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Volumn 104, Issue 6, 2007, Pages 439-445

Chemical Reactivities and Physical Effects in Comparison between Tocopherols and Tocotrienols: Physiological Significance and Prospects as Antioxidants

Author keywords

antioxidant; free radical; lipid peroxidation; tocopherol; tocotrienol

Indexed keywords

CHEMICAL REACTIVITY; DERIVATIVES; METAL IONS; PHYSIOLOGY; SCAVENGING; TOXICITY;

EID: 38149007776     PISSN: 13891723     EISSN: None     Source Type: Journal    
DOI: 10.1263/jbb.104.439     Document Type: Article
Times cited : (94)

References (48)
  • 1
    • 0035146985 scopus 로고    scopus 로고
    • Molecular aspects of alpha-tocotrienol antioxidant action and cell signaling
    • Packer L., Weber S.U., and Rimbach G. Molecular aspects of alpha-tocotrienol antioxidant action and cell signaling. J. Nutr. 131 (2001) 369S-373S
    • (2001) J. Nutr. , vol.131
    • Packer, L.1    Weber, S.U.2    Rimbach, G.3
  • 2
    • 0018938818 scopus 로고
    • Interaction between an organic hydroperoxide and an unsaturated phospholipid and α-tocopherol in model membranes
    • Nakano M., Sugioka K., Nakamura T., and Oki T. Interaction between an organic hydroperoxide and an unsaturated phospholipid and α-tocopherol in model membranes. Biochim. Biophys. Acta 619 (1980) 274-286
    • (1980) Biochim. Biophys. Acta , vol.619 , pp. 274-286
    • Nakano, M.1    Sugioka, K.2    Nakamura, T.3    Oki, T.4
  • 5
    • 0025761230 scopus 로고
    • Free radical recycling and intramembrane mobility in the antioxidant properties of α-tocopherol and α-tocotrienol
    • Serbinova E., Kagan V., Han D., and Packer L. Free radical recycling and intramembrane mobility in the antioxidant properties of α-tocopherol and α-tocotrienol. Free Radic. Biol. Med. 10 (1991) 263-275
    • (1991) Free Radic. Biol. Med. , vol.10 , pp. 263-275
    • Serbinova, E.1    Kagan, V.2    Han, D.3    Packer, L.4
  • 6
    • 0027447549 scopus 로고
    • Comparative antioxidant activity of tocotrienols and other natural lipid-soluble antioxidants in a homogeneous system, and in rat and human lipoproteins
    • Suarna C., Hood R.L., Dean R.T., and Stocker R. Comparative antioxidant activity of tocotrienols and other natural lipid-soluble antioxidants in a homogeneous system, and in rat and human lipoproteins. Biochim. Biophys. Acta 1166 (1993) 163-170
    • (1993) Biochim. Biophys. Acta , vol.1166 , pp. 163-170
    • Suarna, C.1    Hood, R.L.2    Dean, R.T.3    Stocker, R.4
  • 7
    • 0027525498 scopus 로고
    • Structural and dynamic membrane properties of α-tocopherol and α-tocotrienol: implication to the molecular mechanism of their antioxidant potency
    • Suzuki Y.J., Tsuchiya M., Wassall S.R., Choo Y.M., Govil G., Kagan V.E., and Packer L. Structural and dynamic membrane properties of α-tocopherol and α-tocotrienol: implication to the molecular mechanism of their antioxidant potency. Biochemistry 32 (1993) 10692-10699
    • (1993) Biochemistry , vol.32 , pp. 10692-10699
    • Suzuki, Y.J.1    Tsuchiya, M.2    Wassall, S.R.3    Choo, Y.M.4    Govil, G.5    Kagan, V.E.6    Packer, L.7
  • 8
    • 0033803072 scopus 로고    scopus 로고
    • Palm tocotrienols protect ApoE+/- mice from diet-induced atheroma formation
    • Black T.M., Wang P., Maeda N., and Coleman R.A. Palm tocotrienols protect ApoE+/- mice from diet-induced atheroma formation. J. Nutr. 130 (2000) 2420-2426
    • (2000) J. Nutr. , vol.130 , pp. 2420-2426
    • Black, T.M.1    Wang, P.2    Maeda, N.3    Coleman, R.A.4
  • 10
  • 11
    • 0034789933 scopus 로고    scopus 로고
    • Novel tocotrienols of rice bran inhibit atherosclerotic lesions in C57BL/6 ApoE-deficient mice
