Vitamin E: Emerging aspects and new directions

Free Radical Biology and Medicine

Volumn 102, Issue , 2017, Pages 16-36

  Galli, Francesco ^a   Azzi, Angelo ^b   Birringer, Marc ^c   Cook Mills, Joan M ^d   Eggersdorfer, Manfred ^e   Frank, Jan ^f   Cruciani, Gabriele ^a   Lorkowski, Stefan ^g,h   Özer, Nesrin Kartal ⁱ  

^a UNIVERSITY OF PERUGIA   (Italy)

^b TUFTS UNIVERSITY   (United States)

^c FULDA UNIVERSITY OF APPLIED SCIENCES   (Germany)

^d NORTHWESTERN UNIVERSITY   (United States)

^e DSM NUTRITIONAL PRODUCTS LTD   (Switzerland)

^f UNIVERSITY OF HOHENHEIM   (Germany)

^g FRIEDRICH SCHILLER UNIVERSITY JENA   (Germany)

^h Friedrich Schiller University Jena ^*  (Germany)

ⁱ MARMARA UNIVERSITY   (Turkey)

Author keywords

Antioxidants; Cytochrome P 450; Long chain metabolites, Tocopheryl phosphate; NASH; Nutrition; Tocopherols; Tocotrienols; Vitamin E

Indexed keywords

ALKANE 1 MONOOXYGENASE; ALPHA TOCOPHEROL; CYTOCHROME P450; DRUG METABOLITE; GLUTAMIC ACID; ANTIOXIDANT;

CARDIOVASCULAR RISK; ENZYME ACTIVITY; EXCITOTOXICITY; GENE CONTROL; HOMEOSTASIS; HUMAN; IMMUNOMODULATION; LIVER PROTECTION; LIVER TOXICITY; META ANALYSIS (TOPIC); NEUROPROTECTION; NONALCOHOLIC FATTY LIVER; PRIORITY JOURNAL; RANDOMIZED CONTROLLED TRIAL (TOPIC); REVIEW; SPINOCEREBELLAR DEGENERATION; VITAMIN METABOLISM; VITAMIN SUPPLEMENTATION; ANIMAL; CARDIOVASCULAR DISEASE; INFLAMMATION; METABOLISM; OXIDATION REDUCTION REACTION; PATHOPHYSIOLOGY; RAT; RISK FACTOR;

ANIMALS; ANTIOXIDANTS; CARDIOVASCULAR DISEASES; CYTOCHROME P-450 ENZYME SYSTEM; HUMANS; INFLAMMATION; OXIDATION-REDUCTION; RATS; RISK FACTORS; VITAMIN E;

EID: 84995897834     PISSN: 08915849     EISSN: 18734596     Source Type: Journal    
DOI: 10.1016/j.freeradbiomed.2016.09.017     Document Type: Review

References (283)

