Redox-silent tocotrienol esters as breast cancer proliferation and migration inhibitors

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 22, 2010, Pages 8066-8075

  Behery, Fathy A ^a   Elnagar, Ahmed Y ^a   Akl, Mohamed R ^a   Wali, Vikram B ^a   Abuasal, Bilal ^a   Kaddoumi, Amal ^a   Sylvester, Paul W ^a   El Sayed, Khalid A ^a  

^a UNIVERSITY OF LOUISIANA AT MONROE   (United States)

Author keywords

Anti migratory; Antiproliferative; Breast cancer; Chemical stability; Semisynthetic esterification; Tocotrienol; Vitamin E; Water solubility

Indexed keywords

4 [2,8 DIMETHYL 2 (4,8,12 TRIMETHYLTRIDECA 3,7,11 TRIENYL)CHROMAN 6 YLOXY] 4 OXOBUT 2 ENOIC ACID; 4 [[2,7,8 TRIMETHYL 2 (4,8,12 TRIMETHYLTRIDECA 3,7,11 TRIENYL)CHROMAN 6 YLOXY]CARBONYL]ISOPHTHALIC ACID; 4 OXO 4 [2,5,7,8 TETRAMETHYL 2 (4,8,12 TRIMETHYLTRIDECA 3,7,11 TRIENYL)CHROMAN 6 YLOXY]BUT 2 ENOIC ACID; ACID ANHYDRIDE; ALPHA TOCOPHEROL DERIVATIVE; ALPHA TOCOPHEROL SUCCINATE; ALPHA TOCOTRIENOL; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; BREAST CANCER; BREAST EPITHELIUM; CANCER INHIBITION; CELL FUNCTION; CELL GROWTH; CELL MIGRATION; CELL PROLIFERATION; CONTROLLED STUDY; DRUG METABOLISM; DRUG POTENCY; DRUG SOLUBILITY; DRUG STABILITY; DRUG SYNTHESIS; DRUG TRANSPORT; ESTERIFICATION; HUMAN; HUMAN CELL; IC 50; METASTASIS; MOUSE; NONHUMAN; OXIDATION REDUCTION REACTION; PHYSICAL CHEMISTRY; PRECANCER; RAT; WOUND HEALING;

ANIMALS; ANTINEOPLASTIC AGENTS; BREAST NEOPLASMS; CELL LINE, TUMOR; CELL MOVEMENT; CELL PROLIFERATION; EPITHELIAL CELLS; ESTERS; FEMALE; HUMANS; MAMMARY GLANDS, ANIMAL; MICE; OXIDATION-REDUCTION; RATS; SOLUBILITY; TOCOTRIENOLS;

RODENTIA;

EID: 78449243044     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2010.09.009     Document Type: Article

References (36)

