlandic West-coast Eskimos. Lancet 1971;1(7710):1143-5
  • Dyerberg J, Bang HO. Lipid metabolism, atherogenesis, and haemostasis in Eskimos: the role of the prostaglandin-3 family. Haemostasis 1979;8(3-5):227-33
  • Dyerberg J, Bang HO, Hjorne N. Fatty acid composition of the plasma lipids in Greenland Eskimos. Am J Clin Nutr 1975;28(9):958-66
  • Ruzickova J, Rossmeisl M, Prazak T, Omega-3 PUFA of marine origin limit diet-induced obesity in mice by reducing cellularity of adipose tissue. Lipids 2004;39(12):1177-85
  • Rustan AC, Christiansen EN, Drevon CA. Serum lipids, hepatic glycerolipid metabolism and peroxisomal fatty acid oxidation in rats fed omega-3 and omega-6 fatty acids. Biochem J 1992;283(Pt 2):333-9
  • Mozaffarian D, Wu JH. (n-3) Fatty Acids and Cardiovascular Health: Are Effects of EPA and DHA Shared or Complementary? J Nutr 2012;142(3):614S-25S
  • Bays HE. Safety considerations with omega-3 fatty acid therapy. Am J Cardiol 2007;99(6A):35C-43C
  • Fassett RG, Gobe GC, Peake JM, Coombes JS. Omega-3 polyunsaturated fatty acids in the treatment of kidney disease. Am J Kidney Dis 2010;56(4):728-42
  • Fernandes G, Bhattacharya A, Rahman M, Effects of n-3 fatty acids on autoimmunity and osteoporosis. Front Biosci 2008;13:4015-20
  • Bazan NG, Molina MF, Gordon WC. Docosahexaenoic acid signalolipidomics in nutrition: significance in aging, neuroinflammation, macular degeneration, Alzheimer's, and other neurodegenerative diseases. Annu Rev Nutr 2011;31:321-51
  • Dietary supplementation with n-3 polyunsaturated fatty acids and vitamin E after myocardial infarction: results of the GISSI-Prevenzione Investigators (Gruppo Italianoper lo Studio della Sopravvivenza nell'Infarto Miocardico). Lancet 1999;354(9177):447-55
  • Mozaffarian D, Wu JH. Omega-3 fatty acids and cardiovascular disease: effects on risk factors, molecular pathways, and clinical events. J Am Coll Cardiol 2011;58(20):2047-67
  • Kromhout D, Bosschieter EB, de Lezenne Coulander C. The inverse relation between fish consumption and 20-year mortality from coronary heart disease. N Engl J Med 1985;312(19):1205-9
  • Tavazzi L, Maggioni AP, Marchioli R, Effect of n-3 polyunsaturated fatty acids in patients with chronic heart failure (the GISSI-HF trial): a randomised, double-blind, placebo-controlled trial. Lancet 2008;372(9645):1223-30
  • Lavie CJ, Milani RV, Mehra MR, Ventura HO. Omega-3 polyunsaturated fatty acids and cardiovascular diseases. J Am Coll Cardiol 2009;54(7):585-94
  • Kwak SM, Myung SK, Lee YJ, Seo HG. Efficacy of omega-3 fatty acid supplements (eicosapentaenoic acid and docosahexaenoic acid) in the secondary prevention of cardiovascular disease: a meta-analysis of randomized, double-blind, Placebo-controlled trials. Arch Intern Med 2012. DOI 10.1001/archinternmed.2012.262; in press
  • Cottin SC, Sanders TA, Hall WL. The differential effects of EPA and DHA on cardiovascular risk factors. Proc Nutr Soc 2011;70(2):215-31
  • Gorjao R, Azevedo-Martins AK, Rodrigues HG, Comparative effects of DHA and EPA on cell function. Pharmacol Ther 2009;122(1):56-64
  • Flegal KM, Carroll MD, Kit BK, Ogden CL. Prevalence of obesity and trends in the distribution of body mass index among US adults, 1999-2010. JAMA 2012. DOI 10.1001/jama.2012.39; in press
  • Hotamisligil GS, Erbay E. Nutrient sensing and inflammation in metabolic diseases. Nat Rev Immunol 2008;8(12):923-34
  • Gonzalez-Periz A, Horrillo R, Ferre N, Obesity-induced insulin resistance and hepatic steatosis are alleviated by omega-3 fatty acids: a role for resolvins and protectins. Faseb J 2009;23(6):1946-57