1. [1] Mene-Saffrane, L., DellaPenna, D., Biosynthesis, regulation and functions of tocochromanols in plants. Plant Physiol. Biochem 48 (2010), 301–309.
2. [2] Sheppard, A., Pennington, J.A.T., Weihrauch, J.L., Analysis and Distribution of Vitamin E in Vegetable Oils and Foods. Packer, F.J., (eds.) Vitamin E in Health and Disease, 1993, Marcel Dekker Inc, New York, 9–31.
3. [3] Sundl, I., Murkovic, M., Bandoniene, D., Winklhofer-Roob, B.M., Vitamin E content of foods: comparison of results obtained from food composition tables and HPLC analysis. Clin. Nutr. 26 (2007), 145–153.
4. [4] Evans, H.M., Bishop, K.S., On the existence of a hitherto unrecognized dietary factor essential for reproduction. Science 56 (1922), 650–651.
5. [5] Wolf, G., The discovery of the antioxidant function of vitamin E: the contribution of Henry A. Mattill. J. Nutr. 135 (2005), 363–366.
6. [6] Galli, F., Azzi, A., Present trends in vitamin E research. Biofactors 36 (2010), 33–42.
7. [7] Azzi, A., Molecular mechanism of alpha-tocopherol action. Free Radic. Biol. Med. 43 (2007), 16–21.
8. [8] Wu, D., Meydani, S.N., Age-associated changes in immune function: impact of vitamin E intervention and the underlying mechanisms. Endocr. Metab. Immune Disord. Drug Targets 14 (2014), 283–289.
9. [9] Abdala-Valencia, H., Berdnikovs, S., Cook-Mills, J.M., Vitamin E isoforms as modulators of lung inflammation. Nutrients 5 (2013), 4347–4363.
10. [10] Mitcheva, M., Astroug, H., Drenska, D., Popov, A., Kassarova, M., Biochemical and morphological studies on the effects of anthocyans and vitamin E on carbon tetrachloride induced liver injury. Cell Mol. Biol. 39 (1993), 443–448.
11. [11] Hashem, R.M., Hassanin, K.M., Rashed, L.A., Mahmoud, M.O., Hassan, M.G., Effect of silibinin and vitamin E on the ASK1-p38 MAPK pathway in d-galactosamine/lipopolysaccharide induced hepatotoxicity. Exp. Biol. Med., 2016.
12. [12] Aboul-Soud, M.A., Al-Othman, A.M., El-Desoky, G.E., Al-Othman, Z.A., Yusuf, K., Ahmad, J., Al-Khedhairy, A.A., Hepatoprotective effects of vitamin E/selenium against malathion-induced injuries on the antioxidant status and apoptosis-related gene expression in rats. J. Toxicol. Sci. 36 (2011), 285–296.
13. [13] Sanyal, A.J., Chalasani, N., Kowdley, K.V., McCullough, A., Diehl, A.M., Bass, N.M., Neuschwander-Tetri, B.A., Lavine, J.E., Tonascia, J., Unalp, A., Van Natta, M., Clark, J., Brunt, E.M., Kleiner, D.E., Hoofnagle, J.H., Robuck, P.R., Nash, C.R.N., Pioglitazone, vitamin E, or placebo for nonalcoholic steatohepatitis. N. Engl. J. Med. 362 (2010), 1675–1685.
14. [14] Lavine, J.E., Schwimmer, J.B., Van Natta, M.L., Molleston, J.P., Murray, K.F., Rosenthal, P., Abrams, S.H., Scheimann, A.O., Sanyal, A.J., Chalasani, N., Tonascia, J., Unalp, A., Clark, J.M., Brunt, E.M., Kleiner, D.E., Hoofnagle, J.H., Robuck, P.R., Effect of vitamin E or metformin for treatment of nonalcoholic fatty liver disease in children and adolescents: the TONIC randomized controlled trial. J. Am. Med. Assoc. 305 (2011), 1659–1668.
15. [15] Chalasani, N., Younossi, Z., Lavine, J.E., Diehl, A.M., Brunt, E.M., Cusi, K., Charlton, M., Sanyal, A.J., The diagnosis and management of non-alcoholic fatty liver disease: practice guideline by the American Gastroenterological Association, American Association for the Study of Liver Diseases, and American College of Gastroenterology. Gastroenterology 142 (2012), 1592–1609.
16. [16] Arab, J.P., Candia, R., Zapata, R., Munoz, C., Arancibia, J.P., Poniachik, J., Soza, A., Fuster, F., Brahm, J., Sanhueza, E., Contreras, J., Cuellar, M.C., Arrese, M., Riquelme, A., Management of nonalcoholic fatty liver disease: an evidence-based clinical practice review. World J. Gastroenterol. 20 (2014), 12182–12201.
17. [17] Watanabe, S., Hashimoto, E., Ikejima, K., Uto, H., Ono, M., Sumida, Y., Seike, M., Takei, Y., Takehara, T., Tokushige, K., Nakajima, A., Yoneda, M., Saibara, T., Shiota, G., Sakaida, I., Nakamuta, M., Mizuta, T., Tsubouchi, H., Sugano, K., Shimosegawa, T., Evidence-based clinical practice guidelines for nonalcoholic fatty liver disease/nonalcoholic steatohepatitis. J. Gastroenterol. 50 (2015), 364–377.
18. [18] Ulatowski, L., Parker, R., Warrier, G., Sultana, R., Butterfield, D.A., Manor, D., Vitamin E is essential for Purkinje neuron integrity. Neuroscience 260 (2014), 120–129.
19. [19] Mangialasche, F., Westman, E., Kivipelto, M., Muehlboeck, J.S., Cecchetti, R., Baglioni, M., Tarducci, R., Gobbi, G., Floridi, P., Soininen, H., Kloszewska, I., Tsolaki, M., Vellas, B., Spenger, C., Lovestone, S., Wahlund, L.O., Simmons, A., Mecocci, P., Classification and prediction of clinical diagnosis of Alzheimer's disease based on MRI and plasma measures of alpha-/gamma-tocotrienols and gamma-tocopherol. J. Intern. Med. 273 (2013), 602–621.
20. [20] Schmolz, L., Birringer, M., Lorkowski, S., Wallert, M., Complexity of vitamin E metabolism. World J. Biol. Chem. 7 (2016), 14–43.
21. [21] Torquato, P., Ripa, O., Giusepponi, D., Galarini, R., Bartolini, D., Wallert, M., Pellegrino, R., Cruciani, G., Lorkowski, S., Birringer, M., Mazzini, F., Galli, F., Analytical strategies to assess the functional metabolome of vitamin E. J. Pharm. Biomed. Anal. 124 (2016), 399–412.
22. [22] Ciffolilli, S., Wallert, M., Bartolini, D., Krauth, V., Werz, O., Piroddi, M., Sebastiani, B., Torquato, P., Lorkowski, S., Birringer, M., Galli, F., Human serum determination and in vitro anti-inflammatory activity of the vitamin E metabolite alpha-(13’-hydroxy)-6-hydroxychroman. Free Radic. Biol. Med. 89 (2015), 952–962.
23. [23] Frank, J., Weiser, H., Biesalski, H.K., Interaction of vitamins E and K: effect of high dietary vitamin E on phylloquinone activity in chicks. Int. J. Vitam. Nutr. Res. 67 (1997), 242–247.
24. [24] Farley, S.M., Leonard, S.W., Stevens, J.F., Traber, M.G., Deuterium-labeled phylloquinone fed to alpha-tocopherol-injected rats demonstrates sensitivity of low phylloquinone-containing tissues to menaquinone-4 depletion. Mol. Nutr. Food Res. 58 (2014), 1610–1619.
25. [25] IOM Vitamin E. Dietary Reference Intakes for Vitamin C, Vitamin E, Selenium, and Carotenoids. Washington (DC): National Academies Press (US); 2000: 186–283.
26. [26] Horwitt, M.K., Harvey, C.C., Duncan, G.D., Wilson, W.C., Effects of limited tocopherol intake in man with relationships to erythrocyte hemolysis and lipid oxidations. Am. J. Clin. Nutr. 4 (1956), 408–419.
27. [27] Horwitt, M.K., Century, B., Zeman, A., A. Erythrocyte survival time and reticulocyte levels after tocopherol depletion in man. Am. J. Clin. Nutr. 12 (1963), 99–106.
28. [28] Péter, Friedel, Roos, Wyss, Eggersdorfer, Hoffmann, Weber, A systematic review of global alpha-tocopherol status as assessed by nutritional intake levels and blood serum concentrations. Int. J. Vitam. Nutr. Res. 14 (&;2016), 1–21.
29. [29] Biesalski, H.K., Bohles, H., Esterbauer, H., Furst, P., Gey, F., Hundsdorfer, G., Kasper, H., Sies, H., Weisburger, J., Antioxidant vitamins in prevention. Clin. Nutr. 16 (1997), 151–155.
30. [30] Kim, Y.N., Cho, Y.O., Vitamin E status of 20- to 59-year-old adults living in the Seoul metropolitan area of South Korea. Nutr. Res. Pract. 9 (2015), 192–198.
31. [31] Jiang, T., Christian, P., Khatry, S.K., Wu, L., West, K.P. Jr., Micronutrient deficiencies in early pregnancy are common, concurrent, and vary by season among rural Nepali pregnant women. J. Nutr. 135 (2005), 1106–1112.
32. [32] Ford, E.S., Schleicher, R.L., Mokdad, A.H., Ajani, U.A., Liu, S., Distribution of serum concentrations of alpha-tocopherol and gamma-tocopherol in the US population. Am. J. Clin. Nutr. 84 (2006), 375–383.
33. [33] Dwyer, J., Nahin, R.L., Rogers, G.T., Barnes, P.M., Jacques, P.M., Sempos, C.T., Bailey, R., Prevalence and predictors of children's dietary supplement use: the 2007 National Health Interview Survey. Am. J. Clin. Nutr. 97 (2013), 1331–1337.
34. [34] Troesch, B., Hoeft, B., McBurney, M., Eggersdorfer, M., Weber, P., Dietary surveys indicate vitamin intakes below recommendations are common in representative Western countries. Br. J. Nutr. 108 (2012), 692–698.
35. [35] Gemming, L., Jiang, Y., Swinburn, B., Utter, J., Mhurchu, C.N., Under-reporting remains a key limitation of self-reported dietary intake: an analysis of the 2008/09 New Zealand Adult Nutrition Survey. Eur. J. Clin. Nutr. 68 (2014), 259–264.
36. [36] Péter, Saris, Mathers, Feskens, Schols, Navis, Kuipers, Weber, Eggersdorfer. Nutrient status assessment in individuals and populations for healthy ageing. 7, 2016, 10491-500.
37. [37] Raederstorff, D., Wyss, A., Calder, P.C., Weber, P., Eggersdorfer, M., Vitamin E function and requirements in relation to PUFA. Br. J. Nutr. 114 (2015), 1113–1122.
38. [38] Mangialasche, F., Xu, W., Kivipelto, M., Costanzi, E., Ercolani, S., Pigliautile, M., Cecchetti, R., Baglioni, M., Simmons, A., Soininen, H., Tsolaki, M., Kloszewska, I., Vellas, B., Lovestone, S., Mecocci, P., AddNeuroMed, C., Tocopherols and tocotrienols plasma levels are associated with cognitive impairment. Neurobiol. Aging 33 (2012), 2282–2290.
39. [39] Lemoyne, M., Van Gossum, A., Kurian, R., Ostro, M., Axler, J., Jeejeebhoy, K.N., Breath pentane analysis as an index of lipid peroxidation: a functional test of vitamin E status. Am. J. Clin. Nutr. 46 (1987), 267–272.
40. [40] Wright, M.E., Lawson, K.A., Weinstein, S.J., Pietinen, P., Taylor, P.R., Virtamo, J., Albanes, D., Higher baseline serum concentrations of vitamin E are associated with lower total and cause-specific mortality in the Alpha-Tocopherol, Beta-Carotene Cancer Prevention Study. Am. J. Clin. Nutr. 84 (2006), 1200–1207.
