Antioxidant Activity of Vitamin E Determined in a Phospholipid Membrane by Product Studies:  Avoiding Chain Transfer Reactions by Vitamin E Radicals

Barclay, L. R. C.; Vinqvist, Melinda R.; Antunes, Fernando; Pinto, Ruy E.

doi:10.1021/ja9705856

Cited by 37 publications

(36 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The ratio of cis-trans to trans-trans HODE is a measure of the capacity of hydrogen atom donation at the site of oxidation [23,24]. We were able to evaluate the in vivo site-specific efficacy of the antioxidants based on the stereoisomer ratio (Z,E/E,E) HODE as observed in the previous reports [16,24,25].…”

Section: Discussionmentioning

confidence: 80%

Evaluation of Lipophilic Antioxidant Efficacy in Vivo by the Biomarkers Hydroxyoctadecadienoic Acid and Isoprostane

Yoshida

Hayakawa

Habuchi

et al. 2007

Lipids

View full text Add to dashboard Cite

The evaluation of antioxidant activity in vivo is difficult. In this study, the effects of dietary natural and synthetic antioxidants on the lipid peroxidation in mice were assessed using a biomarker, total hydroxyoctadecadienoic acid (tHODE). Biological samples such as plasma, erythrocytes, and tissues were first reduced and then saponified to convert various oxidation products of linoleates to tHODE. Subsequently, the absolute concentration of tHODE and its stereoisomer ratio, [9- and 13-(Z,E)-HODE)/[9- and 13-(E,E)-HODE], which is a measure of the hydrogen donor capacity of antioxidants, were determined by gas chromatography-mass spectrometry (GC-MS) analyses. These were then compared with total 8-iso-prostaglandin F(2alpha) (t8-iso-PGF(2alpha)) which was also assessed after reduction and saponification. Remarkable increases in tHODE and t8-iso-PGF(2alpha) levels were observed in the plasma, erythrocytes, liver, and brain of mice that were fed an alpha-tocopherol (alphaT)-stripped (E-free) diet for 1 month when compared with those of mice that were fed a standard diet (alphaT = 0.002 wt%). When mice were fed for 1 month on an E-free diet supplemented with a lipophilic antioxidant (0.04 wt%), namely, alphaT, alpha-tocotrienol (alphaT3), gamma-tocopherol (gammaT), or 2,3-dihydro-5-hydroxy-4,6-di-tert-butyl-2,2-dipentylbenzofuran (BO-653), a potent synthetic antioxidant, the increases of tHODE and t8-iso-PGF(2alpha) in the plasma, erythrocytes, liver, and brain were suppressed to the levels lower than those of mice fed a standard diet. The (Z,E/E,E) HODE ratio was decreased in the plasma and erythrocytes of mice fed the E-free diet when compared with that in mice fed the standard diet. This stereo-isomeric ratio was significantly recovered by the addition of alphaT and BO-653. These results show that the tHODE level and the (Z,E/E,E) HODE ratio are useful biomarkers for the assessment of antioxidant capacity in vivo and that the antioxidant capacity decreased in the order: BO-653 > alphaT3 >or= alphaT, gammaT, as assessed by tHODE levels from blood, liver, and brain.

show abstract

Section: Discussionmentioning

confidence: 80%

Evaluation of Lipophilic Antioxidant Efficacy in Vivo by the Biomarkers Hydroxyoctadecadienoic Acid and Isoprostane

Yoshida

Hayakawa

Habuchi

et al. 2007

Lipids

View full text Add to dashboard Cite

show abstract

“…The ratio of Q 10 H 2 to Q 10 is also in reasonable agreement with the literature values. It has been accepted that the stereo-isomer ratio, (Z,E/E,E)-HODE, is a good measure of antioxidant capacity [14]. It was found that this (Fig.…”

Section: The Antioxidant Levelmentioning

confidence: 96%

Levels of Lipid Peroxidation in Human Plasma and Erythrocytes: Comparison between Fatty Acids and Cholesterol

Yoshida

Saito

Hayakawa

et al. 2007

Lipids

View full text Add to dashboard Cite

Lipid peroxidation has gained renewed attention with increasing evidence showing its biological role in producing toxic compounds and cellular signaling mediators. The assessment of lipid peroxidation levels in vivo is difficult partly because lipids are oxidized by different oxidants by different mechanisms to give versatile types of products, which may undergo metabolism and secondary reactions. In the present study, total hydroxyoctadecadienoic acids (tHODE) and 7alpha- and 7beta-hydroxycholesterol (t7-OHCh) from 44 healthy human subjects were assessed as biomarkers after reduction with sodium borohydride followed by saponification with potassium hydroxide comparing with the prevailing standard 8-isoprostaglandin F(2alpha) (t8-iso-PGF(2alpha)). The average concentrations of tHODE, total 8-isoprostaglandin F(2alpha) (t8-iso-PGF(2alpha)), t7alpha-OHCh, and t7beta-OHCh were 203, 0.727, 87.1, and 156 nmol/l plasma and 1,917, 12.8, 1,372, and 3,854 nmol/l packed erythrocytes, respectively. The ratios of tHODE and t7-OHCh to the parent substrates were 194 and 3,519 micromol tHODE/mol linoleates and 40.9 and 686 micromol t7-OHCh/mol cholesterol in plasma and erythrocytes, respectively. It was found that (1) t7-OHCh in blood was unexpectedly high, as high as or even higher than tHODE, (2) the amounts of tHODE was more than 100 fold higher than t8-iso-PGF(2alpha) (3) the level of lipid oxidation products in erythrocytes was higher than that in plasma, and (4) lipid peroxidation products level tended to increase while antioxidant level decrease with age. These products may be used as potential biomarker for assessment of lipid peroxidation and oxidative stress in vivo.

show abstract

“…74,76,88 As in solution, the ratio of kinetic (Z,E) to thermodynamic (E,E) dienyl hydroperoxides derived from oxidation of linoleate-containing phospholipids reflects the rate at which the precursor peroxyl radicals are trapped by an RTA. Thus, by determining the (Z,E)…”

Section: Iii2 Peroxyl Radical Clocksmentioning

confidence: 99%

Methods for determining the efficacy of radical-trapping antioxidants

Pratt

2015

Free Radical Biology and Medicine

View full text Add to dashboard Cite

Antioxidant Activity of Vitamin E Determined in a Phospholipid Membrane by Product Studies: Avoiding Chain Transfer Reactions by Vitamin E Radicals

Cited by 37 publications

References 20 publications

Evaluation of Lipophilic Antioxidant Efficacy in Vivo by the Biomarkers Hydroxyoctadecadienoic Acid and Isoprostane

Evaluation of Lipophilic Antioxidant Efficacy in Vivo by the Biomarkers Hydroxyoctadecadienoic Acid and Isoprostane

Levels of Lipid Peroxidation in Human Plasma and Erythrocytes: Comparison between Fatty Acids and Cholesterol

Methods for determining the efficacy of radical-trapping antioxidants

Contact Info

Product

Resources

About