Headspace composition of cod liver oil and its evolution in storage after opening. First evidence of the presence of toxic aldehydes

Food Chemistry

Volumn 114, Issue 4, 2009, Pages 1291-1300

  Guillén, María D ^a   Carton, Izaskun ^a   Salmeron, Jesus ^a   Casas, Carmen ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

4,5 Epoxy heptenal; 4 Hydroperoxy (E) 2 hexenal; 4 Hydroxy (E) 2 hexenal; 4 Oxo (E) 2 hexenal; Cod liver oil; Gas chromatography mass spectrometry; Headspace components; Solid phase microextraction; Storage

Indexed keywords

EID: 60249100328     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2008.11.007     Document Type: Article

References (37)

1. Allen A.D. Fish oil composition. In: Hamilton R.J., and Rice R.D. (Eds). Fish oil-technology nutrition and marketing (1995), PJ Barnes and Associates, Bucks, High Wycombe 104
2. Bacot S., Bernoud-Hubac N., Baddas N., Chantegrel B., Deshayes C., Doutheau A., Lagarde M., and Guichardant M. Covalent binding of hydroxy-alkenals 4-HDDE, 4-HHE, and 4-HNE to ethanolamine phospholipid subclasses. Journal Lipid Research 44 (2003) 917-926
3. Blair I.A. Lipid hydroperoxide-mediated DNA damage. Experimental Gerontology 36 (2001) 1473-1481
4. Bonoli-Carbognin M., Cerretani L., Bendini A., Almajano M.P., and Gordon M.H. Bovine serum albumin produces a synergistic increase in the antioxidant activity of virgin olive oil phenolic compounds in oil-in-water emulsions. Journal of Agricultural and Food Chemistry 56 (2008) 7076-7081
5. Brox J., Olaussen K., Osterud B., Elvevoll E.O., Bjornstad E., Brenn T., Brattebo G., and Iversen H. A long-term seal and cod-liver-oil supplementation in hypercholesterolemic subjects. Lipids 36 (2001) 7-13
6. Buettner A., and Schieberle P. Evaluation of key aroma compounds in hand-squeezed grapefruit juice (Citrus paradisi Macfayden) by quantitation and flavor reconstitution experiments. Journal of Agricultural and Food Chemistry 49 (2001) 1358-1363
7. Buettner A., and Schieberle P. Aroma properties of a homologous series of 2, 3-epoxyalkanals and trans-4, 5-epoxyalk-2-enals. Journal of Agricultural and Food Chemistry 49 (2001) 3881-3884
8. Connell J.J. Control of fish quality. 3rd ed. (1990), Blackwell Scientific Publications, Oxford 146
9. European Pharmacopoeia (2003). Council of Europe, European directorate for the quality of medicines (EDQM), Cod liver oil 4.8 (04/2003:1192 and 1193).
10. Gruenwald J., Graubaum H.J., and Harde A. Effect of cod liver oil on symptoms of rheumatoid arthritis. Advances in Therapy 19 (2002) 101-107
11. Guallar E., Sanz-Gallardo M.I., Van't Veer P., Bode P., Aro A., Gomez-Aracena J., Kark J.D., Riemersma R.A., Martin-Moreno J.M., and Kok F.J. Mercury, fish oils, and the risk of myocardial infarction. New England Journal of Medicine 347 (2002) 1747-1754
12. Guillén M.D., Cabo N., Ibargoitia M.L., and Ruiz A. Study of both sunflower oil and its headspace throughout the oxidation process. Occurrence in the headspace of toxic oxygenated aldehydes. Journal of Agricultural and Food Chemistry 53 (2005) 1093-1101
13. 1H nuclear magnetic resonance and Fourier transform infrared spectral data. Journal of Agricultural and Food Chemistry, doi:10.1021/jf801834j.
14. 1H NMR) in sunflower oil during the storage. Journal of Agricultural and Food Chemistry 55 (2007) 10729-10736
15. Guillén M.D., and Goicoechea E. Formation of oxygenated α,β-unsaturated aldehydes and other toxic compounds in sunflower oil oxidation at room temperature in closed receptacles. Food Chemistry 111 (2008) 157-164
16. Guillén M.D., and Goicoechea E. Toxic oxygenated α,β-unsaturated aldehydes and their study in foods. A review. Critical Reviews in Food Science & Nutrition 48 (2008) 119-136
17. Guillén M.D., Goicoechea E., Palencia G., and Cosmes N. Evidence of the formation of light polycyclic aromatic hydrocarbons during the oxidation of edible oils in closed containers at room temperature. Journal of Agricultural and Food Chemistry 56 (2008) 2028-2033