  • Poirier P, Giles TD, Bray GA, Obesity and cardiovascular disease: pathophysiology, evaluation, and effect of weight loss: an update of the 1997 American heart association scientific statement on obesity and heart disease from the obesity committee of the council on nutrition, physical activity, and metabolism. Circulation 2006;113(6):898-918
  • Ailhaud G, Guesnet P, Cunnane SC. An emerging risk factor for obesity: does disequilibrium of polyunsaturated fatty acid metabolism contribute to excessive adipose tissue development? Br J Nutr 2008;100(3):461-70
  • Blasbalg TL, Hibbeln JR, Ramsden CE, Changes in consumption of omega-3 and omega-6 fatty acids in the United States during the 20th century. Am J Clin Nutr 2011;93(5):950-62
  • Halade GV, Rahman MM, Williams PJ, Fernandes G. High fat diet-induced animal model of age-associated obesity and osteoporosis. J Nutr Biochem 2010;21:332-7
  • Halade GV, El Jamali A, Williams PJ, Obesity-mediated inflammatory microenvironment stimulates osteoclastogenesis and bone loss in mice. Exp Gerontol 2011;46(1):43-52
  • Alvheim AR, Malde MK, Osei-Hyiaman D, Dietary Linoleic Acid Elevates Endogenous 2-AG and Anandamide and Induces Obesity. Obesity (Silver Spring) 2012. DOI-10.1038/oby.2012.38; in press
  • Storlien LH, Kraegen EW, Chisholm DJ, Fish oil prevents insulin resistance induced by high-fat feeding in rats. Science 1987;237(4817):885-8
  • Halade GV, Jin YF, Lindsey ML. Roles of saturated vs. polyunsaturated fat in heart failure survival: not all fats are created equal. Cardiovasc Res 2012;93(1):4-5
  • Oh DY, Talukdar S, Bae EJ, GPR120 is an omega-3 fatty acid receptor mediating potent anti-inflammatory and insulin-sensitizing effects. Cell 2010;142(5):687-98
  • Farzaneh-Far R, Harris WS, Garg S, Inverse association of erythrocyte n-3 fatty acid levels with inflammatory biomarkers in patients with stable coronary artery disease: the heart and soul study. Atherosclerosis 2009;205(2):538-43
  • Ferrucci L, Cherubini A, Bandinelli S, Relationship of plasma polyunsaturated fatty acids to circulating inflammatory markers. J Clin Endocrinol Metab 2006;91(2):439-46
  • Rizza S, Tesauro M, Cardillo C, Fish oil supplementation improves endothelial function in normoglycemic offspring of patients with type 2 diabetes. Atherosclerosis 2009;206(2):569-74
  • Damsgaard CT, Lauritzen L, Calder PC, Reduced ex vivo interleukin-6 production by dietary fish oil is not modified by linoleic acid intake in healthy men. J Nutr 2009;139(7):1410-14
  • Trebble T, Arden NK, Stroud MA, Inhibition of tumour necrosis factor-alpha and interleukin 6 production by mononuclear cells following dietary fish-oil supplementation in healthy men and response to antioxidant co-supplementation. Br J Nutr 2003;90(2):405-12
  • Caughey GE, Mantzioris E, Gibson RA, The effect on human tumor necrosis factor alpha and interleukin 1 beta production of diets enriched in n-3 fatty acids from vegetable oil or fish oil. Am J Clin Nutr 1996;63(1):116-22
  • Bouwens M, van de Rest O, Dellschaft N, Fish-oil supplementation induces antiinflammatory gene expression profiles in human blood mononuclear cells. Am J Clin Nutr 2009;90(2):415-24
  • Halade GV, Rahman MM, Bhattacharya A, Docosahexaenoic acid-enriched fish oil attenuates kidney disease and prolongs median and maximal life span of autoimmune lupus-prone mice. J Immunol 2010;184:5280-5286.
