Synthesis of α-tocopherol and naphthotocopherol analogs with a carboxyl group in the side chain

Spivak, A. Yu.; Knyshenko, O. V.; Mallyabaeva, M. I.; Odinokov, V. N.

doi:10.1007/s11172-006-0253-8

Cited by 3 publications

(3 citation statements)

References 23 publications

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“…Benzopyran-6-ol acetate was oxidised using ozone in methylene chloride–methanol at − 78°C. The resulting solution was purged with Ar to remove excess ozone and then treated directly with sodium borohydride to produce an alcohol similar to that in the scientific literature ( 26 , 27 ) . The alcohol was converted to MitoVit E as reported by Grisar et al ( 28 ) .…”

Section: Methodsmentioning

confidence: 99%

Effect of a mitochondria-targeted vitamin E derivative on mitochondrial alteration and systemic oxidative stress in mice

et al. 2011

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The objective of the present study was to determine whether a mitochondria-targeted vitamin E derivative (MitoVit E) would affect certain mitochondrial parameters, as well as systemic oxidative stress. A total of sixty-four mice were fed a high-fat (HF) diet for 5 weeks. They were then switched to either a low-fat (LF) or a medium-fat (MF) diet, and administered orally with MitoVit E (40 mg MitoVit E/kg body weight) or drug vehicle (10 % (v/v) ethanol in 0·9 % (w/v) NaCl solution), every other day for 5 weeks. Mitochondrial ATP and H 2 O 2 production rates in both the liver and the gastrocnemius were not affected by MitoVit E administration in either LF or MF diet-fed mice. However, the number and average size of the subsarcolemmal mitochondria, but not the intermyofibrillar mitochondria, from the soleus muscle were significantly higher in the MF group receiving MitoVit E (MF-E) than in the MF group receiving vehicle only (MF-C). After the mice were switched from the HF diet to the four dietary treatments (LF-C, LF-E, MF-C and MF-E), the decrease in urinary isoprostane concentration was significantly greater in the LF-E group than in the other three groups during the whole study (weeks 6-10). In addition, MitoVit E significantly increased plasma superoxide dismutase (SOD) activity in the MF diet-fed group without affecting plasma glutathione peroxidase activity or H 2 O 2 levels. Overall, these data suggest that MitoVit E affects subsarcolemmal mitochondrial density and systemic oxidative stress parameters such as plasma SOD activity and urinary isoprostane concentration.

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Section: Methodsmentioning

confidence: 99%

Effect of a mitochondria-targeted vitamin E derivative on mitochondrial alteration and systemic oxidative stress in mice

et al. 2011

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“…Benzopyran-6-ol acetate was oxidized using ozone in methylene chloride/methanol at 2788C. The resulting solution was purged with argon to remove excess ozone and then treated directly with sodium borohydride to produce an alcohol similar to that in the scientific literature (15,16). The alcohol was converted to MitoVit E as reported by Grisar et al (17).…”

Section: Methodsmentioning

confidence: 99%

A Mitochondria-Targeted Vitamin E Derivative Decreases Hepatic Oxidative Stress and Inhibits Fat Deposition in Mice , ,

Mao

Kraus

Kim

et al. 2010

The Journal of Nutrition

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Our objective in this study was to determine whether a mitochondria-targeted vitamin E derivative (MitoVit E) would decrease oxidative stress and associated obesity by preventing a previously proposed aconitase inhibition cascade. Sixty-four mice were fed a high-fat (HF) diet for 5 wk. They were then switched to either a low-fat (LF) or a medium-fat (MF) diet and gavaged with MitoVit E (40 mg MitoVit E x kg body weight(-1)) or drug vehicle (10% ethanol in 0.9% NaCl solution) every other day for 5 wk. Epididymal fat weight, as well as liver lipid and remaining carcass lipid, were significantly lower in the MF group receiving MitoVit E (MF-E) than in the MF group receiving vehicle only (MF-C). Liver mitochondrial H(2)O(2) production and the protein carbonyl level were also significantly lower in MF-E than in MF-C mice. In contrast, none of the biochemical variables (aconitase activity, ATP and H(2)O(2) production, and protein carbonyl level) in the muscle mitochondria were modified by MitoVit E in either MF or LF groups. Expression of acetyl-CoA carboxylase and fatty acid synthase in both liver and adipose tissue of MF groups was not affected by MitoVit E. However, expression of carnitine palmitoyltransferase 1a in the liver and uncoupling protein 2 in adipose tissue were significantly enhanced by MitoVit E in both LF and MF groups. In conclusion, MitoVit E attenuates hepatic oxidative stress and inhibits fat deposition in mice but not through alleviation of the aconitase inhibition cascade.

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“…The olefin ozonolysis in the presence of alkali metal hydroxides also resulted in carbonyl compounds [116][117][118][119].…”

Section: Transformations Of Peroxide Products Of Olefins Ozonolysismentioning

confidence: 99%

Transformations of peroxide products of olefins ozonolysis

et al. 2010

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Synthesis of α-tocopherol and naphthotocopherol analogs with a carboxyl group in the side chain

Cited by 3 publications

References 23 publications

Effect of a mitochondria-targeted vitamin E derivative on mitochondrial alteration and systemic oxidative stress in mice

Effect of a mitochondria-targeted vitamin E derivative on mitochondrial alteration and systemic oxidative stress in mice

A Mitochondria-Targeted Vitamin E Derivative Decreases Hepatic Oxidative Stress and Inhibits Fat Deposition in Mice , ,

Transformations of peroxide products of olefins ozonolysis

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