41. [41] Traber, M.G., Atkinson, J., Vitamin E, antioxidant and nothing more. Free Radic. Biol. Med 43 (2007), 4–15.
42. [42] Zhang, X., Feng, M., Liu, F., Qin, L., Qu, R., Li, D., Wang, Z., Subacute oral toxicity of BDE-15, CDE-15, and HODE-15 in ICR male mice: assessing effects on hepatic oxidative stress and metals status and ascertaining the protective role of vitamin E. Environ. Sci. Pollut. Res. Int. 21 (2014), 1924–1935.
43. [43] Brigelius-Flohe, R., Davies, K.J., Is vitamin E an antioxidant, a regulator of signal transduction and gene expression, or a ‘junk’ food? Comments on the two accompanying papers: “molecular mechanism of alpha-tocopherol action” by A. Azzi and “Vitamin E, antioxidant and nothing more” by M. Traber and J. Atkinson. Free Radic. Biol. Med. 43 (2007), 2–3.
44. [44] Forman, H.J., Davies, K.J., Ursini, F., How do nutritional antioxidants really work: nucleophilic tone and para-hormesis versus free radical scavenging in vivo. Free Radic. Biol. Med. 66 (2014), 24–35.
45. [45] Carlson, B.A., Tobe, R., Yefremova, E., Tsuji, P.A., Hoffmann, V.J., Schweizer, U., Gladyshev, V.N., Hatfield, D.L., Conrad, M., Glutathione peroxidase 4 and vitamin E cooperatively prevent hepatocellular degeneration. Redox Biol. 9 (2016), 22–31.
46. [46] Parola, M., Leonarduzzi, G., Biasi, F., Albano, E., Biocca, M.E., Poli, G., Dianzani, M.U., Vitamin E dietary supplementation protects against carbon tetrachloride-induced chronic liver damage and cirrhosis. Hepatology 16 (1992), 1014–1021.
47. [47] EFSA Scientific Opinion on the substantiation of health claims related to vitamin E and protection of DNA, proteins and lipids from oxidative damage (ID 160, 162, 1947), maintenance of the normal function of the immune system (ID 161, 163), maintenance of normal bone (ID 164), maintenance of normal teeth (ID 164), maintenance of normal hair (ID 164), maintenance of normal skin (ID 164), maintenance of normal nails (ID 164), maintenance of normal cardiac function (ID 166), maintenance of normal vision by protection of the lens of the eye (ID 167), contribution to normal cognitive function (ID 182, 183), regeneration of the reduced form of vitamin C (ID 203), maintenance of normal blood circulation (ID 216) and maintenance of normal a scalp (ID 2873) pursuant to Article 13(1) of Regulation (EC) No 1924/2006. EFSA J., 2010.
48. [48] Milman, U., Blum, S., Shapira, C., Aronson, D., Miller-Lotan, R., Anbinder, Y., Alshiek, J., Bennett, L., Kostenko, M., Landau, M., Keidar, S., Levy, Y., Khemlin, A., Radan, A., Levy, A.P., Vitamin E supplementation reduces cardiovascular events in a subgroup of middle-aged individuals with both type 2 diabetes mellitus and the haptoglobin 2-2 genotype: a prospective double-blinded clinical trial. Arterioscler. Thromb. Vasc. Biol. 28 (2008), 341–347.
49. [49] Pacana, T., Sanyal, A.J., Vitamin E and nonalcoholic fatty liver disease. Curr. Opin. Clin. Nutr. Metab. Care 15 (2012), 641–648.
50. [50] Dysken, M.W., Sano, M., Asthana, S., Vertrees, J.E., Pallaki, M., Llorente, M., Love, S., Schellenberg, G.D., McCarten, J.R., Malphurs, J., Prieto, S., Chen, P., Loreck, D.J., Trapp, G., Bakshi, R.S., Mintzer, J.E., Heidebrink, J.L., Vidal-Cardona, A., Arroyo, L.M., Cruz, A.R., Zachariah, S., Kowall, N.W., Chopra, M.P., Craft, S., Thielke, S., Turvey, C.L., Woodman, C., Monnell, K.A., Gordon, K., Tomaska, J., Segal, Y., Peduzzi, P.N., Guarino, P.D., Effect of vitamin E and memantine on functional decline in Alzheimer disease: the TEAM-AD VA cooperative randomized trial. J. Am. Med. Assoc. 311 (2014), 33–44.
51. [51] Berry, D., Wathen, J.K., Newell, M., Bayesian model averaging in meta-analysis: vitamin E supplementation and mortality. Clin. Trials 6 (2009), 28–41.
52. [52] Gerss, J., Kopcke, W., The questionable association of vitamin E supplementation and mortality-inconsistent results of different meta-analytic approaches. Cell Mol. Biol., 55, 2009 Suppl:OL1111-1120.
53. [53] Abner, E.L., Schmitt, F.A., Mendiondo, M.S., Marcum, J.L., Kryscio, R.J., Vitamin E and all-cause mortality: a meta-analysis. Curr. Aging Sci. 4 (2011), 158–170.
54. [54] Jiang, S., Pan, Z., Li, H., Li, F., Song, Y., Qiu, Y., Meta-analysis: low-dose intake of vitamin E combined with other vitamins or minerals may decrease all-cause mortality. J. Nutr. Sci. Vitaminol. 60 (2014), 194–205.
55. [55] Curtis, A.J., Bullen, M., Piccenna, L., McNeil, J.J., Vitamin E supplementation and mortality in healthy people: a meta-analysis of randomised controlled trials. Cardiovasc. Drugs Ther. 28 (2014), 563–573.
56. [56] Miller, E.R. 3rd, Paston-Barriuso, R., Dalal, D., Riemersma, R.A., Appel, L.J., Guallar, E., Meta-analysis: high-dosage vitamin E supplementation may increase all-cause mortality. Ann. Intern. Med. 142 (2005), 37–46.
57. [57] Sokol, R.J., Guggenheim, M.A., Iannaccone, S.T., Barkhaus, P.E., Miller, C., Silverman, A., Balistreri, W.F., Heubi, J.E., Improved neurologic function after long-term correction of vitamin E deficiency in children with chronic cholestasis. N. Engl. J. Med. 313 (1985), 1580–1586.
58. [58] Sokol, R.J., Balistreri, W.F., Hoofnagle, J.H., Jones, E.A., Vitamin E deficiency in adults with chronic liver disease. Am. J. Clin. Nutr. 41 (1985), 66–72.
59. [59] Alvarez, F., Landrieu, P., Feo, C., Lemmonier, F., Bernard, O., Alagille, D., Vitamin E deficiency is responsible for neurologic abnormalities in cholestatic children. J. Pediatr. 107 (1985), 422–425.
60. [60] Farrell, P.M., Bieri, J.G., Fratantoni, J.F., Wood, R.E., di Sant'Agnese, P.A., The occurrence and effects of human vitamin E deficiency. A study in patients with cystic fibrosis. J. Clin. Investig. 60 (1977), 233–241.
61. [61] Iuliano, L., Monticolo, R., Straface, G., Zullo, S., Galli, F., Boaz, M., Quattrucci, S., Association of cholesterol oxidation and abnormalities in fatty acid metabolism in cystic fibrosis. Am. J. Clin. Nutr. 90 (2009), 477–484.
62. [62] Galli, F., Buoncristiani, U., Conte, C., Aisa, C., Floridi, A., Vitamin E in uremia and dialysis patients. Ann. N. Y. Acad. Sci. 1031 (2004), 348–351.
63. [63] Galli, F., Floridi, A.G., Floridi, A., Buoncristiani, U., Accumulation of vitamin E metabolites in the blood of renal failure patients. Clin. Nutr. 23 (2004), 205–212.
64. [64] Usberti, M., Gerardi, G., Bufano, G., Tira, P., Micheli, A., Albertini, A., Floridi, A., Di Lorenzo, D., Galli, F., Effects of erythropoietin and vitamin E-modified membrane on plasma oxidative stress markers and anemia of hemodialyzed patients. Am. J. Kidney Dis. 40 (2002), 590–599.
65. [65] Bargnoux, A.S., Cristol, J.P., Jaussent, I., Chalabi, L., Bories, P., Dion, J.J., Henri, P., Delage, M., Dupuy, A.M., Badiou, S., Canaud, B., Morena, M., Vitamin E-coated polysulfone membrane improved red blood cell antioxidant status in hemodialysis patients. J. Nephrol. 26 (2013), 556–563.
66. [66] Rusu, A., Rusu, F., Zalutchi, D., Muresan, A., Gherman Caprioara, M., Kacso, I., The influence of vitamin E supplementation on erythropoietin responsiveness in chronic hemodialysis patients with low levels of erythrocyte superoxide dismutase. Int. Urol. Nephrol. 45 (2013), 495–501.
67. [67] Bieri, J.G., Evarts, R.P., Thorp, S., Factors affecting the exchange of tocopherol between red blood cells and plasma. Am. J. Clin. Nutr. 30 (1977), 686–690.
68. [68] Kayden, H.J., Traber, M.G., Absorption, lipoprotein transport, and regulation of plasma concentrations of vitamin E in humans. J. Lipid Res. 34 (1993), 343–358.
69. [69] Frank, J., Chin, X.W., Schrader, C., Eckert, G.P., Rimbach, G., Do tocotrienols have potential as neuroprotective dietary factors?. Ageing Res. Rev. 11 (2012), 163–180.
70. [70] Evans, H.M., Bishop, K.S., On the existence of a hitherto unrecognized dietary factor essential for reproduction. Science 56 (1922), 650–651.
71. [71] Meier, R., Tomizaki, T., Schulze-Briese, C., Baumann, U., Stocker, A., The molecular basis of vitamin E retention: structure of human alpha-tocopherol transfer protein. J. Mol. Biol. 331 (2003), 725–734.
72. [72] Hosomi, A., Arita, M., Sato, Y., Kiyose, C., Ueda, T., Igarashi, O., Arai, H., Inoue, K., Affinity for alpha-tocopherol transfer protein as a determinant of the biological activities of vitamin E analogs. FEBS Lett. 409 (1997), 105–108.
73. [73] Ross, A.B., Chen, Y., Frank, J., Swanson, J.E., Parker, R.S., Kozubek, A., Lundh, T., Vessby, B., Åman, P., Kamal-Eldin, A., Cereal Alkylresorcinols Elevate γ-Tocopherol Levels in Rats and Inhibit γ-Tocopherol Metabolism In Vitro. J. Nutr. 134 (2004), 506–510.
74. [74] Kamal-Eldin, A., Frank, J., Razdan, A., Tengblad, S., Basu, S., Vessby, B., Effects of dietary phenolic compounds on tocopherol, cholesterol, and fatty acids in rats. Lipids 35 (2000), 427–435.
75. [75] Ikeda, S., Tohyama, T., Yamashita, K., Dietary sesame seed and its lignans inhibit 2,7,8-trimethyl- 2(2’-carboxyethyl)-6-hydroxychroman excretion into urine of rats fed g-tocopherol. J. Nutr. 132 (2002), 961–966.
76. [76] Sontag, T.J., Parker, R.S., Cytochrome P450 omega-hydroxylase pathway of tocopherol catabolism. Novel mechanism of regulation of vitamin E status. J. Biol. Chem. 277 (2002), 25290–25296.
77. [77] Sontag, T.J., Parker, R.S., Influence of major structural features of tocopherols and tocotrienols on their ω-oxidation by tocopherol-ω-hydroxylase. J. Lipid Res. 48 (2007), 1090–1098.
78. [78] Birringer, M., Pfluger, P., Kluth, D., Landes, N., Brigelius-Flohe, R., Identities and differences in the metabolism of tocotrienols and tocopherols in HepG2 cells. J. Nutr. 132 (2002), 3113–3118.