  • Mori TA, Woodman RJ, Burke V, Effect of eicosapentaenoic acid and docosahexaenoic acid on oxidative stress and inflammatory markers in treated-hypertensive type 2 diabetic subjects. Free Radic Biol Med 2003;35(7):772-81
  • Gu Q, Dillon CF, Burt VL, Gillum RF. Association of hypertension treatment and control with all-cause and cardiovascular disease mortality among US adults with hypertension. Am J Hypertens 2010;23(1):38-45
  • Law MR, Morris JK, Wald NJ. Use of blood pressure lowering drugs in the prevention of cardiovascular disease: meta-analysis of 147 randomised trials in the context of expectations from prospective epidemiological studies. BMJ 2009;338:b1665
  • Mori TA. Omega-3 fatty acids and hypertension in humans. Clin Exp Pharmacol Physiol 2006;33(9):842-6
  • Morris MC, Sacks F, Rosner B. Does fish oil lower blood pressure? a meta-analysis of controlled trials. Circulation 1993;88(2):523-33
  • Woodman RJ, Mori TA, Burke V, Effects of purified eicosapentaenoic and docosahexaenoic acids on glycemic control, blood pressure, and serum lipids in type 2 diabetic patients with treated hypertension. Am J Clin Nutr 2002;76(5):1007-15
  • Nestel P, Shige H, Pomeroy S, The n-3 fatty acids eicosapentaenoic acid and docosahexaenoic acid increase systemic arterial compliance in humans. Am J Clin Nutr 2002;76(2):326-30
  • Grimsgaard S, Bonaa KH, Hansen JB, Myhre ES. Effects of highly purified eicosapentaenoic acid and docosahexaenoic acid on hemodynamics in humans. Am J Clin Nutr 1998;68(1):52-9
  • Mori TA, Watts GF, Burke V, Differential effects of eicosapentaenoic acid and docosahexaenoic acid on vascular reactivity of the forearm microcirculation in hyperlipidemic, overweight men. Circulation 2000;102(11):1264-9
  • Mori TA, Bao DQ, Burke V, Docosahexaenoic acid but not eicosapentaenoic acid lowers ambulatory blood pressure and heart rate in humans. Hypertension 1999;34(2):253-60
  • Theobald HE, Goodall AH, Sattar N, Low-dose docosahexaenoic acid lowers diastolic blood pressure in middle-aged men and women. J Nutr 2007;137(4):973-8
  • Davignon J, Ganz P. Role of endothelial dysfunction in atherosclerosis. Circulation 2004;109(23 Suppl 1):III27-32
  • Ross R. The pathogenesis of atherosclerosis: a perspective for the 1990s. Nature 1993;362(6423):801-9
  • De Caterina R, Cybulsky MI, Clinton SK, The omega-3 fatty acid docosahexaenoate reduces cytokine-induced expression of proatherogenic and proinflammatory proteins in human endothelial cells. Arterioscler Thromb 1994;14(11):1829-36
  • Omura M, Kobayashi S, Mizukami Y, Eicosapentaenoic acid (EPA) induces Ca(2+)-independent activation and translocation of endothelial nitric oxide synthase and endothelium-dependent vasorelaxation. FEBS Lett 2001;487(3):361-6
  • Mark G, Sanders TA. The influence of different amounts of n-3 polyunsaturated fatty acids on bleeding time and in vivo vascular reactivity. Br J Nutr 1994;71(1):43-52
  • Shimokawa H, Vanhoutte PM. Dietary cod-liver oil improves endothelium-dependent responses in hypercholesterolemic and atherosclerotic porcine coronary arteries. Circulation 1988;78(6):1421-30