1. L. Packer Am. J. Clin. Nutr. 53 1993 1050S
2. A. Kamal-Eldin, and L. Appelqvist Lipids 31 1996 671
3. G.W. Burton Proc. Nutr. Soc. 53 1994 251
4. C.K. Sen, S. Khanna, and S. Roy Mol. Aspects Med. 28 2007 692
5. H. Sies Oxidative Stress: Introduction Oxidative Stress: Oxidants and Antioxidants 1991 Academic Press London xv
6. L. Packer, S.U. Weber, and G. Rimbach J. Nutr. 131 2001 369S
7. E. Serbinova, V. Kagen, D. Han, and L. Packer Free Radical Biol. Med. 10 1991 263
8. L. Packer Nutrition and Biochemistry of the Lipophilic Antioxidants, Vitamin E and Carotenoids A.S.H. Ong, E. Niki, L. Packer, Nutrition, Lipids, Health and Disease 1995 American Oil Chemists Society Champaign, IL 8 Chapter 2
9. C.K. Sen, S. Khanna, and S. Roy Life Sci. 78 2006 2088
10. J.P. Kamat, and T.P.A. Devasagayam Neurosci. Lett. 195 1995 179
11. Z. Xu, N. Hua, and J.S. Godber J. Agric. Food Chem. 49 2001 2077
12. A. Basu, and V. Imrhan Nutr. Rev. 63 2005 247
13. K. Kline, W. Yu, and B.G. Sanders J. Nutr. 134 2004 3458S
14. J. Neuzil, M. Tomasetti, Y. Zhao, L.F. Dong, M. Birringer, X.F. Wang, P. Low, K. Wu, B.A. Salvatore, and S.J. Ralph Mol. Pharmacol. 71 2007 1185
15. X.F. Wang, L. Dong, Y. Zhao, M. Tomasetti, K. Wu, and J. Neuzil Mol. Nutr. Food Res. 50 2006 675
16. R. Eitenmiller, and L. Lee Vitamin E: Food Chemistry, Composition, and Analysis 2004 Marcel Dekker Inc. New York, Basil pp 89-135
17. C.K. Chow Vitamin E R.B. Bruker, J.W. Suttie, D.B. McCormick, L.J. Machlin, Hand Book of Vitamins 2001 Marcel Dekker Inc. New York, Basel 165
18. M.A. Repka, and J.W. McGinity Int. J. Pharm. 202 2000 63
19. J.M. Zingg Mini-Rev. Med. Chem. 7 2007 543
20. K.C. Hayes, A. Pronczuk, and J.S. Liang Proc. Soc. Exp. Biol. Med. 202 1993 353
21. S.P. Yap, K.H. Yuen, and J.W. Wong J. Pharm. Pharmacol. 53 2001 67
22. B. Abuasal, P.W. Sylvester, and A. Kaddoumi Drug Metab. Dispos. 38 2010 939
23. R.J. Sokol, N. Butler-Simon, C. Conner, J.E. Heubi, F.R. Sinatra, F.J. Suchy, M.B. Heyman, J. Perrault, R.J. Rothbaum, J. Levy, S.T. Iannaccone, B.L. Shneider, T.K. Koch, and M.R. Narkewicz Gastroenterology 104 1993 1727
24. A.S. Csallany, and H.H. Draper Arch. Biochem. Biophys. 100 1963 335
25. H.H. Draper, A.H. Csallany, and M. Chiu Lipids 2 1967 47
26. N. Schltz, M. Leist, M. Petrzika, B. Gassmann, and R. Breigelius-Flohe Am. J. Clin. Nutr. 62 1995 1527S
27. A.Y. Elnagar, V.B. Wali, P.W. Sylvester, and K.A. El Sayed Bioorg. Med. Chem. 18 2010 755
28. M. Birringer, J.H. Eytina, B.A. Salvatore, and J. Neuzil Br. J. Cancer 88 2003 1948
29. B.S. McIntyre, K.P. Briski, A. Gabor, and P.W. Sylvester Proc. Soc. Exp. Biol. Med. 224 2000 292
30. C.F. Lin, T.C. Chang, C.-C. Chiang, H.I. Tsai, and L.Y. Hsu Chem. Pharm. Bull. 53 2005 1402
31. S. Inayama, K. Harimaya, H. Hori, T. Ohkura, T. Kawamata, M. Hikichi, and T. Yokokura Chem. Pharm. Bull. 32 1984 1135
32. M.B. Andrus, J. Liu, E.L. Meredith, and E. Nartey Tetrahedron Lett. 44 2003 4819
33. J. Takata, R. Hidaka, A. Yamasaki, A. Hattori, T. Fukushima, M. Tanabe, K. Matsunaga, Y. Karube, and K. Imai Lipid Res. 43 2002 2196
34. L.W. Anderson, K.G. Danielson, and H.L. Hosick In Vitro 15 1979 841
35. V.B. Wali, and P.W. Sylvester Lipids 42 2007 1113
36. P.W. Sylvester, H.P. Birkenfeld, H.L. Hosick, and K.P. Briski Exp. Cell Res. 214 1994 145