    • Qureshi A.A., Salser W.A., Parmar R., and Emeson E.E. Novel tocotrienols of rice bran inhibit atherosclerotic lesions in C57BL/6 ApoE-deficient mice. J. Nutr. 131 (2001) 2606-2618
    • (2001) J. Nutr. , vol.131 , pp. 2606-2618
    • Qureshi, A.A.1    Salser, W.A.2    Parmar, R.3    Emeson, E.E.4
  • 12
    • 0034861931 scopus 로고    scopus 로고
    • Antioxidant activity of tocopherols, tocotrienols, and γ-oryzanol components from rice bran against cholesterol oxidation accelerated by 2,2′-azobis(2-methylpropionamidine)dihydrochloride
    • Xu Z., Hua N., and Godber J.S. Antioxidant activity of tocopherols, tocotrienols, and γ-oryzanol components from rice bran against cholesterol oxidation accelerated by 2,2′-azobis(2-methylpropionamidine)dihydrochloride. J. Agric. Food Chem. 49 (2001) 2077-2081
    • (2001) J. Agric. Food Chem. , vol.49 , pp. 2077-2081
    • Xu, Z.1    Hua, N.2    Godber, J.S.3
  • 13
    • 0029144077 scopus 로고
    • Tocotrienols from palm oil as potent inhibitors of lipid-peroxidation and protein oxidation in rat-brain mitochondria
    • Kamat J.P., and Devasagayam T.P. Tocotrienols from palm oil as potent inhibitors of lipid-peroxidation and protein oxidation in rat-brain mitochondria. Neurosci. Lett. 195 (1995) 179-182
    • (1995) Neurosci. Lett. , vol.195 , pp. 179-182
    • Kamat, J.P.1    Devasagayam, T.P.2
  • 17
    • 0033983165 scopus 로고    scopus 로고
    • Vitamin E and heart disease: basic science to clinical intervention trials
    • Pryor W.A. Vitamin E and heart disease: basic science to clinical intervention trials. Free Radic. Biol. Med. 28 (2000) 141-164
    • (2000) Free Radic. Biol. Med. , vol.28 , pp. 141-164
    • Pryor, W.A.1
  • 18
    • 0034773330 scopus 로고    scopus 로고
    • Vitamin E kinetics and the function of tocopherol regulatory proteins
    • Blatt D.H., Leonard S.W., and Traber M.G. Vitamin E kinetics and the function of tocopherol regulatory proteins. Nutrition 17 (2001) 799-805
    • (2001) Nutrition , vol.17 , pp. 799-805
    • Blatt, D.H.1    Leonard, S.W.2    Traber, M.G.3
  • 19
    • 0035702761 scopus 로고    scopus 로고
    • Antioxidant vitamins and prevention of cardiovascular disease: epidemiological and clinical trial data
    • Marchioli R., Schweiger C., Levantesi G., Tavazzi L., and Valagussa F. Antioxidant vitamins and prevention of cardiovascular disease: epidemiological and clinical trial data. Lipids 36 (2001) s53-s63
    • (2001) Lipids , vol.36
    • Marchioli, R.1    Schweiger, C.2    Levantesi, G.3    Tavazzi, L.4    Valagussa, F.5
  • 20
    • 0037336266 scopus 로고    scopus 로고
    • Comparative study on the action of tocopherols and tocotrienols as antioxidant: chemical and physical effects
    • Yoshida Y., Niki E., and Noguchi N. Comparative study on the action of tocopherols and tocotrienols as antioxidant: chemical and physical effects. Chem. Phys. Lipids 123 (2003) 63-75
    • (2003) Chem. Phys. Lipids , vol.123 , pp. 63-75
    • Yoshida, Y.1    Niki, E.2    Noguchi, N.3
  • 21
    • 0020636216 scopus 로고
    • Superoxide-dependent and ascorbate-dependent formation of hydroxyl radicals in the presence of copper-salts: a physiologically significant reaction? Arch
    • Rowley D.A., and Halliwell B. Superoxide-dependent and ascorbate-dependent formation of hydroxyl radicals in the presence of copper-salts: a physiologically significant reaction? Arch. Biochem. Biophys. 225 (1983) 279-284
    • (1983) Biochem. Biophys. , vol.225 , pp. 279-284
    • Rowley, D.A.1    Halliwell, B.2
  • 22
    • 0021242474 scopus 로고
    • Age pigments: role of iron and copper salts in the formation of fluorescent lipid complexes