18. 1H nuclear magnetic resonance. Journal of the Science of Food and Agriculture 85 (2005) 2413-2420
19. Ho H.Y., and Millar J.G. Compounds in metathoracic glands of adults and dorsal abdominal glands of nymphs of the stink bugs, Chlorochroa uhleri, C. sayi, and C. ligata (Hemiptera: Pentatomidae). Zoological Studies 40 (2001) 193-198
20. Hu W.W., Fengl Z.H., Eveleigh J., Iyer G., Pan J.S., Amin S., Chung F.L., and Tang M.S. The major lipid peroxidation product, trans-4-hydroxy-2-nonenal, preferentially forms DNA adducts at codon 249 of human p53 gene, a unique mutational hotspot in hepatocellular carcinoma. Carcinogenesis 23 (2002) 1781-1789
21. Karahadian C., and Lindsay R.C. Evaluation of compounds contributing characterizing fishy flavors in fish oils. Journal of the American Oil Chemists, Society 66 (1989) 953-960
22. Kasai H., Maekawa M., Kawai K., Hachisuka K., Takahashi Y., Nakamura H., Sawa R., Matsui S., and Matsuda T. 4-Oxo-2-hexenal, a mutagen formed by omega-3 fat peroxidation, causes DNA adduct formation in mouse organs. Industrial Health 43 (2005) 699-701
23. Kawai K., Matsuno K., and Kasai H. Detection of 4-oxo-2-hexenal, a novel mutagenic product of lipid peroxidation, in human diet and cooking vapor. Mutation Research-Genetic Toxicology and Environmental Mutagenesis 603 (2006) 186-192
24. Knight J.A., Lesosky M., Barnett H., Raboud J.M., and Vieth R. Vitamin D and reduced risk of breast cancer: a population-based case-control study. Cancer Epidemiology, Biomarkers & Prevention 16 (2007) 422-429
25. Lee S.H., and Blair I.A. Characterization of 4-oxo-2-nonenal as a novel product of lipid peroxidation. Chemical Research in Toxicology 13 (2000) 698-702
26. Lee S.H., Oe T., and Blair I.A. 4,5-Epoxy-2(E)-decenal-induced formation of 1, N6-etheno-2′-deoxyadenosine and 1, N2-etheno-2′-deoxyguanosine adducts. Chemical Research in Toxicology 15 (2002) 300-304
27. Marques F.D., McElfresh J.S., and Millar J.G. Female-produced sex pheromone of the predatory bug Geocoris punctipes. Journal of Chemical Ecology 26 (2000) 2843-2855
28. Olsen E., Vogt G., Saarem K., Greibrokk T., and Nilsson A. Autoxidation of cod liver oil with tocopherol and ascorbyl palmitate. Journal of American Oil Chemists Society 82 (2005) 97-103
29. Raeder M.B., Steen V.M., Vollset S.E., and Bjelland I. Associations between cod liver oil use and symptoms of depression: The Hordaland health study. Journal of Affective Disorders 101 (2007) 245-249
30. Shimokawa H. Beneficial effects of eicosapentaenoic acid on endothelial vasodilator functions in animals and humans. World Review of Nutrition and Dietetics 88 (2001) 100-108
31. Storelli M.M., Storelli A., and Marcotrigiano G.O. Polychlorinated biphenyls, hexachlorobenzene, hexachlorocyclohexane isomers, and pesticide organochlorine residues in cod-liver oil dietary supplements. Journal of Food Protection 67 (2004) 1787-1791
32. Wagner R., and Grosch W. Evaluation of potent odorants of French fries. Food Science and Technology-Lebensmittel-Wissenschaft & Technologie 30 (1997) 164-169
33. Whiting S.J., and Calvo M.S. Dietary recommendations for vitamin D: A critical need for functional end points to establish an estimated average requirement. Journal of Nutrition 135 (2005) 304-309
34. Yamada S., Funada T., Shibata N., Kobayashi M., Kawai Y., Tatsuda E., Furuhata A., and Uchida K. Protein-bound 4-hydroxy-2-hexenal as a marker of oxidized n-3 polyunsaturated fatty acids. Journal Lipid Research 45 (2004) 626-634
35. Zamora R., and Hidalgo F.J. Phosphatidylethanolamine modification by oxidative stress product 4, 5(E)-epoxy-2(E)-heptenal. Chemical Research in Toxicology 16 (2003) 1632-1641
36. Zarkovic N. 4-Hydroxynonenal as a bioactive marker of pathophysiological processes. Molecular Aspects of Medicine 24 (2003) 281-291
37. Zidkova J., Sajdok J., Kontrova K., Kotrbova-Kozak A., Hanis T., Zidek V., and Fucikova A. Effects of oxidised dietary cod liver oil on the reproductive functions of Wistar rat. Czech Journal of Food Science 22 (2004) 108-120