79. [79] Frank, J., Budek, A., Lundh, T., Parker, R.S., Swanson, J.E., Lourenco, C.F., Gago, B., Laranjinha, J., Vessby, B., Kamal-Eldin, A., Dietary flavonoids with a catechol structure increase α-tocopherol in rats and protect the vitamin from oxidation in vitro. J. Lipid Res. 47 (2006), 2718–2725.
80. [80] Frank, J., Lundh, T., Parker, R.S., Swanson, J.E., Vessby, B., Kamal-Eldin, A., Dietary (+)-catechin and BHT markedly increase α-tocopherol concentrations in rats by a tocopherol-ω-hydroxylase-independent mechanism. J. Nutr. 133 (2003), 3195–3199.
81. [81] Parker, R.S., Sontag, T.J., Swanson, J.E., Cytochrome P4503A-dependent metabolism of tocopherols and inhibition by sesamin. Biochem. Biophys. Res. Commun. 277 (2000), 531–534.
82. [82] N.Grebenstein, M.Schumacher, L.Graeve, J.Frank, alpha-Tocopherol transfer protein is not required for the discrimination against gamma-tocopherol in vivo but protects it from side-chain degradation in vitro. Mol. Nutr. Food Res., 2014.
83. [83] Cooney, R.V., Custer, L.J., Okinaka, L., Franke, A.A., Effects of dietary sesame seeds on plasma tocopherol levels. Nutr. Cancer 39 (2001), 66–71.
84. [84] Frank, J., Lee, S., Leonard, S.W., Atkinson, J.K., Kamal-Eldin, A., Traber, M.G., Sex differences in the inhibition of gamma-tocopherol metabolism by a single dose of dietary sesame oil in healthy subjects. Am. J. Clin. Nutr. 87 (2008), 1723–1729.
85. [85] Frank, J., Beyond vitamin E supplementation: an alternative strategy to improve vitamin E status. J. Plant Physiol. 162 (2005), 834–843.
86. [86] Parker, R.S., McCormick, C.C., Selective accumulation of alpha-tocopherol in Drosophila is associated with cytochrome P450 tocopherol-omega-hydroxylase activity but not alpha-tocopherol transfer protein. Biochem. Biophys. Res. Commun. 338 (2005), 1537–1541.
87. [87] Kono, N., Ohto, U., Hiramatsu, T., Urabe, M., Uchida, Y., Satow, Y., Arai, H., Impaired alpha-TTP-PIPs interaction underlies familial vitamin E deficiency. Science 340 (2013), 1106–1110.
88. [88] Schultz, M., Leist, M., Petrzika, M., Gassmann, B., Brigelius-Flohé, R., Novel urinary metabolite of alpha-tocopherol, 2,5,7,8-tetramethyl-2(2’-carboxyethyl)-6-hydroxychroman, as an indicator of an adequate vitamin E supply?. Am. J. Clin. Nutr. 62 (1995), 1527S–1534S.
89. [89] Traber, M.G., Mechanisms for the prevention of vitamin E excess. J. Lipid Res. 54 (2013), 2295–2306.
90. [90] Galli, F., Cristina Polidori, M., Stahl, W., Mecocci, P., Kelly, F.J., Vitamin E biotransformation in humans. Vitam. Horm. 76 (2007), 263–280.
91. [91] Wallert, M., Schmolz, L., Galli, F., Birringer, M., Lorkowski, S., Regulatory metabolites of vitamin E and their putative relevance for atherogenesis. Redox Biol. 2 (2014), 495–503.
92. [92] Mocchegiani, E., Costarelli, L., Giacconi, R., Malavolta, M., Basso, A., Piacenza, F., Ostan, R., Cevenini, E., Gonos, E.S., Franceschi, C., Monti, D., Vitamin E-gene interactions in aging and inflammatory age-related diseases: implications for treatment. A systematic review. Ageing Res. Rev. 14 (2014), 81–101.
93. [93] O'Byrne, S.M., Blaner, W.S., Retinol and retinyl esters: biochemistry and physiology. J. Lipid Res. 54 (2013), 1731–1743.
94. [94] Deluca, H.F., History of the discovery of vitamin D and its active metabolites. Bone Rep., 3, 2014, 479.
95. [95] Reboul, E., Absorption of vitamin A and carotenoids by the enterocyte: focus on transport proteins. Nutrients 5 (2013), 3563–3581.
96. [96] Herr, F.M., Ong, D.E., Differential interaction of lecithin-retinol acyltransferase with cellular retinol binding proteins. Biochemistry 31 (1992), 6748–6755.
97. [97] Reboul, E., Klein, A., Bietrix, F., Gleize, B., Malezet-Desmoulins, C., Schneider, M., Margotat, A., Lagrost, L., Collet, X., Borel, P., Scavenger receptor class B type I (SR-BI) is involved in vitamin E transport across the enterocyte. J. Biol. Chem. 281 (2006), 4739–4745.
98. [98] Narushima, K., Takada, T., Yamanashi, Y., Suzuki, H., Niemann-pick C1-like 1 mediates alpha-tocopherol transport. Mol. Pharmacol. 74 (2008), 42–49.
99. [99] Anwar, K., Kayden, H.J., Hussain, M.M., Transport of vitamin E by differentiated Caco-2 cells. J. Lipid Res. 47 (2006), 1261–1273.
100. [100] Grebenstein, N., Schumacher, M., Graeve, L., Frank, J., α-Tocopherol transfer protein is not required for the discrimination against γ-tocopherol in vivo but protects it from side-chain degradation in vitro. Mol. Nutr. Food Res. 58 (2014), 1052–1060.
101. [101] Sontag, T.J., Parker, R.S., Cytochrome P450 omega-hydroxylase pathway of tocopherol catabolism. Novel mechanism of regulation of vitamin E status. J. Biol. Chem. 277 (2002), 25290–25296.
102. [102] Birringer, M., Drogan, D., Brigelius-Flohe, R., Tocopherols are metabolized in HepG2 cells by side chain omega-oxidation and consecutive beta-oxidation. Free Radic. Biol. Med. 31 (2001), 226–232.
103. [103] Wallert, M., Schmölz, L., Koeberle, A., Krauth, V., Glei, M., Galli, F., Werz, O., Birringer, M., Lorkowski, S., α-Tocopherol long-chain metabolite α-13’-COOH affects the inflammatory response of lipopolysaccharide-activated murine RAW264.7 macrophages. Mol. Nutr. Food Res. 59 (2015), 1524–1534.
104. [104] Wallert, M., Mosig, S., Rennert, K., Funke, H., Ristow, M., Pellegrino, R.M., Cruciani, G., Galli, F., Lorkowski, S., Birringer, M., Long-chain metabolites of α-tocopherol occur in human serum and inhibit macrophage foam cell formation in vitro. Free Radic. Biol. Med. 68 (2014), 43–51.
105. [105] Birringer, M., Lington, D., Vertuani, S., Manfredini, S., Scharlau, D., Glei, M., Ristow, M., Proapoptotic effects of long-chain vitamin E metabolites in HepG2 cells are mediated by oxidative stress. Free Radic. Biol. Med. 49 (2010), 1315–1322.
106. [106] Torquato, P., Bartolini, D., Giusepponi, D., Saluti, G., Russo, A., Barola, C., Birringer, M., Galarini, R., Galli, F., alpha-13’-OH is the main product of alpha-tocopherol metabolism and influences CYP4F2 and PPARgamma gene expression in HepG2 human hepatocarcinoma cells. Free Radic. Biol. Med. 96 (2016), S19–S20.
107. [107] Russo, A., Barola, C., Torquato, P., Galli, F., Bartolini, D., Ethanol toxicity inhibits vitamin E ω-oxidase expression and activity of human hepatocarcinoma cells. Free Radic. Biol. Med., 96, 2016, S20.
108. [108] Bartolini, D., Carolina, B., Torquato, P., Ripa, O., Pierantonelli, I., Rychlicki, C., Svegliati-Baroni, G., Galarini, R., Galli, F., Analytical and molecular insights in the cytochrome P450 metabolism of vitamin E and lipotoxicity mechanisms of non-alcoholic fatty liver. Free Radic. Biol. Med. 96 (2016), S60–S61.
109. [109] Hardwick, J.P., Eckman, K., Lee, Y.K., Abdelmegeed, M.A., Esterle, A., Chilian, W.M., Chiang, J.Y., Song, B.J., Eicosanoids in metabolic syndrome. Adv. Pharm. 66 (2013), 157–266.
110. [110] Nishio, K., Ishida, N., Saito, Y., Ogawa-Akazawa, Y., Shichiri, M., Yoshida, Y., Hagihara, Y., Noguchi, N., Chirico, J., Atkinson, J., Niki, E., α-Tocopheryl phosphate: uptake, hydrolysis, and antioxidant action in cultured cells and mouse. Free Radic. Biol. Med. 50 (2011), 1794–1800.
111. [111] Zingg, J.-M., Meydani, M., Azzi, A., Alpha-Tocopheryl phosphate-an active lipid mediator?. Mol. Nutr. Food Res. 54 (2010), 679–692.
112. [112] Dolfi, S.C., Yang, Z., Lee, M.-J., Guan, F., Hong, J., Yang, C.S., Inhibitory effects of different forms of tocopherols, tocopherol phosphates, and tocopherol quinones on growth of colon cancer cells. J. Agric. Food Chem. 61 (2013), 8533–8540.
113. [113] Al Tanoury, Z., Piskunov, A., Rochette-Egly, C., Vitamin A and retinoid signaling: genomic and nongenomic effects. J. Lipid Res. 54 (2013), 1761–1775.
114. [114] Kurlandsky, S.B., Gamble, M.V., Ramakrishnan, R., Blaner, W.S., Plasma delivery of retinoic acid to tissues in the rat. J. Biol. Chem. 270 (1995), 17850–17857.
115. [115] Ciffolilli, S., Wallert, M., Bartolini, D., Krauth, V., Werz, O., Piroddi, M., Sebastiani, B., Torquato, P., Lorkowski, S., Birringer, M., Galli, F., Human serum determination and in vitro anti-inflammatory activity of the vitamin E metabolite α-(13’-hydroxy)-6-hydroxychroman. Free Radic. Biol. Med. 89 (2015), 952–962.
116. [116] Matsuura, T., Gad, M.Z., Harrison, E.H., Ross, A.C., Lecithin: retinol acyltransferase and retinyl ester hydrolase activities are differentially regulated by retinoids and have distinct distributions between hepatocyte and nonparenchymal cell fractions of rat liver. J. Nutr. 127 (1997), 218–224.
117. [117] Leth, T., Sondergaard, H., Biological activity of vitamin E compounds and natural materials by the resorption-gestation test, and chemical determination of the vitamin E activity in foods and feeds. J. Nutr. 107 (1977), 2236–2243.
118. [118] Brigelius-Flohé, R., Galli, F., Vitamin E: a vitamin still awaiting the detection of its biological function. Mol. Nutr. Food Res. 54 (2010), 583–587.
119. [119] Brigelius-Flohé, R., Vitamin E: the shrew waiting to be tamed. Free Radic. Biol. Med. 46 (2009), 543–554.
120. [120] Blaner, W.S., Vitamin E: the enigmatic one!. J. Lipid Res. 54 (2013), 2293–2294.
121. [121] Zhao, Y., Lee, M.J., Cheung, C., Ju, J.H., Chen, Y.K., Liu, B., Hu, L.Q., Yang, C.S., Analysis of multiple metabolites of tocopherols and tocotrienols in mice and humans. J. Agric. Food Chem. 58 (2010), 4844–4852.
122. [122] Sontag, T.J., Parker, R.S., Influence of major structural features of tocopherols and tocotrienols on their omega-oxidation by tocopherol-omega-hydroxylase. J. Lipid Res. 48 (2007), 1090–1098.
123. [123] Bardowell, S.A., Ding, X., Parker, R.S., Disruption of P450-mediated vitamin E hydroxylase activities alters vitamin E status in tocopherol supplemented mice and reveals extra-hepatic vitamin E metabolism. J. Lipid Res. 53 (2012), 2667–2676.