    • Gutteridge J.M.C. Age pigments: role of iron and copper salts in the formation of fluorescent lipid complexes. Mech. Aging Dev. 25 (1984) 205-214
    • (1984) Mech. Aging Dev. , vol.25 , pp. 205-214
    • Gutteridge, J.M.C.1
  • 23
    • 0026030909 scopus 로고
    • Copper-ion-dependent damage to the bases in DNA in the presence of hydrogen peroxide
    • Aruoma O.I., Halliwell B., Gajewski E., and Dizdaroglu M. Copper-ion-dependent damage to the bases in DNA in the presence of hydrogen peroxide. Biochem. J. 273 (1991) 601-604
    • (1991) Biochem. J. , vol.273 , pp. 601-604
    • Aruoma, O.I.1    Halliwell, B.2    Gajewski, E.3    Dizdaroglu, M.4
  • 24
    • 0025674536 scopus 로고
    • Metal ion-catalyzed oxidation of proteins: biochemical mechanism and biological consequences
    • Stadtman E.R. Metal ion-catalyzed oxidation of proteins: biochemical mechanism and biological consequences. Free Radic. Biol. Med. 9 (1990) 315-325
    • (1990) Free Radic. Biol. Med. , vol.9 , pp. 315-325
    • Stadtman, E.R.1
  • 25
    • 0025095792 scopus 로고
    • Site-specific oxidation of angiotensin I by copper (II) and l-ascorbate: conversion of histidine-residues to 2-imidazolones
    • Uchida K., and Kawakishi S. Site-specific oxidation of angiotensin I by copper (II) and l-ascorbate: conversion of histidine-residues to 2-imidazolones. Arch. Biochem. Biophys. 283 (1990) 20-26
    • (1990) Arch. Biochem. Biophys. , vol.283 , pp. 20-26
    • Uchida, K.1    Kawakishi, S.2
  • 27
    • 0023902307 scopus 로고
    • Interaction of α-tocopherol with iron: antioxidant and prooxidant effects of α-tocopherol in the oxidation of lipids in aqueous dispersions in the presence of iron
    • Yamamoto K., and Niki E. Interaction of α-tocopherol with iron: antioxidant and prooxidant effects of α-tocopherol in the oxidation of lipids in aqueous dispersions in the presence of iron. Biochim. Biophys. Acta 958 (1988) 19-23
    • (1988) Biochim. Biophys. Acta , vol.958 , pp. 19-23
    • Yamamoto, K.1    Niki, E.2
  • 28
    • 0028177270 scopus 로고
    • Interaction of α-tocopherol with copper and its effect on lipid peroxidation
    • Yoshida Y., Tsuchiya J., and Niki E. Interaction of α-tocopherol with copper and its effect on lipid peroxidation. Biochim. Biophys. Acta 1200 (1994) 85-92
    • (1994) Biochim. Biophys. Acta , vol.1200 , pp. 85-92
    • Yoshida, Y.1    Tsuchiya, J.2    Niki, E.3
  • 29
    • 0027199367 scopus 로고
    • Prooxidant role of vitamin E in copper induced lipid peroxidation
    • Maiorino M., Zamburlini A., Roveri A., and Ursini F. Prooxidant role of vitamin E in copper induced lipid peroxidation. FEBS Lett. 330 (1993) 174-176
    • (1993) FEBS Lett. , vol.330 , pp. 174-176
    • Maiorino, M.1    Zamburlini, A.2    Roveri, A.3    Ursini, F.4
  • 30
    • 0028813586 scopus 로고
    • Copper-induced lipid peroxidation in liposomes, micelles, and LDL: which is the role of vitamin-E? Free Radic
    • Maiorino M., Zamburlini A., Roveri A., and Ursini F. Copper-induced lipid peroxidation in liposomes, micelles, and LDL: which is the role of vitamin-E? Free Radic. Biol. Med. 18 (1995) 67-74
    • (1995) Biol. Med. , vol.18 , pp. 67-74
    • Maiorino, M.1    Zamburlini, A.2    Roveri, A.3    Ursini, F.4
  • 31
    • 0030011080 scopus 로고    scopus 로고
    • α-tocopherol as a reductant for Cu(II) in human lipoproteins: triggering role in the initiation of lipoprotein oxidation
    • Kontush A., Meyer S., Finckh B., Kohlschutter A., and Beisiegel U. α-tocopherol as a reductant for Cu(II) in human lipoproteins: triggering role in the initiation of lipoprotein oxidation. J. Biol. Chem. 271 (1996) 11106-11112
