Hepatic processing determines dual activity of α-tocopheryl succinate: A novel paradigm for a shift in biological activity due to pro-vitamin-to-vitamin conversion

Biochemical and Biophysical Research Communications

Volumn 327, Issue 4, 2005, Pages 1024-1027

  Neuzil, Jiri ^a,b   Massa, Helen ^a  

^a GRIFFITH UNIVERSITY   (Australia)

^b INSTITUTE OF MOLECULAR GENETICS   (Czech Republic)

Author keywords

Tocopheryl succinate; Dual activity; Hepatic processing; Vitamin E

Indexed keywords

ALPHA TOCOPHEROL; ALPHA TOCOPHEROL SUCCINATE;

ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG BLOOD LEVEL; DRUG EFFECT; DRUG HYDROLYSIS; DRUG MECHANISM; LIVER BLOOD FLOW; LIVER METABOLISM; MOUSE; NONHUMAN; OXIDATION REDUCTION REACTION; PRIORITY JOURNAL;

ANIMALS; LIVER; MICE; MICE, INBRED C57BL; MOLECULAR STRUCTURE; PRODRUGS; VITAMIN E;

EID: 12344254836     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbrc.2004.12.115     Document Type: Article

References (26)

1. J. Neuzil, M. Tomasetti, A.S. Mellick, R. Alleva, B.A. Salvatore, M. Birringer, and M.W. Fariss Vitamin E analogues: a new class of inducers of apoptosis with selective anti-cancer effect Curr. Cancer Drug Targets 4 2004 267 284
2. J. Neuzil Vitamin E succinate and cancer treatment: a vitamin E prototype for selective anti-tumour activity Br. J. Cancer 89 2003 1822 1826
3. J. Neuzil, T. Weber, A. Schröder, M. Lu, G. Ostermann, N. Gellert, G.C. Mayne, B. Olejnicka, A. Nègre-Salvayre, M. Sticha, R.J. Coffey, and C. Weber Induction of apoptosis in cancer cells by α-tocopheryl succinate: molecular pathways and structural requirements FASEB J. 15 2001 403 415
4. M.P. Malafa, F.D. Fokum, A. Mowlavi, M. Abusief, and M. King Vitamin E inhibits melanoma growth in mice Surgery 131 2002 85 91
5. T. Weber, M. Lu, L. Andera, H. Lahm, N. Gellert, M.W. Fariss, V. Korinek, W. Sattler, D.S. Ucker, A. Terman, A. Schröder, W. Erl, U.T. Brunk, R.J. Coffey, C. Weber, and J. Neuzil Clin. Cancer Res. 8 2001 863 869
6. M. Tomasetti, N. Gellert, A. Procopio, and J. Neuzil A vitamin E analogue suppresses malignant mesothelioma in a pre-clinical model: a prototype of a future drug against a fatal neoplastic disease? Int. J. Cancer 109 2004 641 642
7. K. Kogure, S. Manabe, S. Hama, A. Tokumura, and K. Fukuzawa Potentiation of anti-cancer effect by intravenous administration of vesiculated α-tocopheryl hemisuccinate on mouse melanoma in vivo Cancer Lett. 192 2003 19 24
8. J. Neuzil, T. Weber, N. Gellert, and C. Weber Selective cancer cell killing by α-tocopheryl succinate Br. J. Cancer 84 2001 87 89
9. K. Kogure, S. Hama, S. Manabe, A. Tokumura, and K. Fukuzawa High cytotoxicity of α-tocopheryl hemisuccinate to cancer cells is due to failure of their antioxidative defence systems Cancer Lett. 186 2002 151 156
10. X.F. Wang, P.K. Witting, B.A. Salvatore, and J. Neuzil α-Tocopheryl succinate induces apoptosis in HER2/erbB2-overexpressing breast cancer cells by signalling via the mitochondrial pathway Biochem. Biophys. Res. Commun. 326 2005 282 289
11. T. Weber, H. Dalen, L. Andera, A. Nègre-Salvayre, N. Augé, M. Sticha, A. Loret, A. Terman, P.K. Witting, M. Higuchi, M. Plasilova, J. Zivny, N. Gellert, C. Weber, and J. Neuzil Mitochondria play a central role in apoptosis induced by α-tocopheryl succinate, an agent with anticancer activity. Comparison with receptor-mediated pro-apoptotic signaling Biochemistry 42 2003 4277 4291