  • Leeson CP, Mann A, Kattenhorn M, Relationship between circulating n-3 fatty acid concentrations and endothelial function in early adulthood. Eur Heart J 2002;23(3):216-22
  • Chin JP, Gust AP, Nestel PJ, Dart AM. Marine oils dose-dependently inhibit vasoconstriction of forearm resistance vessels in humans. Hypertension 1993;21(1):22-8
  • Goodfellow J, Bellamy MF, Ramsey MW, Dietary supplementation with marine omega-3 fatty acids improve systemic large artery endothelial function in subjects with hypercholesterolemia. J Am Coll Cardiol 2000;35(2):265-70
  • Tagawa T, Hirooka Y, Shimokawa H, Long-term treatment with eicosapentaenoic acid improves exercise-induced vasodilation in patients with coronary artery disease. Hypertens Res 2002;25(6):823-9
  • Stirban A, Nandrean S, Gotting C, Effects of n-3 fatty acids on macro- and microvascular function in subjects with type 2 diabetes mellitus. Am J Clin Nutr 2010;91(3):808-13
  • Engler MM, Engler MB, Malloy M, Docosahexaenoic acid restores endothelial function in children with hyperlipidemia: results from the EARLY study. Int J Clin Pharmacol Ther 2004;42(12):672-9
  • Okumura T, Fujioka Y, Morimoto S, Eicosapentaenoic acid improves endothelial function in hypertriglyceridemic subjects despite increased lipid oxidizability. Am J Med Sci 2002;324(5):247-53
  • Kelley DS, Siegel D, Fedor DM, DHA supplementation decreases serum C-reactive protein and other markers of inflammation in hypertriglyceridemic men. J Nutr 2009;139(3):495-501
  • Rader DJ, Daugherty A. Translating molecular discoveries into new therapies for atherosclerosis. Nature 2008;451(7181):904-13
  • Danesh J, Wheeler JG, Hirschfield GM, C-reactive protein and other circulating markers of inflammation in the prediction of coronary heart disease. N Engl J Med 2004;350(14):1387-97
  • Burdge GC, Calder PC. Plasma cytokine response during the postprandial period: a potential causal process in vascular disease? Br J Nutr 2005;93(1):3-9
  • Psota TL, Gebauer SK, Kris-Etherton P. Dietary omega-3 fatty acid intake and cardiovascular risk. Am J Cardiol 2006;98(4A):3i-18i
  • Marik PE, Varon J. Omega-3 dietary supplements and the risk of cardiovascular events: a systematic review. Clin Cardiol 2009;32(7):365-72
  • Vrablik M, Prusikova M, Snejdrlova M, Zlatohlavek L. Omega-3 fatty acids and cardiovascular disease risk: do we understand the relationship? Physiol Res 2009;58(Suppl 1):S19-26
  • Ryan AS, Keske MA, Hoffman JP, Nelson EB. Clinical overview of algal-docosahexaenoic acid: effects on triglyceride levels and other cardiovascular risk factors. Am J Ther 2009;16(2):183-92
  • Holub BJ. Docosahexaenoic acid (DHA) and cardiovascular disease risk factors. Prostaglandins Leukot Essent Fatty Acids 2009;81(2-3):199-204
  • Mori TA, Burke V, Puddey IB, Purified eicosapentaenoic and docosahexaenoic acids have differential effects on serum lipids and lipoproteins, LDL particle size, glucose, and insulin in mildly hyperlipidemic men. Am J Clin Nutr 2000;71(5):1085-94
  • Kelley DS, Adkins Y. Similarities and differences between the effects of EPA and DHA on markers of atherosclerosis in human subjects. Proc Nutr Soc 2012;71; (in press) 1-10
  • Satoh N, Shimatsu A, Kotani K, Purified eicosapentaenoic acid reduces small dense LDL, remnant lipoprotein particles, and C-reactive protein in metabolic syndrome. Diabetes Care 2007;30(1):144-6