    • (1996) J. Biol. Chem. , vol.271 , pp. 11106-11112
    • Kontush, A.1    Meyer, S.2    Finckh, B.3    Kohlschutter, A.4    Beisiegel, U.5
  • 32
    • 0036008313 scopus 로고    scopus 로고
    • Copper-induced peroxidation of liposomal palmitoyllinoleoylphosphatidylcholine (PLPC), effect of antioxidants and its dependence on the oxidative stress
    • Bittner O., Gal S., Pinchuk I., Danino D., Shinar H., and Lichtenberg D. Copper-induced peroxidation of liposomal palmitoyllinoleoylphosphatidylcholine (PLPC), effect of antioxidants and its dependence on the oxidative stress. Chem. Phys. Lipids 114 (2002) 81-98
    • (2002) Chem. Phys. Lipids , vol.114 , pp. 81-98
    • Bittner, O.1    Gal, S.2    Pinchuk, I.3    Danino, D.4    Shinar, H.5    Lichtenberg, D.6
  • 33
    • 0141960212 scopus 로고    scopus 로고
    • Cell death caused by selenium deficiency and protective effect of antioxidants
    • Saito Y., Yoshida Y., Akazawa T., Takahashi K., and Niki E. Cell death caused by selenium deficiency and protective effect of antioxidants. J. Biol. Chem. 278 (2003) 39428-39434
    • (2003) J. Biol. Chem. , vol.278 , pp. 39428-39434
    • Saito, Y.1    Yoshida, Y.2    Akazawa, T.3    Takahashi, K.4    Niki, E.5
  • 34
    • 0242290274 scopus 로고    scopus 로고
    • Molecular basis of vitamin E action: tocotrienol modulates 12-lipoxygenase, a key mediator of glutamate-induced neurodegeneration
    • Khanna S., Roy S., Ryu H., Bahadduri P., Swaan P.W., Ratan R.R., and Sen C.K. Molecular basis of vitamin E action: tocotrienol modulates 12-lipoxygenase, a key mediator of glutamate-induced neurodegeneration. J. Biol. Chem. 278 (2003) 43508-43515
    • (2003) J. Biol. Chem. , vol.278 , pp. 43508-43515
    • Khanna, S.1    Roy, S.2    Ryu, H.3    Bahadduri, P.4    Swaan, P.W.5    Ratan, R.R.6    Sen, C.K.7
  • 35
    • 14944373280 scopus 로고    scopus 로고
    • Tocotrienol: the natural vitamin E to defend the nervous system? Ann
    • Sen C.K., Khanna S., and Roy S. Tocotrienol: the natural vitamin E to defend the nervous system? Ann. NY Acad. Sci. 1031 (2004) 127-142
    • (2004) NY Acad. Sci. , vol.1031 , pp. 127-142
    • Sen, C.K.1    Khanna, S.2    Roy, S.3
  • 37
    • 33746894574 scopus 로고    scopus 로고
    • Characterization of the potent neuroprotective properties of the natural vitamin E α-tocotrienol
    • Khanna S., Roy S., Parinandi N.L., Maurer M., and Sen C.K. Characterization of the potent neuroprotective properties of the natural vitamin E α-tocotrienol. J. Neurochem. 98 (2006) 1474-1486
    • (2006) J. Neurochem. , vol.98 , pp. 1474-1486
    • Khanna, S.1    Roy, S.2    Parinandi, N.L.3    Maurer, M.4    Sen, C.K.5
  • 38
    • 34547924456 scopus 로고    scopus 로고
    • 2 against glutamate-induced cell death in primary cortical neuron cultures: induction of adaptive response and enhancement of cell tolerance primarily through up-regulation of cellular glutathione
    • 2 against glutamate-induced cell death in primary cortical neuron cultures: induction of adaptive response and enhancement of cell tolerance primarily through up-regulation of cellular glutathione. J. Neurochem. 102 (2007) 1625-1634
    • (2007) J. Neurochem. , vol.102 , pp. 1625-1634
    • Saito, Y.1    Nishio, K.2    Numakawa, Y.3    Ogawa, Y.4    Yoshida, Y.5    Noguchi, N.6    Niki, E.7
  • 39
    • 27544458284 scopus 로고    scopus 로고
    • Delivery of orally supplemented α-tocotrienol to vital organs of rats and tocopherol-transport protein deficient mice
    • Khanna S., Patel V., Rink C., Roy S., and Sen C.K. Delivery of orally supplemented α-tocotrienol to vital organs of rats and tocopherol-transport protein deficient mice. Free Radic. Biol. Med. 39 (2005) 1310-1319
