Autoxidation of the furan fatty acid ester, methyl 9,12-epoxyoctadeca-9,11 -dienoate

JAOCS, Journal of the American Oil Chemists' Society

Volumn 75, Issue 10, 1998, Pages 1313-1319

  Sehat, N ^a   Yurawecz, M P ^a   Roach, J A G ^a   Mossoba, M M ^a   Eulitz, K ^a   Mazzola, E P ^a   Ku, Y ^a  

^a CENTER FOR DRUG EVALUATION AND RESEARCH   (United States)

Author keywords

Autoxidation of furan fatty acids; Conjugated linoleic acid (CLA); Furan fatty acids

Indexed keywords

DERIVATIVES; FOURIER TRANSFORM INFRARED SPECTROSCOPY; GAS CHROMATOGRAPHY; MASS SPECTROMETRY; OLEIC ACID; OXIDATION; SYNTHESIS (CHEMICAL);

AUTOOXIDATION; FURAN FATTY ACID ESTERS; LINOLEIC ACIDS;

ESTERS;

EID: 0032180241     PISSN: 0003021X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11746-998-0177-6     Document Type: Article

References (24)

1. Yurawecz, M.P., J.K. Hood, M.M. Mossoba, J.A.G. Roach, and Y. Ku, Furan Fatty Acids Determined as Oxidation Products of Conjugated Octadecadienoic Acid. Lipids 30:595-598 (1995).
2. Belury, M.A., Conjugated Dienoic Linoleate: A Polyunsaturated Fatty Acid with Unique Chemoprotective Properties. Nutr. Rev. 53:83-89 (1995).
3. Parodi, P.W., Cow's Milk Fat Components as Potential Anticarcinogenic Agents. J. Nutrition 727:1055-1060 (1997).
4. Morris, L.J., M.O. Marshall, and W. Kelly, A Unique Furanoid Fatty Acid From Exocarpus Seed Oil, Tetrahedron Lett. 36:4249-4253 (1966).
5. Ishii, K., H. Okajima, T. Koyamatsu, Y. Okada, and H. Watanabe, The Composition of Furan Fatty Acids in the Crayfish, Lipids 23:694-700 (1988).
6. Ishii, K., H. Okajima, Y. Okada, and H. Watanabe, Studies of Furan Fatty Acids of Salmon Roe Phospholipids, J. Biochem. 103:836-839 (1988).
7. Hasma, H., and Subramaniam, A., The Occurrence of a Furanoid Fatty Acid in Hevia brasiliensis Latex, Lipids 13:905-907 (1978).
8. Schödel, R., and G. Spiteller, Über das Vorkommen von F-Säuren in Rinderleber und deren enzymatischen Abbau bei Gewebeverletzung (The Occurrence of F-Acids in Cattle Liver and their Enzymatic Degradation During Tissue Damage), Liebigs Ann. Chem. 5:459-462 (1986).
9. Hannemann, K., V. Puchta, E. Simon, H. Ziegler, G. Ziegler, and G. Spiteller, The Common Occurrence of Furan Fatty Acids in Plants, Lipids 24:296-298 (1989).
10. Okada, Y., H. Okajima, H. Konishi, M. Terauchi, K. Ishii, I.-M. Liu, and H. Watanabe, Antioxidant Effect of Naturally Occurring Furan Fatty Acids on Oxidation of Linoleic Acid in Aqueous Dispersion, J. Am. Oil Chem. Soc. 67:858-862 (1990).
11. Batna, A., and G. Spiteller, Effects of Soybean Lipoxygenase-1 on Phosphatidylcholines Containing Furan Fatty Acids, Lipids 29:397-403 (1994).
12. Batna, A., and G. Spiteller, Oxidation of Furan Fatty Acids by Soybean Lipoxygenase-1 in the Presence of Linoleic Acid, Chem. Phys. Lipids 70:179-185 (1994).
13. Boyer, R.F., D. Litts, J. Kostishak, R.C. Wijesundera, and F.D. Gunstone, The Action of Lipoxygenase-1 on Furan Derivatives, Ibid. 25:237-246 (1979).
14. 18 Furanoid Fatty Ester, Ibid, 85:101-106 (1997).
15. Graff, G., J.L. Gellerman, D.M. Sand, and H. Schlenk, Inhibition of Blood Platelet Aggregation by Dioxo-ene Compounds, Biochim. Biophys. Acta 799:143-150 (1984).
16. Rosenblat, G., M. Tabak, M.S.F. Lie Ken Jie, and I. Neeman, Inhibition of Bacterial Urease by Autoxidation of Furan C-18 Fatty Acid Methyl Ester Products, J. Am. Oil Chem. Soc. 70:501-505 (1993).
17. Mossoba, M.M., Applications of capillary GC-FTIR, INFORM 4:854-859 (1993).
18. Mossoba, M.M., M.P. Yurawecz, and R.E. McDonald, Rapid Determination of Total Trans Content of Neat Hydrogenated Oils by Attenuated Total Reflection Spectroscopy, J. Am. Oil Chem. Soc. 73:1003-1009 (1996).
19. 18 Furanoid Fatty Ester Involving Dry-Column Chromatography, Ibid. 50:705-706 (1981).
20. 18 Furan-Containing Fatty Acids, Chem. Phys. Lipids 21:275-287 (1978).
21. McLafferty, F.W., and F. Turecek, Interpretation of Mass Spectra, 4th edn., University Science Books, Mill Valley, 1993, p. 352.
22. Budzikiewicz, H., C. Djerassi, and D. Williams, Mass Spectrometry of Organic Compounds, Holden Day, San Francisco, CA, 1967, pp. 135-138.
23. Ogawa, S., S. Fukui, Y. Hanasaki, K. Asano, H. Uegaki, S. Fujita, and R. Shimazaki, Determination Method of Singlet Oxygen in the Atmosphere by Use of α-Terpinene, Chemosphere 22:1211-1225 (1991).
24. Nakanishi, Koji, Infrared Absorption Spectroscopy, Holden-Day, Inc., San Francisco, 1962, p. 43.