  • Yokoyama M, Origasa H, Matsuzaki M, Effects of eicosapentaenoic acid on major coronary events in hypercholesterolaemic patients (JELIS): a randomised open-label, blinded endpoint analysis. Lancet 2007;369(9567):1090-8
  • Bays HE, Ballantyne CM, Kastelein JJ, Eicosapentaenoic acid ethyl ester (AMR101) therapy in patients with very high triglyceride levels (from the Multi-center, plAcebo-controlled, Randomized, double-blINd, 12-week study with an open-label Extension [MARINE] trial). Am J Cardiol 2011;108(5):682-90
  • Brown RD, Ambler SK, Mitchell MD, Long CS. The cardiac fibroblast: therapeutic target in myocardial remodeling and failure. Annu Rev Pharmacol Toxicol 2005;45:657-87
  • Berk BC, Fujiwara K, Lehoux S. ECM remodeling in hypertensive heart disease. J Clin Invest 2007;117(3):568-75
  • Kuwahara F, Kai H, Tokuda K, Transforming growth factor-beta function blocking prevents myocardial fibrosis and diastolic dysfunction in pressure-overloaded rats. Circulation 2002;106(1):130-5
  • Leask A. TGFbeta, cardiac fibroblasts, and the fibrotic response. Cardiovasc Res 2007;74(2):207-12
  • Buxton IL, Duan D. Cyclic GMP/protein kinase G phosphorylation of Smad3 blocks transforming growth factor-beta-induced nuclear Smad translocation: a key antifibrogenic mechanism of atrial natriuretic peptide. Circ Res 2008;102(2):151-3
  • Chen J, Shearer GC, Chen Q, Omega-3 fatty acids prevent pressure overload-induced cardiac fibrosis through activation of cyclic GMP/protein kinase G signaling in cardiac fibroblasts. Circulation 2011;123(6):584-93
  • Fischer R, Dechend R, Qadri F, Dietary n-3 polyunsaturated fatty acids and direct renin inhibition improve electrical remodeling in a model of high human renin hypertension. Hypertension 2008;51(2):540-6
  • Medeiros FJ, Mothe CG, Aguila MB, Mandarim-de-Lacerda CA. Long-term intake of edible oils benefits blood pressure and myocardial structure in spontaneously hypertensive rat (SHR) and streptozotocin diabetic SHR. Prostaglandins Other Lipid Mediat 2005;78(1-4):231-48
  • Ramadeen A, Laurent G, dos Santos CC, n-3 Polyunsaturated fatty acids alter expression of fibrotic and hypertrophic genes in a dog model of atrial cardiomyopathy. Heart Rhythm 2010;7(4):520-8
  • Kitamura K, Shibata R, Tsuji Y, Eicosapentaenoic acid prevents atrial fibrillation associated with heart failure in a rabbit model. Am J Physiol Heart Circ Physiol 2011;300(5):H1814-21
  • Serhan CN, Clish CB, Brannon J, Novel functional sets of lipid-derived mediators with antiinflammatory actions generated from omega-3 fatty acids via cyclooxygenase 2-nonsteroidal antiinflammatory drugs and transcellular processing. J Exp Med 2000;192(8):1197-204
  • Serhan CN, Hong S, Gronert K, Resolvins: a family of bioactive products of omega-3 fatty acid transformation circuits initiated by aspirin treatment that counter proinflammation signals. J Exp Med 2002;196(8):1025-37
  • Tian H, Lu Y, Sherwood AM, Resolvins E1 and D1 in choroid-retinal endothelial cells and leukocytes: biosynthesis and mechanisms of anti-inflammatory actions. Invest Ophthalmol Vis Sci 2009;50(8):3613-20