    • (2005) Free Radic. Biol. Med. , vol.39 , pp. 1310-1319
    • Khanna, S.1    Patel, V.2    Rink, C.3    Roy, S.4    Sen, C.K.5
  • 41
    • 0030949103 scopus 로고    scopus 로고
    • Affinity for alpha-tocopherol transfer protein as a determinant of the biological activities of vitamin E analogs
    • Hosomi A., Arita M., Sato Y., Kiyose C., Ueda T., Igarashi O., Arai H., and 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
    • (1997) FEBS Lett. , vol.409 , pp. 105-108
    • Hosomi, A.1    Arita, M.2    Sato, Y.3    Kiyose, C.4    Ueda, T.5    Igarashi, O.6    Arai, H.7    Inoue, K.8
  • 42
    • 33749340361 scopus 로고    scopus 로고
    • Natural vitamin E α-tocotrienol: retention in vital organs in response to long-term oral supplementation and withdrawal
    • Patel V., Khanna S., Roy S., Ezziddin O., and Sen S.K. Natural vitamin E α-tocotrienol: retention in vital organs in response to long-term oral supplementation and withdrawal. Free Radic. Res. 40 (2006) 763-771
    • (2006) Free Radic. Res. , vol.40 , pp. 763-771
    • Patel, V.1    Khanna, S.2    Roy, S.3    Ezziddin, O.4    Sen, S.K.5
  • 43
    • 0025120211 scopus 로고
    • Regulation of the mevalonate pathway
    • Goldstein J.L., and Brown M.S. Regulation of the mevalonate pathway. Nature 343 (1990) 425-430
    • (1990) Nature , vol.343 , pp. 425-430
    • Goldstein, J.L.1    Brown, M.S.2
  • 44
    • 0036145239 scopus 로고    scopus 로고
    • Tocotrienol is the most effective vitamin E for reducing endothelial expression of adhesion molecules and adhesion to monocytes
    • Theriault A., Chao J.T., and Gapor A. Tocotrienol is the most effective vitamin E for reducing endothelial expression of adhesion molecules and adhesion to monocytes. Atherosclerosis 160 (2002) 21-30
    • (2002) Atherosclerosis , vol.160 , pp. 21-30
    • Theriault, A.1    Chao, J.T.2    Gapor, A.3
  • 45
    • 3843146442 scopus 로고    scopus 로고
    • Tocotrienol-rich fraction of palm oil activates p53, modulates Bax/Bcl2 ratio and induces apoptosis independent of cell cycle association
    • Agarwal M.K., Agarwal M.L., Athar M., and Gupta S. Tocotrienol-rich fraction of palm oil activates p53, modulates Bax/Bcl2 ratio and induces apoptosis independent of cell cycle association. Cell Cycle 3 (2004) 205-211
    • (2004) Cell Cycle , vol.3 , pp. 205-211
    • Agarwal, M.K.1    Agarwal, M.L.2    Athar, M.3    Gupta, S.4
  • 46
    • 33745176559 scopus 로고    scopus 로고
    • Tocotrienol-rich fraction of palm oil induces cell cycle arrest and apoptosis selectively in human prostate cancer cells
    • Srivastava J.K., and Gupta S. Tocotrienol-rich fraction of palm oil induces cell cycle arrest and apoptosis selectively in human prostate cancer cells. Biochem. Biophys. Res. Commun. 346 (2006) 447-453
    • (2006) Biochem. Biophys. Res. Commun. , vol.346 , pp. 447-453
    • Srivastava, J.K.1    Gupta, S.2
  • 48
    • 33846998312 scopus 로고    scopus 로고
    • Gamma-tocotrienol inhibits nuclear factor-kappaB signaling pathway through inhibition of receptor-interacting protein and TAK1 leading to suppression of antiapoptotic gene products and potentiation of apoptosis
    • Ahn K.S., Sethi G., Krishnan K., and Aqqarwal B.B. Gamma-tocotrienol inhibits nuclear factor-kappaB signaling pathway through inhibition of receptor-interacting protein and TAK1 leading to suppression of antiapoptotic gene products and potentiation of apoptosis. J. Biol. Chem. 282 (2007) 809-820
    • (2007) J. Biol. Chem. , vol.282 , pp. 809-820
    • Ahn, K.S.1    Sethi, G.2    Krishnan, K.3    Aqqarwal, B.B.4


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