12. J. Neuzil, M. Zhao, G. Ostermann, M. Sticha, N. Gellert, C. Weber, J.W. Eaton, and U.T. Brunk α-Tocopheryl succinate, an agent with in vivo anti-tumour activity, induces apoptosis by causing lysosomal instability Biochem. J. 362 2002 709 715
13. P.J. Pussinen, H. Lindner, O. Glatter, H. Reicher, G.M. Kostner, A. Wintersperger, E. Malle, and W. Sattler Lipoprotein-associated α-tocopheryl-succinate inhibits cell growth and induces apoptosis in human MCF-7 and HBL-100 breast cancer cells Biochim. Biophys. Acta 1485 2000 129 144
14. J. Neuzil, A. Kontush, and C. Weber Vitamin E in atherosclerosis: linking the chemical, biological and clinical aspects of the disease Atherosclerosis 157 2001 257 283
15. J. Neuzil, S.R. Thomas, and R. Stocker Requirement for, promotion, or inhibition by α-tocopherol of radical-induced initiation of plasma lipoprotein lipid peroxidation Free Rad. Biol. Med. 22 1997 57 71
16. M. Li-Weber, M.A. Weigand, M. Giaisi, D. Suss, M.K. Treiber, S. Baumann, E. Ritsou, R. Breitkreutz, and P.H. Krammer Vitamin E inhibits CD95 ligand expression and protects T cells from activation-induced cell death J. Clin. Invest. 110 2002 681 690
17. M. Li-Weber, M. Giaisi, M.K. Treiber, and P.H. Krammer Vitamin E inhibits IL-4 gene expression in peripheral blood T cells Eur. J. Immunol. 32 2002 2401 2408
18. K.J. Malmberg, R. Lenkei, M. Petersson, T. Ohlum, F. Ichihara, B. Glimelius, J.E. Frodin, G. Masucci, and R. Kiessling A short-term dietary supplementation of high doses of vitamin E increases T helper 1 cytokine production in patients with advanced colorectal cancer Clin. Cancer Res. 8 2002 1772 1778
19. A. Hrzenjak, H. Reicher, A. Wintersperger, B. Steinecker-Frohnwieser, P. Sedlmayr, H. Schmidt, T. Nakamura, E. Malle, and W. Sattler Inhibition of lung carcinoma cell growth by high density lipoprotein-associated α-tocopheryl-succinate Cell Mol. Life Sci. 61 2004 1520 1531
20. H.J. Kayden, and M.G. Traber Absorption, lipoprotein transport, and regulation of plasma concentrations of vitamin E in humans J. Lipid Res. 34 1993 343 358
21. M.G. Traber, R. Ramakrishnan, and H.J. Kayden Human plasma vitamin E kinetics demonstrate rapid recycling of plasma RRR α-tocopherol Proc. Natl. Acad. Sci. USA 91 1994 10005 10008
22. Y. Terasawa, Z. Ladha, S.W. Leonard, J.D. Morrow, D. Newland, D. Sanan, L. Packer, M.G. Traber, and R.V. Farese Increased atherosclerosis in hyperlipidemic mice deficient in α-tocopherol transfer protein and vitamin E Proc. Natl. Acad. Sci. USA 97 2000 13830 13834
23. R. Mentlein, and E. Heymann Hydrolysis of ester- and amide-type drugs by the purified isoenzymes of nonspecific carboxylesterase from rat liver Biochem. Pharmacol. 33 1984 1243 1248
24. D.E. Kaempf-Rotzoll, M.G. Traber, and H. Arai Vitamin E and transfer proteins Curr. Opin. Lipidol. 14 2003 249 254
25. L.C. Eriksson, A. Blanck, K.W. Bock, and B. Mannervik Metabolism of xenobiotics in hepatocyte nodules Toxicol. Pathol. 15 1987 27 42
26. M.K. Danks, and P.M. Potter Enzyme-prodrug systems: carboxylesterase/CPT- 11 Methods Mol. Med. 90 2004 247 262