124. [124] Bardowell, S.A., Stec, D.E., Parker, R.S., Common variants of cytochrome P450 4F2 exhibit altered vitamin E-{omega}-hydroxylase specific activity. J. Nutr. 140 (2010), 1901–1906.
125. [125] Johnson, C.H., Slanar, O., Krausz, K.W., Kang, D.W., Patterson, A.D., Kim, J.H., Luecke, H., Gonzalez, F.J., Idle, J.R., Novel metabolites and roles for alpha-tocopherol in humans and mice discovered by mass spectrometry-based metabolomics. Am. J. Clin. Nutr. 96 (2012), 818–830.
126. [126] Swanson, J.E., Ben, R.N., Burton, G.W., Parker, R.S., Urinary excretion of 2,7, 8-trimethyl-2-(beta-carboxyethyl)-6-hydroxychroman is a major route of elimination of gamma-tocopherol in humans. J. Lipid Res. 40 (1999), 665–671.
127. [127] Stahl, W., Graf, P., Brigelius-Flohe, R., Wechter, W., Sies, H., Quantification of the alpha- and gamma-tocopherol metabolites 2,5,7, 8-tetramethyl-2-(2’-carboxyethyl)-6-hydroxychroman and 2,7, 8-trimethyl-2-(2’-carboxyethyl)-6-hydroxychroman in human serum. Anal. Biochem. 275 (1999), 254–259.
128. [128] Galli, F., Lee, R., Dunster, C., Atkinson, J., Floridi, A., Kelly, F.J., gamma-Tocopherol metabolism and its relationship with alpha-tocopherol in humans: a stable isotope supplementation study. BioFactors 15 (2001), 65–69.
129. [129] Jiang, Q., Xu, T., Huang, J., Jannasch, A.S., Cooper, B., Yang, C., Analysis of vitamin E metabolites including carboxychromanols and sulfated derivatives using LC/MS/MS. J. Lipid Res. 56 (2015), 2217–2225.
130. [130] Mazzini, F., Betti, M., Netscher, T., Galli, F., Salvadori, P., Configuration of the vitamin E analogue garcinoic acid extracted from Garcinia kola seeds. Chirality 21 (2009), 519–524.
131. [131] Terashima, K., Shimamura, T., Tanabayashi, M., Aqil, M., A. J., A, Niwa, M., Constituents of the seeds of garcinia kola: two new antioxidants, garcinoic acid and garcinal. Heterocycles 45 (1997), 1559–1566.
132. [132] Wallert, M., Mosig, S., Rennert, K., Funke, H., Ristow, M., Pellegrino, R.M., Cruciani, G., Galli, F., Lorkowski, S., Birringer, M., Long-chain metabolites of alpha-tocopherol occur in human serum and inhibit macrophage foam cell formation in vitro. Free Radic. Biol. Med. 68 (2014), 43–51.
133. [133] Torquato, P., Ripa, O., Giusepponi, D., Galarini, R., Bartolini, D., Wallert, M., Pellegrino, R., Cruciani, G., Lorkowski, S., Birringer, M., Mazzini, F., Galli, F., Analytical strategies to assess the functional metabolome of vitamin E. J. Pharm. Biomed. Anal., 2016.
134. [134] Birringer, M., Lington, D., Vertuani, S., Manfredini, S., Scharlau, D., Glei, M., Ristow, M., Proapoptotic effects of long-chain vitamin E metabolites in HepG2 cells are mediated by oxidative stress. Free Radic. Biol. Med. 49 (2010), 1315–1322.
135. [135] Jiang, Q., Yin, X., Lill, M.A., Danielson, M.L., Freiser, H., Huang, J., Long-chain carboxychromanols, metabolites of vitamin E, are potent inhibitors of cyclooxygenases. Proc. Natl. Acad. Sci. USA 105 (2008), 20464–20469.
136. [136] Wallert, M., Schmolz, L., Koeberle, A., Krauth, V., Glei, M., Galli, F., Werz, O., Birringer, M., Lorkowski, S., alpha-Tocopherol long-chain metabolite alpha-13’-COOH affects the inflammatory response of lipopolysaccharide-activated murine RAW264.7 macrophages. Mol. Nutr. Food Res. 59 (2015), 1524–1534.
137. [137] Azzi, A., Stocker, A., Vitamin E: non-antioxidant roles. Prog. Lipid Res. 39 (2000), 231–255.
138. [138] Moosmann, B., Behl, C., Cytoprotective antioxidant function of tyrosine and tryptophan residues in transmembrane proteins. Eur. J. Biochem. 267 (2000), 5687–5692.
139. [139] Ricciarelli, R., Tasinato, A., Clement, S., Ozer, N.K., Boscoboinik, D., Azzi, A., alpha-Tocopherol specifically inactivates cellular protein kinase C alpha by changing its phosphorylation state. Biochem. J. 334:Pt 1 (1998), 243–249.
140. [140] Sato, Y., Arai, H., Miyata, A., Tokita, S., Yamamoto, K., Tanabe, T., Inoue, K., Primary structure of alpha-tocopherol transfer protein from rat liver. Homology with cellular retinaldehyde-binding protein. J. Biol. Chem. 268 (1993), 17705–17710.
141. [141] McCary, C.A., Yoon, Y., Panagabko, C., Cho, W., Atkinson, J., Cook-Mills, J.M., Vitamin E isoforms directly bind PKCalpha and differentially regulate activation of PKCalpha. Biochem. J. 441 (2012), 189–198.
142. [142] Berdnikovs, S., Abdala-Valencia, H., McCary, C., Somand, M., Cole, R., Garcia, A., Bryce, P., Cook-Mills, J., Isoforms of vitamin E have opposing immunoregulatory funcitons during inflammation by regulating leukocyte recruitment. J. Immunol. 182 (2009), 4395–4405.
143. [143] Urano, S., Iida, M., Otani, I., Matsuo, M., Membrane stabilization of vitamin E; interactions of alpha-tocopherol with phospholipids in bilayer liposomes. Biochem. Biophys. Res. Commun. 146 (1987), 1413–1418.
144. [144] Reddanna, P., Rao, M.K., Reddy, C.C., Inhibition of 5-lipoxygenase by vitamin E. FEBS Lett. 193 (1985), 39–43.
145. [145] Zingg, J.M., Han, S.N., Pang, E., Meydani, M., Meydani, S.N., Azzi, A., In vivo regulation of gene transcription by alpha- and gamma-tocopherol in murine T lymphocytes. Arch. Biochem. Biophys. 538 (2013), 111–119.
146. [146] Han, S.N., Pang, E., Zingg, J.M., Meydani, S.N., Meydani, M., Azzi, A., Differential effects of natural and synthetic vitamin E on gene transcription in murine T lymphocytes. Arch. Biochem. Biophys. 495 (2010), 49–55.
147. [147] Zimmer, S., Stocker, A., Sarbolouki, M.N., Spycher, S.E., Sassoon, J., Azzi, A., A novel human tocopherol-associated protein: cloning, in vitro expression, and characterization. J. Biol. Chem. 275 (2000), 25672–25680.
148. [148] Zingg, J.M., Azzi, A., Non-antioxidant activities of vitamin E. Curr. Med. Chem. 11 (2004), 1113–1133.
149. [149] Fanali, G., Fasano, M., Ascenzi, P., Zingg, J.M., Azzi, A., alpha-Tocopherol binding to human serum albumin. Biofactors 39 (2013), 294–303.
150. [150] Zingg, J.M., Libinaki, R., Meydani, M., Azzi, A., Modulation of phosphorylation of tocopherol and phosphatidylinositol by hTAP1/SEC14L2-mediated lipid exchange. PLoS One, 9, 2014, e101550.
151. [151] Zingg, J.M., Azzi, A., Meydani, M., Induction of VEGF expression by alpha-tocopherol and alpha-tocopheryl phosphate via PI3Kgamma/PKB and hTAP1/SEC14L2-mediated lipid exchange. J. Cell Biochem. 116 (2015), 398–407.
152. [152] Ni, J., Pang, S.T., Yeh, S., Differential retention of alpha-vitamin E is correlated with its transporter gene expression and growth inhibition efficacy in prostate cancer cells. Prostate 67 (2007), 463–471.
153. [153] Negis, Y., Zingg, J.M., Ogru, E., Gianello, R., Libinaki, R., Azzi, A., On the existence of cellular tocopheryl phosphate, its synthesis, degradation and cellular roles: a hypothesis. IUBMB Life 57 (2005), 23–25.
154. [154] Gianello, R., Libinaki, R., Azzi, A., Gavin, P.D., Negis, Y., Zingg, J.M., Holt, P., Keah, H.H., Griffey, A., Smallridge, A., West, S.M., Ogru, E., Alpha-tocopheryl phosphate: a novel, natural form of vitamin E. Free Radic. Biol. Med. 39 (2005), 970–976.
155. [155] Munteanu, A., Zingg, J.M., Ogru, E., Libinaki, R., Gianello, R., West, S., Negis, Y., Azzi, A., Modulation of cell proliferation and gene expression by alpha-tocopheryl phosphates: relevance to atherosclerosis and inflammation. Biochem. Biophys. Res. Commun. 318 (2004), 311–316.
156. [156] Negis, Y., Aytan, N., Ozer, N., Ogru, E., Libinaki, R., Gianello, R., Azzi, A., Zingg, J.M., The effect of tocopheryl phosphates on atherosclerosis progression in rabbits fed with a high cholesterol diet. Arch. Biochem. Biophys. 450 (2006), 63–66.
157. [157] Negis, Y., Zingg, J.M., Libinaki, R., Meydani, M., Azzi, A., Vitamin E and cancer. Nutr. Cancer 61 (2009), 875–878.
158. [158] Lirangi, M., Meydani, M., Zingg, J.M., Azzi, A., alpha-Tocopheryl-phosphate regulation of gene expression in preadipocytes and adipocytes. Biofactors 38 (2012), 450–457.
159. [159] Venditti, P., Napolitano, G., Barone, D., Di Meo, S., Vitamin E supplementation modifies adaptive responses to training in rat skeletal muscle. Free Radic. Res. 48 (2014), 1179–1189.
160. [160] Zhu, B., Li, X., Zhang, Y., Ye, C., Wang, Y., Cai, S., Huang, H., Cai, Y., Yeh, S., Huang, Z., Chen, R., Tao, Y., Wen, X., Cross-talk of alpha tocopherol-associated protein and JNK controls the oxidative stress-induced apoptosis in prostate cancer cells. Int. J. Cancer 132 (2013), 2270–2282.
161. [161] Miller, E.R., 3rd, Pastor-Barriuso, R., Dalal, D., Riemersma, R.A., Appel, L.J., Guallar, E., Meta-analysis: high-dosage vitamin E supplementation may increase all-cause mortality. Ann. Intern. Med. 142 (2005), 37–46.
162. [162] Klein, E.A., Thompson, I.M. Jr., Tangen, C.M., Crowley, J.J., Lucia, M.S., Goodman, P.J., Minasian, L.M., Ford, L.G., Parnes, H.L., Gaziano, J.M., Karp, D.D., Lieber, M.M., Walther, P.J., Klotz, L., Parsons, J.K., Chin, J.L., Darke, A.K., Lippman, S.M., Goodman, G.E., Meyskens, F.L. Jr., Baker, L.H., Vitamin E and the risk of prostate cancer: the Selenium and Vitamin E Cancer Prevention Trial (SELECT). J. Am. Med. Assoc. 306 (2011), 1549–1556.
163. [163] Meydani, S.N., Barklund, M.P., Liu, S., Meydani, M., Miller, R.A., Cannon, J.G., Morrow, F.D., Rocklin, R., Blumberg, J.B., Vitamin E supplementation enhances cell-mediated immunity in healthy elderly subjects. Am. J. Clin. Nutr. 52 (1990), 557–563.
164. [164] Yoneda, M., Hasegawa, T., Nakamura, K., Tamano, M., Kono, T., Terano, A., Vitamin E therapy in patients with NASH. Hepatology, 39, 2004 568; author reply 569-570.
