REINVESTIGATION OF THE ANTIOXIDANT PROPERTIES OF CONJUGATED LINOLEIC-ACID

被引:149
作者
VANDENBERG, JJM
COOK, NE
TRIBBLE, DL
机构
[1] CHILDRENS HOSP, OAKLAND RES INST, OAKLAND, CA 94609 USA
[2] UNIV CALIF BERKELEY, LAWRENCE BERKELEY LAB, DEPT MOLEC & NUCL MED, BERKELEY, CA 94720 USA
关键词
D O I
10.1007/BF02536996
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Despite repeated suggestions that antioxidant activity of conjugated linoleic acid (CLA), a collective of conjugated dienoic isomers of linoleic acid, underlies its reported anticarcinogenic and antiatherosclerotic effects, the antioxidant properties of CLA remain ill-defined. Therefore, this study was undertaken to gain more insight into the mechanism of potential CLA antioxidant activity. It was tested whether CLA could protect membranes composed of 1-palmitoyl-2-linoleoyl phosphatidylcholine (PLPC) from oxidative modification under conditions of metal ion-dependent or -independent oxidative stress. Progress of oxidation was determined by direct spectrophotometric measurement of conjugated diene formation and by gas chromatographic/mass spectrometric analysis of fatty acids. The oxidative susceptibility of CLA was higher than that of linoleic acid, and comparable to arachidonic acid. When oxidation of PLPC (1.0 mM) was initiated using the lipid-soluble 2,2'-azobis(2,4-dimethylvaleronitrile) or the water-soluble 2,2'-azobis(2-amidinopropane) hydrochloride, the radical scavengers vitamin E and butylated hydroxytoluene (BHT) at 0.75 mu M efficiently inhibited PLPC oxidation, as evident from a dear lag phase, In contrast, 0.75 mu M CFA did not have any significant effect on PLPC oxidation. Inhibition of PLPC oxidation by higher concentrations of CLA appeared due to competition, not to an antioxidant effect. When oxidation of PLPC was initiated by hydrogen peroxide/Fe2+ (500 mu M/0.05-20 mu M), both vitamin E (1 mu M) and ethylene glycol-bis(aminoethyl ether) tetraacetic acid (50 mu M) efficiently inhibited PLPC oxidation. However, CLA (1-50 mu M) did not show a clear protective effect under any of the conditions tested. We conclude that CLA, under these test conditions, does not act as an efficient radical scavenger in any way comparable to vitamin E or BHT, CLA also does not appear to be converted into a metal chelator under metal-ion dependent oxidative stress, as had previously been suggested. On the basis of our observations, a role for CLA as an antioxidant does not seem plausible.
引用
收藏
页码:599 / 605
页数:7
相关论文
共 26 条
  • [1] Cawood P., Wickens D.G., Iversen S.A., Braganza J.M., Dormandy T.L., The Nature of Diene Conjugation in Human Serum, Bile and Duodenal Juice, FEBS Lett., 162, pp. 239-243, (1983)
  • [2] Fink R., Marjot D.H., Cawood P., Iversen S.A., Clemens M.R., Patsalos P., Norden A.G., Dormandy T.L., Increased Free-Radical Activity in Alcoholics, Lancet, 2, pp. 291-294, (1985)
  • [3] Harrison K., Cawood P., Iversen A., Dormandy T., Diene Conjugation Patterns in Normal Human Serum, Life Chem. Rep., 3, pp. 41-44, (1985)
  • [4] Iversen S.A., Cawood P., Madigan M.J., Lawson A.M., Dormandy T.L., Identification of a Diene Conjugated Component of Human Lipid as Octadeca-9,11-Dienoic Acid, FEBS Lett., 171, pp. 320-324, (1985)
  • [5] Smith G.N., Taj M., Braganza J.M., On the Identification of a Conjugated Diene Component of Duodenal bile as 9 Z,11 E-Octadecadienoic Acid, Free Radic. Biol. Med., 10, pp. 13-21, (1991)
  • [6] Dormandy T.L., Wickens D.G., The Experimental and Clinical Pathology of Diene Conjugation, Chem. Phys. Lipids, 45, pp. 353-364, (1987)
  • [7] Parodi P.W., Conjugated Octadecadienoic Acids of Milk Fat, Journal of Dairy Science, 60, pp. 1550-1553, (1977)
  • [8] Ha Y.L., Grimm N.K., Pariza M.W., Anticarcinogens from Fried Ground Beef: Heat-Altered Derivatives of Linoleic Acid, Carcinogenesis, 8, pp. 1881-1887, (1987)
  • [9] Ha Y.L., Grimm N.K., Pariza M.W., Newly Recognized Anticarcinogenic Fatty Acids: Identification and Quantification in Natural and Processed Cheeses, J. Agric. Food Chem., 37, pp. 75-81, (1989)
  • [10] Britton M., Fong C., Wickens D., Yudkin J., Diet as a Source of Phospholipid Esterified 9,11-Octadecadienoic Acid in Humans, Clin. Sci., 83, pp. 97-101, (1992)