Reaction of 8a-Hydroperoxy Tocopherones with Ascorbic Acid

Yamauchi, Ryo; Katô, Kôji; Ueno, Yoshimitsu

doi:10.1080/00021369.1981.10864969

Cited by 7 publications

(15 citation statements)

References 7 publications

(11 reference statements)

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“…Rechromatography by CL-HPLC of an individual component that had been isolated from the multiplet fraction in UV-HPLC confirmed that only peak 1 is chemiluminescent (Fig. These two fractions seemed to be the two epimeric products of 8a-hydroperoxytocopherone as previously reported by Yamauchi et al (11,20). The intense CL peak completely disappeared when the photooxidized a-Toc was reacted with NaBH4 ( Fig.…”

Section: Toc-ooh 500cpssupporting

confidence: 76%

“…Tappel (22) suggested that ascorbic acid and/or reduced glutathione can synergistically regenerate Toc from Toc radicals. Yamauchi et al (20) suggested that 8a-hydroperoxy-tocopherone (Toc hydroperoxide) is convertible to Toc by ascorbic acid. Yamauchi et al (20) suggested that 8a-hydroperoxy-tocopherone (Toc hydroperoxide) is convertible to Toc by ascorbic acid.…”

Section: Discussionmentioning

confidence: 99%

See 1 more Smart Citation

Chemiluminescence detection of 8a‐hydroperoxy‐tocopherone in photooxidized α‐tocopherol

Miyazawa

Yamashita

Fujimoto

1992

Lipids

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Photosensitized oxidation products of alpha-tocopherol were analyzed by reversed phase high-performance liquid chromatography (CL-HPLC) in combination with chemiluminescence detection, to measure hydroperoxide derivatives. An intense peak was observed on the chemiluminescence chromatogram, corresponding to 8a-hydroperoxy-alpha-tocopherone (alpha-tocopherol hydroperoxide), the identity of which was confirmed by 1H nuclear magnetic resonance and mass spectrometry. Observed peak intensities correlated with the peroxide value of oxidized alpha-tocopherol. As little as 50 pmol of 8a-hydroperoxy-alpha-tocopherone was detectable. The CL-HPLC method, which is specific for the detection of hydroperoxides, should prove useful in studies on tocopherol oxidation in foods and biological systems.

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Section: Toc-ooh 500cpssupporting

confidence: 76%

Section: Discussionmentioning

confidence: 99%

Chemiluminescence detection of 8a‐hydroperoxy‐tocopherone in photooxidized α‐tocopherol

Miyazawa

Yamashita

Fujimoto

1992

Lipids

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“…The reaction of a-tocopherol with tetrachloro-o-quinone or n-bromosuccinimide in aqueous acetonitrile forms 8a-hydroxy-a-tocopherol (15,16). In addition, the photooxidation of a tocopherol in methyl linoleate or soybean oil results in the formation of 8a-hydroperoxy-tocopherone (50).…”

Section: Interaction Of Vitamins E and C In Biological Systemsmentioning

confidence: 99%

Vitamin E: Interactions with Free Radicals and Ascorbate

McCay¹

1985

Annu. Rev. Nutr.

498

111

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“…Thus, ␣-tocopherol may be regenerated by ascorbate not only from ␣-tocopheroxyl radical but also from 8ahydropheroxy ␣-tocopherones. 36 Furthermore, enzymatic regeneration of ␣-tocopherol has been reported. 37 These findings suggest that the concomitant administration of ascorbate may be effective in prevention of nitrate tolerance in patients with congestive heart failure during continuous nitrate therapy.…”

Section: Effect Of Ascorbate On Prevention Of Nitrate Tolerancementioning

confidence: 99%