165. [165] Ben Hamida, C., Doerflinger, N., Belal, S., Linder, C., Reutenauer, L., Dib, C., Gyapay, G., Vignal, A., Le Paslier, D., Cohen, D., et al. Localization of Friedreich ataxia phenotype with selective vitamin E deficiency to chromosome 8q by homozygosity mapping. Nat. Genet. 5 (1993), 195–200.
166. [166] Boscoboinik, D., Szewczyk, A., Hensey, C., Azzi, A., Inhibition of cell proliferation by alpha-tocopherol. Role of protein kinase C. J. Biol. Chem. 266 (1991), 6188–6194.
167. [167] Özer, N.K., Palozza, P., Boscoboinik, D., Azzi, A., D-alpha-Tocopherol inhibits low density lipoprotein induced proliferation and protein kinase C activity in vascular smooth muscle cells. FEBS Lett. 322 (1993), 307–310.
168. [168] Sirikci, Ö., Özer, N.K., Azzi, A., Dietary cholesterol-induced changes of protein kinase C and the effect of vitamin E in rabbit aortic smooth muscle cells. Atherosclerosis 126 (1996), 253–263.
169. [169] Özer, N.K., Sirikci, O., Taha, S., San, T., Moser, U., Azzi, A., Effect of vitamin E and probucol on dietary cholesterol-induced atherosclerosis in rabbits. Free Radic. Biol. Med. 24 (1998), 226–233.
170. [170] Meydani, M., Kwan, P., Band, M., Knight, A., Guo, W., Goutis, J., Ordovas, J., Long-term vitamin E supplementation reduces atherosclerosis and mortality in Ldlr-/- mice, but not when fed Western style diet. Atherosclerosis 233 (2014), 196–205.
171. [171] Keaney, J.F. Jr, Simon, D.I., Freedman, J.E., Vitamin E and vascular homeostasis: implications for atherosclerosis. Faseb J. 13 (1999), 965–975.
172. [172] Febbraio, M., Podrez, E., Smith, J., Hajjar, D., Hazen, S., Hoff, H., Sharma, K., Silverstein, R., Targeted disruption of the class B scavenger receptor CD36 protects against atherosclerotic lesion development in mice. [In Process Citation]. J. Clin. Investig. 105 (2000), 1049–1056.
173. [173] Ozer, N.K., Negis, Y., Aytan, N., Villacorta, L., Ricciarelli, R., Zingg, J.M., Azzi, A., Vitamin E inhibits CD36 scavenger receptor expression in hypercholesterolemic rabbits. Atherosclerosis 184 (2006), 15–20.
174. [174] Devaraj, S., Hugou, I., Jialal, I., Alpha-tocopherol decreases CD36 expression in human monocyte-derived macrophages. J. Lipid Res. 42 (2001), 521–527.
175. [175] Ricciarelli, R., Zingg, J.M., Azzi, A., Vitamin E reduces the uptake of oxidized LDL by inhibiting CD36 scavenger receptor expression in cultured aortic smooth muscle cells. Circulation 102 (2000), 82–87.
176. [176] Tang, F., Lu, M., Zhang, S., Mei, M., Wang, T., Liu, P., Wang, H., Vitamin E conditionally inhibits atherosclerosis in ApoE knockout mice by anti-oxidation and regulation of vasculature gene expressions. Lipids 49 (2014), 1215–1223.
177. [177] Bozaykut, P., Karademir, B., Yazgan, B., Sozen, E., Siow, R.C., Mann, G.E., Ozer, N.K., Effects of vitamin E on peroxisome proliferator-activated receptor gamma and nuclear factor-erythroid 2-related factor 2 in hypercholesterolemia-induced atherosclerosis. Free Radic. Biol. Med. 70 (2014), 174–181.
178. [178] Catalgol, B., Ziaja, I., Breusing, N., Jung, T., Hohn, A., Alpertunga, B., Schroeder, P., Chondrogianni, N., Gonos, E.S., Petropoulos, I., Friguet, B., Klotz, L.O., Krutmann, J., Grune, T., The proteasome is an integral part of solar ultraviolet a radiation-induced gene expression. J. Biol. Chem. 284 (2009), 30076–30086.
179. [179] Hershko, A., Ciechanover, A., The ubiquitin system. Annu. Rev. Biochem. 67 (1998), 425–479.
180. [180] Sozen, E., Karademir, B., Yazgan, B., Bozaykut, P., Ozer, N.K., Potential role of proteasome on c-jun related signaling in hypercholesterolemia induced atherosclerosis. Redox Biol. 2 (2014), 732–738.
181. [181] Otero, P., Bonet, B., Herrera, E., Rabano, A., Development of atherosclerosis in the diabetic BALB/c mice. Prevention with Vitamin E administration. Atherosclerosis 182 (2005), 259–265.
182. [182] Huang, Z.G., Liang, C., Han, S.F., Wu, Z.G., Vitamin E ameliorates ox-LDL-induced foam cells formation through modulating the activities of oxidative stress-induced NF-kappaB pathway. Mol. Cell Biochem. 363 (2012), 11–19.
183. [183] Gaedicke, S., Zhang, X., Schmelzer, C., Lou, Y., Doering, F., Frank, J., Rimbach, G., Vitamin E dependent microRNA regulation in rat liver. FEBS Lett. 582 (2008), 3542–3546.
184. [184] Barella, L., Muller, P.Y., Schlachter, M., Hunziker, W., Stocklin, E., Spitzer, V., Meier, N., de Pascual-Teresa, S., Minihane, A.M., Rimbach, G., Identification of hepatic molecular mechanisms of action of alpha-tocopherol using global gene expression profile analysis in rats. Biochim. Biophys. Acta, 66–74, 1689, 2004.
185. [185] Podszun, M.C., Grebenstein, N., Spruss, A., Schlueter, T., Kremoser, C., Bergheim, I., Frank, J., Dietary alpha-tocopherol and atorvastatin reduce high-fat-induced lipid accumulation and down-regulate CD36 protein in the liver of guinea pigs. J. Nutr. Biochem. 25 (2014), 573–579.
186. [186] Taha, S., Azzi, A., Ozer, N.K., Homocysteine induces DNA synthesis and proliferation of vascular smooth muscle cells by a hydrogen peroxide-independent mechanism. Antioxid. Redox Signal. 1 (1999), 365–369.
187. [187] Kartal Ozer, N., Taha, S., Azzi, A., Homocysteine induces DNA synthesis and proliferation of vascular smooth muscle cells by interfering with MAPK kinase pathway. Biofactors 24 (2005), 193–199.
188. [188] Kirac, D., Negis, Y., Ozer, N.K., Vitamin E attenuates homocysteine and cholesterol induced damage in rat aorta. Cardiovasc. Pathol. 22 (2013), 465–472.
189. [189] Kaga, E., Karademir, B., Baykal, A.T., Ozer, N.K., Identification of differentially expressed proteins in atherosclerotic aorta and effect of vitamin E. J. Proteom. 92 (2013), 260–273.
190. [190] Hunter, S.C., Cahoon, E.B., Enhancing vitamin E in oilseeds: unraveling tocopherol and tocotrienol biosynthesis. Lipids 42 (2007), 97–108.
191. [191] Abdala-Valencia, H., Berdnikovs, S., Soveg, F., Cook-Mills, J.M., alpha-Tocopherol supplementation of allergic female mice inhibits development of CD11c+CD11b+ dendritic cells in utero and allergic inflammation in neonates. Am. J. Physiol. Lung Cell Mol. Physiol. 307 (2014), L482–L496.
192. [192] H.Abdala-Valencia, F.Soveg, J.M.Cook-Mills, γ-Tocopherol supplementation of allergic female mice augments development of CD11c+CD11b+ dendritic cells in utero and allergic inflammation in neonates, 310, 2016, L759-71.
193. [193] Cook-Mills, J.M., Avila, P.C., Vitamin E and D regulation of allergic asthma immunopathogenesis. Int. Immunopharmacol., 29, 2014, 007.
194. [194] Marchese, M.E., Kumar, R., Colangelo, L.A., Avila, P.C., Jacobs, D.R. Jr, Gross, M., Sood, A., Liu, K., Cook-Mills, J.M., The vitamin E isoforms alpha-tocopherol and gamma-tocopherol have opposite associations with spirometric parameters: the CARDIA study. Respir. Res., 15, 2014, 31.
195. [195] Cook-Mills, J.M., Isoforms of vitamin E differentially regulate PKC alpha and inflammation: a review. J. Clin. Cell Immunol., 4(137), 2013, 1000137.
196. [196] Cook-Mills, J.M., Abdala-Valencia, H., Hartert, T., Two faces of vitamin e in the lung. Am. J. Respir. Crit. Care Med. 188 (2013), 279–284 doi: 210.1164/rccm.201303-200503ED.
197. [197] Abdala-Valencia, H., Berdnikovs, S., Cook-Mills, J.M., Vitamin E isoforms differentially regulate intercellular adhesion molecule-1 activation of PKCalpha in human microvascular endothelial cells. PLoS One, 7, 2012, e41054.
198. [198] McCary, C.A., Abdala-Valencia, H., Berdnikovs, S., Cook-Mills, J.M., Supplemental and highly elevated tocopherol doses differentially regulate allergic inflammation: reversibility of alpha-tocopherol and gamma-tocopherol's effects. J. Immunol. 186 (2011), 3674–3685.
199. [199] Cook-Mills, J.M., McCary, C.A., Isoforms of Vitamin E Differentially Regulate Inflammation. Endocr. Metab. Immune Disord. Drug Targets 10 (2010), 348–366.
200. [200] Cook-Mills, J.M., Marchese, M.E., Abdala-Valencia, H., Vascular cell adhesion molecule-1 expression and signaling during disease: regulation by reactive oxygen species and antioxidants. Antioxid. Redox Signal. 15 (2011), 1607–1638.
201. [201] Abdala-Valencia, H., Cook-Mills, J.M., VCAM-1 signals activate endothelial cell protein kinase Cα via oxidation. J. Immunol. 177 (2006), 6379–6387.
202. [202] Cook-Mills, J.M., Gebretsadik, T., Abdala-Valencia, H., Green, J., Larkin, E.K., Dupont, W.D., Shu, X.O., Gross, M., Bai, C., Gao, Y., Hartman, T.J., Rosas-Salazar, C., Hartert, T., Brief research report: interaction of vitamin E isoforms on asthma and allergic airway disease. Thorax 71 (2016), 954–956.
203. [203] Wu, D., Han, S.N., Meydani, M., Meydani, S.N., Effect of concomitant consumption of fish oil and vitamin E on T cell mediated function in the elderly: a randomized double-blind trial. J. Am. Coll. Nutr. 25 (2006), 300–306.
204. [204] Christiani, D.C., Ye, T.T., Wegman, D.H., Eisen, E.A., Dai, H.L., Lu, P.L., Pulmonary function among cotton textile workers. A study of variability in symptom reporting, across-shift drop in FEV1, and longitudinal change. Chest 105 (1994), 1713–1721.
205. [205] Jacobs, R.R., Boehlecke, B., van Hage-Hamsten, M., Rylander, R., Bronchial reactivity, atopy, and airway response to cotton dust. Am. Rev. Respir. Dis. 148 (1993), 19–24.
206. [206] Delfino, R.J., Quintana, P.J., Floro, J., Gastanaga, V.M., Samimi, B.S., Kleinman, M.T., Liu, L.J., Bufalino, C., Wu, C.F., McLaren, C.E., Association of FEV1 in asthmatic children with personal and microenvironmental exposure to airborne particulate matter. Environ. Health Perspect. 112 (2004), 932–941.
207. [207] Koskela, H., Tukiainen, H., Kononoff, A., Pekkarinen, H., Effect of whole-body exposure to cold and wind on lung function in asthmatic patients. Chest 105 (1994), 1728–1731.
