Literature DB >> 27519338

The peroxidizing effect of α-tocopherol on autoxidation of methyl linoleate in bulk phase.

J Terao1, S Matsushita1.   

Abstract

In order to understand the effect of α-tocopherol on the autoxidation mechanism of edible oil under storage conditions, methyl linoleate was allowed to autoxidize at 50 C in bulk phase without any radical initiator. The reaction was monitored by determining the production of four isomeric hydroperoxides (13-cis,trans; 13-trans,trans; 9-cis,trans; 9-trans,trans) by high performance liquid chromatographic analysis after reduction. In the absence of α-tocopherol, the rate of autoxidation depended on the sample size, and the duration of the induction period was affected by the initial level of hydroperoxides. However, the distribution of c-t and t-t hydroperoxide isomers remained constant during the propagation period regardless of the sample size. The addition of α-tocopherol at 0.1 and 1.0% caused a linear increase in the amount of hydroperoxides and elevated the distribution of the c-t isomers. The rate of hydroperoxidation appeared to be governed by the initial concentration of α-tocopherol rather than the sample size or the initial hydroperoxide level. This peroxidizing effect of α-tocopherol was suppressed by the presence of ascorbyl palmitate. A mechanism in which chromanoxy radical participates is proposed for the effect of α-tocopherol on lipid autoxidation in bulk phase. It is therefore suggested that α-tocopherol at high concentrations influences the mechanism of autoxidation of edible oil.

Entities:  

Year:  1986        PMID: 27519338     DOI: 10.1007/BF02536407

Source DB:  PubMed          Journal:  Lipids        ISSN: 0024-4201            Impact factor:   1.880


  6 in total

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Journal:  J Lipid Res       Date:  1961-04       Impact factor: 5.922

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Authors:  J E Packer; T F Slater; R L Willson
Journal:  Nature       Date:  1979-04-19       Impact factor: 49.962

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Journal:  Arch Biochem Biophys       Date:  1969-01       Impact factor: 4.013

4.  Inhibition of peroxidation in linoleic acid membranes by nitroxide radicals, butylated hydroxytoluene, and alpha-tocopherol.

Authors:  M Hicks; J M Gebicki
Journal:  Arch Biochem Biophys       Date:  1981-08       Impact factor: 4.013

5.  Inhibition of oxidation of methyl linoleate in solution by vitamin E and vitamin C.

Authors:  E Niki; T Saito; A Kawakami; Y Kamiya
Journal:  J Biol Chem       Date:  1984-04-10       Impact factor: 5.157

6.  Autoxidation of methyl linoleate. Separation and analysis of isomeric mixtures of methyl linoleate hydroperoxides and methyl hydroxylinoleates.

Authors:  H W Chan; G Levett
Journal:  Lipids       Date:  1977-01       Impact factor: 1.880

  6 in total
  10 in total

Review 1.  The chemistry and antioxidant properties of tocopherols and tocotrienols.

Authors:  A Kamal-Eldin; L A Appelqvist
Journal:  Lipids       Date:  1996-07       Impact factor: 1.880

2.  Antioxidant activity of beta-carotene-related carotenoids in solution.

Authors:  J Terao
Journal:  Lipids       Date:  1989-07       Impact factor: 1.880

Review 3.  Mechanisms of free radical oxidation of unsaturated lipids.

Authors:  N A Porter; S E Caldwell; K A Mills
Journal:  Lipids       Date:  1995-04       Impact factor: 1.880

4.  Synthesis of a phosphatidyl derivative of vitamin E and its antioxidant activity in phospholipid bilayers.

Authors:  T Koga; A Nagao; J Terao; K Sawada; K Mukai
Journal:  Lipids       Date:  1994-02       Impact factor: 1.880

5.  Dietary fish oil and vitamin E enhance doxorubicin effects in P388 tumor-bearing mice.

Authors:  Qi-Yuan Liu; Benny K H Tan
Journal:  Lipids       Date:  2002-06       Impact factor: 1.880

6.  Kinetic study of the prooxidant effect of alpha-tocopherol. Hydrogen abstraction from lipids by alpha-tocopheroxyl radical.

Authors:  Aya Ouchi; Masaharu Ishikura; Kensuke Konishi; Shin-Ichi Nagaoka; Kazuo Mukai
Journal:  Lipids       Date:  2009-09-16       Impact factor: 1.880

7.  Formation of trimers of alpha-tocopherol and its model compound, 2,2,5,7,8-pentamethylchroman-6-ol, in autoxidizing methyl linoleate.

Authors:  R Yamauchi; K Kato; Y Ueno
Journal:  Lipids       Date:  1988-08       Impact factor: 1.880

8.  Effects of alpha- and gamma-tocopherols on the autooxidation of purified sunflower triacylglycerols.

Authors:  M D Fuster; A M Lampi; A Hopia; A Kamal-Eldin
Journal:  Lipids       Date:  1998-07       Impact factor: 1.880

9.  Effect of d-alpha-tocopherol analogues on lipoxygenase-dependent peroxidation of phospholipid-bile salt micelles.

Authors:  H Arai; A Nagao; J Terao; T Suzuki; K Takama
Journal:  Lipids       Date:  1995-02       Impact factor: 1.880

Review 10.  Reductive Stress in Inflammation-Associated Diseases and the Pro-Oxidant Effect of Antioxidant Agents.

Authors:  Israel Pérez-Torres; Verónica Guarner-Lans; María Esther Rubio-Ruiz
Journal:  Int J Mol Sci       Date:  2017-10-05       Impact factor: 5.923

  10 in total

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