  • Rossmeisl M, Jelenik T, Jilkova Z, Prevention and reversal of obesity and glucose intolerance in mice by DHA derivatives. Obesity (Silver Spring) 2009;17(5):1023-31
  • Tian H, Lu Y, Shah SP, Hong S. 14S,21R-dihydroxydocosahexaenoic acid remedies impaired healing and mesenchymal stem cell functions in diabetic wounds. J Biol Chem 2011;286(6):4443-53
  • Morin C, Fortin S, Cantin AM, Rousseau E. Docosahexaenoic acid derivative prevents inflammation and hyperreactivity in lung: implication of PKC-Potentiated inhibitory protein for heterotrimeric myosin light chain phosphatase of 17 kD in asthma. Am J Respir Cell Mol Biol 2011;45(2):366-75
  • Hichami A, Morin C, Rousseau E, Khan NA. Diacylglycerol-containing docosahexaenoic acid in acyl chain modulates airway smooth muscle tone. Am J Respir Cell Mol Biol 2005;33(4):378-86
  • Yamamoto K, Itoh T, Abe D, Identification of putative metabolites of docosahexaenoic acid as potent PPARgamma agonists and antidiabetic agents. Bioorg Med Chem Lett 2005;15(3):517-22
  • Itoh T, Murota I, Yoshikai K, Synthesis of docosahexaenoic acid derivatives designed as novel PPARgamma agonists and antidiabetic agents. Bioorg Med Chem 2006;14(1):98-108
  • Riad A, Bien S, Gratz M, Toll-like receptor-4 deficiency attenuates doxorubicin-induced cardiomyopathy in mice. Eur J Heart Fail 2008;10(3):233-43
  • Nozaki N, Shishido T, Takeishi Y, Kubota I. Modulation of doxorubicin-induced cardiac dysfunction in toll-like receptor-2-knockout mice. Circulation 2004;110(18):2869-74
  • Yamagami T, Porada CD, Pardini RS, Docosahexaenoic acid induces dose dependent cell death in an early undifferentiated subtype of acute myeloid leukemia cell line. Cancer Biol Ther 2009;8(4):331-7
  • Teng LL, Shao L, Zhao YT, The beneficial effect of n-3 polyunsaturated fatty acids on doxorubicin-induced chronic heart failure in rats. J Int Med Res 2010;38(3):940-8
  • Watson PD, Joy PS, Nkonde C, Comparison of bleeding complications with omega-3 fatty acids + aspirin + clopidogrel–versus–aspirin + clopidogrel in patients with cardiovascular disease. Am J Cardiol 2009;104(8):1052-4
  • Brasky TM, Till C, White E, Serum phospholipid fatty acids and prostate cancer risk: results from the prostate cancer prevention trial. Am J Epidemiol 2011;173(12):1429-39
  • Woodworth HL, McCaskey SJ, Duriancik DM, Dietary fish oil alters T lymphocyte cell populations and exacerbates disease in a mouse model of inflammatory colitis. Cancer Res 2010;70(20):7960-9
  • Harris WS, Mozaffarian D, Rimm E, Omega-6 fatty acids and risk for cardiovascular disease: a science advisory from the American heart association nutrition subcommittee of the council on nutrition, physical activity, and metabolism; council on cardiovascular nursing; and council on epidemiology and prevention. Circulation 2009;119(6):902-7
  • Park Y, Harris W. EPA, but not DHA, decreases mean platelet volume in normal subjects. Lipids 2002;37(10):941-6
  • Morin C, Fortin S, Rousseau E. 19,20-EpDPE, a bioactive CYP450 metabolite of DHA monoacyglyceride, decreases Ca(2) sensitivity in human pulmonary arteries. Am J Physiol Heart Circ Physiol 2011;301(4):H1311-18

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.