208. [208] Blanc, P.D., Eisner, M.D., Katz, P.P., Yen, I.H., Archea, C., Earnest, G., Janson, S., Masharani, U.B., Quinlan, P.J., Hammond, S.K., Thorne, P.S., Balmes, J.R., Trupin, L., Yelin, E.H., Impact of the home indoor environment on adult asthma and rhinitis. J. Occup. Environ. Med. 47 (2005), 362–372.
209. [209] Fedulov, A.V., Kobzik, L., Allergy risk is mediated by dendritic cells with congenital epigenetic changes. Am. J. Respir. Cell Mol. Biol. 44 (2011), 285–292.
210. [210] Lim, R.H., Kobzik, L., Maternal transmission of asthma risk. Am. J. Reprod. Immunol. 61 (2009), 1–10.
211. [211] Langlet, C., Springael, C., Johnson, J., Thomas, S., Flamand, V., Leitges, M., Goldman, M., Aksoy, E., Willems, F., PKC-alpha controls MYD88-dependent TLR/IL-1R signaling and cytokine production in mouse and human dendritic cells. Eur. J. Immunol. 40 (2010), 505–515.
212. [212] Cejas, P.J., Carlson, L.M., Zhang, J., Padmanabhan, S., Kolonias, D., Lindner, I., Haley, S., Boise, L.H., Lee, K.P., Protein kinase C betaII plays an essential role in dendritic cell differentiation and autoregulates its own expression. J. Biol. Chem. 280 (2005), 28412–28423.
213. [213] Lin, Y.F., Lee, H.M., Leu, S.J., Tsai, Y.H., The essentiality of PKCalpha and PKCbetaI translocation for CD14+monocyte differentiation towards macrophages and dendritic cells, respectively. J. Cell Biochem. 102 (2007), 429–441.
214. [214] Lin, Y.F., Leu, S.J., Huang, H.M., Tsai, Y.H., Selective activation of specific PKC isoforms dictating the fate of CD14(+) monocytes towards differentiation or apoptosis. J. Cell Physiol. 226 (2011), 122–131.
215. [215] Asehnoune, K., Strassheim, D., Mitra, S., Yeol Kim, J., Abraham, E., Involvement of PKCalpha/beta in TLR4 and TLR2 dependent activation of NF-kappaB. Cell Signal. 17 (2005), 385–394.
216. [216] Ramadan, G., Schmidt, R.E., Schubert, J., In vitro generation of human CD86+ dendritic cells from CD34+ haematopoietic progenitors by PMA and in serum-free medium. Clin. Exp. Immunol. 125 (2001), 237–244.
217. [217] Davis, T.A., Saini, A.A., Blair, P.J., Levine, B.L., Craighead, N., Harlan, D.M., June, C.H., Lee, K.P., Phorbol esters induce differentiation of human CD34+ hemopoietic progenitors to dendritic cells: evidence for protein kinase C-mediated signaling. J. Immunol. 160 (1998), 3689–3697.
218. [218] Langlet, C., Springael, C., Johnson, J., Thomas, S., Flamand, V., Leitges, M., Goldman, M., Aksoy, E., Willems, F., PKC-alpha controls MYD88-dependent TLR/IL-1R signaling and cytokine production in mouse and human dendritic cells. Eur. J. Immunol. 40 (2010), 505–515 doi: 510.1002/eji.200939391.
219. [219] Rajotte, D., Haddad, P., Haman, A., Cragoe, E.J. Jr, Hoang, T., Role of protein kinase C and the Na+/H+ antiporter in suppression of apoptosis by granulocyte macrophage colony-stimulating factor and interleukin-3. J. Biol. Chem. 267 (1992), 9980–9987.
220. [220] Salh, B., Hoeflick, K., Kwan, W., Pelech, S., Granulocyte-macrophage colony-stimulating factor and interleukin-3 potentiate interferon-gamma-mediated endothelin production by human monocytes: role of protein kinase C. Immunology 95 (1998), 473–479.
221. [221] St Louis, D.C., Woodcock, J.B., Franzoso, G., Blair, P.J., Carlson, L.M., Murillo, M., Wells, M.R., Williams, A.J., Smoot, D.S., Kaushal, S., Grimes, J.L., Harlan, D.M., Chute, J.P., June, C.H., Siebenlist, U., Lee, K.P., Evidence for distinct intracellular signaling pathways in CD34+ progenitor to dendritic cell differentiation from a human cell line model. J. Immunol. 162 (1999), 3237–3248.
222. [222] Lin, Y.F., Leu, S.J., Huang, H.M., Tsai, Y.H., Selective activation of specific PKC isoforms dictating the fate of CD14(+) monocytes towards differentiation or apoptosis. J. Cell Physiol. 226 (2011), 122–131 DOI: 110.1002/jcp.22312.
223. [223] Cejas, P.J., Carlson, L.M., Kolonias, D., Zhang, J., Lindner, I., Billadeau, D.D., Boise, L.H., Lee, K.P., Regulation of RelB expression during the initiation of dendritic cell differentiation. Mol. Cell Biol. 25 (2005), 7900–7916.
224. [224] Farren, M.R., Carlson, L.M., Lee, K.P., Tumor-mediated inhibition of dendritic cell differentiation is mediated by down regulation of protein kinase C beta II expression. Immunol. Res. 46 (2010), 165–176 doi: 110.1007/s12026-12009-18118-12025.
225. [225] Geijsen, N., Spaargaren, M., Raaijmakers, J.A., Lammers, J.W., Koenderman, L., Coffer, P.J., Association of RACK1 and PKCbeta with the common beta-chain of the IL-5/IL-3/GM-CSF receptor. Oncogene 18 (1999), 5126–5130.
226. [226] Lin, Y.F., Lee, H.M., Leu, S.J., Tsai, Y.H., The essentiality of PKCalpha and PKCbetaI translocation for CD14+monocyte differentiation towards macrophages and dendritic cells, respectively. J. Cell Biochem. 102 (2007), 429–441.
227. [227] Cejas, P.J., Carlson, L.M., Zhang, J., Padmanabhan, S., Kolonias, D., Lindner, I., Haley, S., Boise, L.H., Lee, K.P., Protein kinase C betaII plays an essential role in dendritic cell differentiation and autoregulates its own expression. J. Biol. Chem. 280 (2005), 28412–28423 Epub 22005 May 2, 8425.
228. [228] Verdelli, D., Nobili, L., Todoerti, K., Intini, D., Cosenza, M., Civallero, M., Bertacchini, J., Deliliers, G.L., Sacchi, S., Lombardi, L., Neri, A., Molecular targeting of the PKC-beta inhibitor enzastaurin (LY317615) in multiple myeloma involves a coordinated downregulation of MYC and IRF4 expression. Hematol. Oncol. 27 (2009), 23–30, 10.1002/hon.1875.
229. [229] Hamdorf, M., Berger, A., Schule, S., Reinhardt, J., Flory, E., PKCdelta-induced PU.1 phosphorylation promotes hematopoietic stem cell differentiation to dendritic cells. Stem Cells 29 (2011), 297–306 doi: 210.1002/stem.1564.
230. [230] Lee, J.S., Kim, I.S., Ryu, J.S., Yun, C.Y., House dust mite, Dermatophagoides pteronissinus increases expression of MCP-1, IL-6, and IL-8 in human monocytic THP-1 cells. Cytokine 42 (2008), 365–371 doi: 310.1016/j.cyto.2008.1003.1010. Epub 2008 May 1019.
231. [231] Guler, R., Afshar, M., Arendse, B., Parihar, S.P., Revaz-Breton, M., Leitges, M., Schwegmann, A., Brombacher, F., PKCdelta regulates IL-12p40/p70 production by macrophages and dendritic cells, driving a type 1 healer phenotype in cutaneous leishmaniasis. Eur. J. Immunol. 41 (2011), 706–715 doi: 710.1002/eji.201040985. Epub 201042011 Feb 201040981.
232. [232] Abdala-Valencia, H., Soveg, F., Cook-Mills, J.M., gamma-Tocopherol supplementation of allergic female mice augments development of CD11c+CD11b+ dendritic cells in utero and allergic inflammation in neonates. Am. J. Physiol. Lung Cell Mol. Physiol., 301, 2016, 02015.
233. [233] Cook-Mills, J.M., Marchese, M., Abdala-Valencia, H., Vascular cell adhesion molecule-1 expression and signaling during disease: regulation by reactive oxygen species and antioxidants. Antioxid. Redox Signal. 15 (2011), 1607–1638.
234. [234] Mardones, P., Rigotti, A., Cellular mechanisms of vitamin E uptake: relevance in alpha-tocopherol metabolism and potential implications for disease. J. Nutr. Biochem. 15 (2004), 252–260.
235. [235] Betti, M., Minelli, A., Ambrogini, P., Ciuffoli, S., Viola, V., Galli, F., Canonico, B., Lattanzi, D., Colombo, E., Sestili, P., Cuppini, R., Dietary supplementation with alpha-tocopherol reduces neuroinflammation and neuronal degeneration in the rat brain after kainic acid-induced status epilepticus. Free Radic. Res. 45 (2011), 1136–1142.
236. [236] Ambrogini, P., Minelli, A., Galati, C., Betti, M., Lattanzi, D., Ciffolilli, S., Piroddi, M., Galli, F., Cuppini, R., Post-seizure alpha-tocopherol treatment decreases neuroinflammation and neuronal degeneration induced by status epilepticus in rat hippocampus. Mol. Neurobiol. 50 (2014), 246–256.
237. [237] Hill, K.E., Montine, T.J., Motley, A.K., Li, X., May, J.M., Burk, R.F., Combined deficiency of vitamins E and C causes paralysis and death in guinea pigs. Am. J. Clin. Nutr. 77 (2003), 1484–1488.
238. [238] Southam, E., Thomas, P.K., King, R.H., Goss-Sampson, M.A., Muller, D.P., Experimental vitamin E deficiency in rats. Morphological and functional evidence of abnormal axonal transport secondary to free radical damage. Brain 114:Pt 2 (1991), 915–936.
239. [239] Gohil, K., Vasu, V.T., Cross, C.E., Dietary alpha-tocopherol and neuromuscular health: search for optimal dose and molecular mechanisms continues!. Mol. Nutr. Food Res. 54 (2010), 693–709.
240. [240] Muller, D.P., Vitamin E and neurological function. Mol. Nutr. Food Res. 54 (2010), 710–718.
241. [241] Cavalier, L., Ouahchi, K., Kayden, H.J., Di Donato, S., Reutenauer, L., Mandel, J.L., Koenig, M., Ataxia with isolated vitamin E deficiency: heterogeneity of mutations and phenotypic variability in a large number of families. Am. J. Hum. Genet. 62 (1998), 301–310.
242. [242] Yokota, T., Igarashi, K., Uchihara, T., Jishage, K., Tomita, H., Inaba, A., Li, Y., Arita, M., Suzuki, H., Mizusawa, H., Arai, H., Delayed-onset ataxia in mice lacking alpha -tocopherol transfer protein: model for neuronal degeneration caused by chronic oxidative stress. Proc. Natl. Acad. Sci. USA 98 (2001), 15185–15190.
243. [243] Khanna, S., Roy, S., Slivka, A., Craft, T.K., Chaki, S., Rink, C., Notestine, M.A., DeVries, A.C., Parinandi, N.L., Sen, C.K., Neuroprotective properties of the natural vitamin E alpha-tocotrienol. Stroke 36 (2005), 2258–2264.
244. [244] Park, H.A., Kubicki, N., Gnyawali, S., Chan, Y.C., Roy, S., Khanna, S., Sen, C.K., Natural vitamin E alpha-tocotrienol protects against ischemic stroke by induction of multidrug resistance-associated protein 1. Stroke 42 (2011), 2308–2314.
245. [245] Betti, M., Ambrogini, P., Minelli, A., Floridi, A., Lattanzi, D., Ciuffoli, S., Bucherelli, C., Prospero, E., Frontini, A., Santarelli, L., Baldi, E., Benetti, F., Galli, F., Cuppini, R., Maternal dietary loads of alpha-tocopherol depress protein kinase C signaling and synaptic plasticity in rat postnatal developing hippocampus and promote permanent deficits in adult offspring. J. Nutr. Biochem. 22 (2011), 60–70.
246. [246] Betti, M., Minelli, A., Canonico, B., Castaldo, P., Magi, S., Aisa, M.C., Piroddi, M., Di Tomaso, V., Galli, F., Antiproliferative effects of tocopherols (vitamin E) on murine glioma C6 cells: homologue-specific control of PKC/ERK and cyclin signaling. Free Radic. Biol. Med. 41 (2006), 464–472.
247. [247] Mazzini, F., Betti, M., Canonico, B., Netscher, T., Luchetti, F., Papa, S., Galli, F., Anticancer activity of vitamin E-derived compounds in murine C6 glioma cells. ChemMedChem 5 (2010), 540–543.
248. [248] Boskovic, R., Gargaun, L., Oren, D., Djulus, J., Koren, G., Pregnancy outcome following high doses of Vitamin E supplementation. Reprod. Toxicol. 20 (2005), 85–88.
249. [249] Salucci, S., Ambrogini, P., Lattanzi, D., Betti, M., Gobbi, P., Galati, C., Galli, F., Cuppini, R., Minelli, A., Maternal dietary loads of alpha-tocopherol increase synapse density and glial synaptic coverage in the hippocampus of adult offspring. Eur. J. Histochem., 58, 2014, 2355.
250. [250] Calabrese, V., Scapagnini, G., Colombrita, C., Ravagna, A., Pennisi, G., Giuffrida Stella, A.M., Galli, F., Butterfield, D.A., Redox regulation of heat shock protein expression in aging and neurodegenerative disorders associated with oxidative stress: a nutritional approach. Amino Acids 25 (2003), 437–444.
251. [251] Mangialasche, F., Solomon, A., Kareholt, I., Hooshmand, B., Cecchetti, R., Fratiglioni, L., Soininen, H., Laatikainen, T., Mecocci, P., Kivipelto, M., Serum levels of vitamin E forms and risk of cognitive impairment in a Finnish cohort of older adults. Exp. Gerontol. 48 (2013), 1428–1435.
252. [252] Mangialasche, F., Xu, W., Kivipelto, M., Costanzi, E., Ercolani, S., Pigliautile, M., Cecchetti, R., Baglioni, M., Simmons, A., Soininen, H., Tsolaki, M., Kloszewska, I., Vellas, B., Lovestone, S., Mecocci, P., Tocopherols and tocotrienols plasma levels are associated with cognitive impairment. Neurobiol. Aging 33 (2012), 2282–2290.
253. [253] Farina, N., Isaac, M.G., Clark, A.R., Rusted, J., Tabet, N., Vitamin E for Alzheimer's dementia and mild cognitive impairment. Cochrane Database Syst. Rev., 11, 2012 CD002854.
254. [254] Leonard, S.W., Bruno, R.S., Paterson, E., Schock, B.C., Atkinson, J., Bray, T.M., Cross, C.E., Traber, M.G., 5-nitro-gamma-tocopherol increases in human plasma exposed to cigarette smoke in vitro and in vivo. Free Radic. Biol. Med. 35 (2003), 1560–1567.
255. [255] Wu, J.H., Hodgson, J.M., Ward, N.C., Clarke, M.W., Puddey, I.B., Croft, K.D., Nitration of gamma-tocopherol prevents its oxidative metabolism by HepG2 cells. Free Radic. Biol. Med. 39 (2005), 483–494.
256. [256] Mottier, P., Gremaud, E., Guy, P.A., Turesky, R.J., Comparison of gas chromatography-mass spectrometry and liquid chromatography-tandem mass spectrometry methods to quantify alpha-tocopherol and alpha-tocopherolquinone levels in human plasma. Anal. Biochem. 301 (2002), 128–135.
257. [257] Sano, M., Ernesto, C., Thomas, R.G., Klauber, M.R., Schafer, K., Grundman, M., Woodbury, P., Growdon, J., Cotman, C.W., Pfeiffer, E., Schneider, L.S., Thal, L.J., A controlled trial of selegiline, alpha-tocopherol, or both as treatment for Alzheimer's disease. The Alzheimer's Disease Cooperative Study. N. Engl. J. Med. 336 (1997), 1216–1222.
258. [258] Buhmann, C., Arlt, S., Kontush, A., Moller-Bertram, T., Sperber, S., Oechsner, M., Stuerenburg, H.J., Beisiegel, U., Plasma and CSF markers of oxidative stress are increased in Parkinson's disease and influenced by antiparkinsonian medication. Neurobiol. Dis. 15 (2004), 160–170.
259. [259] Rolo, A.P., Teodoro, J.S., Palmeira, C.M., Role of oxidative stress in the pathogenesis of nonalcoholic steatohepatitis. Free Radic. Biol. Med. 52 (2012), 59–69.
260. [260] Al-Busafi, S.A., Bhat, M., Wong, P., Ghali, P., Deschenes, M., Antioxidant therapy in nonalcoholic steatohepatitis. Hepat. Res. Treat., 2012, 2012, 947575.
261. [261] Atkinson, J.K., Nava, P., Frahm, G., Curtis, V., Manor, D., Fluorescent tocopherols as probes of inter-vesicular transfer catalyzed by the alpha-tocopherol transfer protein. Ann. N. Y. Acad. Sci. 1031 (2004), 324–327.
262. [262] Cankurtaran, M., Kav, T., Yavuz, B., Shorbagi, A., Halil, M., Coskun, T., Arslan, S., Serum vitamin-E levels and its relation to clinical features in nonalcoholic fatty liver disease with elevated ALT levels. Acta Gastroenterol. Belg. 69 (2006), 5–11.
263. [263] Erhardt, A., Stahl, W., Sies, H., Lirussi, F., Donner, A., Haussinger, D., Plasma levels of vitamin E and carotenoids are decreased in patients with Nonalcoholic Steatohepatitis (NASH). Eur. J. Med. Res. 16 (2011), 76–78.
264. [264] Pastori, D., Baratta, F., Carnevale, R., Cangemi, R., Del Ben, M., Bucci, T., Polimeni, L., Labbadia, G., Nocella, C., Scardella, L., Pani, A., Pignatelli, P., Violi, F., Angelico, F., Similar reduction of cholesterol-adjusted vitamin E serum levels in simple steatosis and non-alcoholic steatohepatitis. Clin. Transl. Gastroenterol., 6, 2015, e113.
265. [265] Kalsotra, A., Strobel, H.W., Cytochrome P450 4F subfamily: at the crossroads of eicosanoid and drug metabolism. Pharm. Ther. 112 (2006), 589–611.
266. [266] Koonen, D.P., Jacobs, R.L., Febbraio, M., Young, M.E., Soltys, C.L., Ong, H., Vance, D.E., Dyck, J.R., Increased hepatic CD36 expression contributes to dyslipidemia associated with diet-induced obesity. Diabetes 56 (2007), 2863–2871.
267. [267] Ristow, M., Zarse, K., Oberbach, A., Kloting, N., Birringer, M., Kiehntopf, M., Stumvoll, M., Kahn, C.R., Bluher, M., Antioxidants prevent health-promoting effects of physical exercise in humans. Proc. Natl. Acad. Sci. USA 106 (2009), 8665–8670.
268. [268] Loffredo, L., Perri, L., Di Castelnuovo, A., Iacoviello, L., De Gaetano, G., Violi, F., Supplementation with vitamin E alone is associated with reduced myocardial infarction: a meta-analysis. Nutr. Metab. Cardiovasc. Dis. 25 (2015), 354–363.
269. [269] Schurks, M., Glynn, R.J., Rist, P.M., Tzourio, C., Kurth, T., Effects of vitamin E on stroke subtypes: meta-analysis of randomised controlled trials. BMJ, 341, 2010, c5702.
270. [270] Bjelakovic, G., Nikolova, D., Gluud, C., Meta-regression analyses, meta-analyses, and trial sequential analyses of the effects of supplementation with beta-carotene, vitamin A, and vitamin E singly or in different combinations on all-cause mortality: do we have evidence for lack of harm?. PLoS One, 8, 2013, e74558.
271. [271] Zingg, J.-M., Libinaki, R., Meydani, M., Azzi, A., Modulation of phosphorylation of tocopheroland phosphatidylinositol by hTAP1/SEC14L2-mediated lipid exchange. PloS one, 9, 2014, e101550.
272. [272] Noy, N., Retinoid-binding proteins: mediators of retinoid action. Biochem. J. 348 (2000), 481–495.
273. [273] Soprano, D.R., Pickett, C.B., Smith, J.E., Goodman, D.S., Biosynthesis of plasmaretinol-binding protein in liver as a larger molecular weight precursor. J. Biol. Chem. 256 (1981), 8256–8258.
274. [274] Panagabko, C., Morley, S., Hernandez, M., Cassolato, P., Gordon, H., Parsons, R., Manor, D., Atkinson, J., Ligand specificity in the CRAL-TRIO protein family. Biochemistry 42 (2003), 6467–6474.
275. [275] Zingg, J.-M., Kempna, P., Paris, M., Reiter, E., Villacorta, L., Cipollone, R., Munteanu, A., Pascale, C.d., Menini, S., Cueff, A., Arock, M., Azzi, A., Ricciarelli, R., Characterization of three humansec14p-like proteins: alpha-tocopherol transport activity and expression pattern in tissues. Biochimie 90 (2008), 1703–1715.
276. [276] Stocker, A., Zimmer, S., Spycher, S.E., Azzi, A., Identification of a novel cytosolictocopherol-binding protein: structure, specificity, and tissue distribution. IUBMB life 48 (1999), 49–55.
277. [277] Kusakabe, T.G., Takimoto, N., Jin, M., Tsuda, M., Evolution and the origin of the visual retinoid cycle in vertebrates. Philos. T. Roy. Soc. B 364 (2009), 2897–2910.
278. [278] Zingg, J.-M., Libinaki, R., Lai, C.-Q., Meydani, M., Gianello, R., Ogru, E., Azzi, A., Modulation of gene expression by α-tocopherol and α-tocopheryl phosphate in THP-1 monocytes. Free Radical Bio. Med. 49 (2010), 1989–2000.
279. [279] Landes, N., Pfluger, P., Kluth, D., Birringer, M., Ruhl, R., Bol, G.F., Glatt, H., Brigelius-Flohe, R., Vitamin E activates gene expression via the pregnane X receptor. Biochem. Pharmacol. 65 (&;2003), 269–273.
280. [280] Gohil, K., Schock, B.C., Chakraborty, A.A., Terasawa, Y., Raber, J., Farese, R.V. Jr., Packer, L., Cross, C.E., Traber, M.G., Gene expression profile of oxidant stress and neurodegeneration in transgenicmice deficient in alpha-tocopherol transfer protein. Free Radical Biol. Med. 35 (2003), 1343–1354.
281. [281] Wellik, D.M., DeLuca, H.F., Retinol in addition to retinoic acid is required for successful gestation in vitamin A-deficient rats. Biol. Reprod. 53 (1995), 1392–1397.
282. [282] Traber, M.G., Vitamin E inadequacy in humans: causes and consequences. Advances in nutrition (Bethesda, Md.) 5 (2014), 503–514.
283. [283] Podszun, M.C., Jakobi, M., Birringer, M., Weiss, J., Frank, J., The long chain α–tocopherolmetabolite α-13’-COOH and γ-tocotrienol induce P-glycoprotein expression and activity by activation of the pregnane X receptor in the intestinal cell line LS. Mol. Nutr. Food Res., 180, 2016, 10.1002/mnfr.201600605.