Anti-inflammatory effects of tocopherol metabolites

Biochemical and Biophysical Research Communications

Volumn 319, Issue 3, 2004, Pages 1047-1052

  Grammas, Paula ^a,c   Hamdheydari, Ladan ^a,c   Benaksas, Elaine J ^d   Mou, Shenyun ^b   Pye, Quentin N ^b   Wechter, William J ^d   Floyd, Robert A ^a,b,c   Stewart, Charles ^b   Hensley, Kenneth ^a,b,c  

^a UNIVERSITY OF OKLAHOMA   (United States)

^b OKLAHOMA MEDICAL RESEARCH FOUNDATION   (United States)

^c UNIVERSITY OF OKLAHOMA COLLEGE OF MEDICINE   (United States)

^d Encore Pharmaceuticals Inc   (United States)

Author keywords

Tocopherol; Tocopherol; Carboxyethylhydroxychroman; Endothelial; Inflammation; Microglia

Indexed keywords

2,5,7,8 TETRAMETHYL 2 (BETA CARBOXYETHYL) 6 HYDROXYCHROMAN; 2,7,8 TRIMETHYL 2 (BETA CARBOXYETHYL) 6 HYDROXYCHROMAN; ALPHA TOCOPHEROL; BACTERIUM LIPOPOLYSACCHARIDE; CYTOKINE; DRUG METABOLITE; GAMMA TOCOPHEROL; NITRITE; PROSTAGLANDIN E2; TOCOPHEROL; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; AORTA; ARTICLE; CELL CULTURE; CELL STIMULATION; CELL TYPE; CONTROLLED STUDY; DRUG EFFECT; DRUG EFFICACY; DRUG SCREENING; ENDOTHELIUM CELL; INFLAMMATION; INHIBITION KINETICS; MEASUREMENT; MICROGLIA; NONHUMAN; PRIORITY JOURNAL; PROSTAGLANDIN SYNTHESIS; RAT;

ANIMALS; ANTI-INFLAMMATORY AGENTS; ANTIOXIDANTS; CELLS, CULTURED; DINOPROSTONE; DOSE-RESPONSE RELATIONSHIP, DRUG; ENDOTHELIAL CELLS; LIPOPOLYSACCHARIDES; MICE; MICROGLIA; NITRITES; RATS; TOCOPHEROLS; TUMOR NECROSIS FACTOR-ALPHA;

BACTERIA (MICROORGANISMS);

EID: 2942588810     PISSN: 0006291X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bbrc.2004.05.082     Document Type: Article

References (28)

1. Spencer A.P., Carson D.S., Crouch M.A. Vitamin E and coronary artery disease. Arch. Intern. Med. 159:1999;1313-1320
2. Gey K.F., Puska P., Jordan P., Moser U.K. Inverse correlation between plasma vitamin E and mortality from ischemic heart disease in cross-cultural epidemiology. Am. J. Clin. Nutr. 53:1991;S326-S334
3. Vivekananthan D.P., Penn M.S., Sapp S.K., Hsu A., Topol E.J. Use of antioxidant vitamins for the prevention of cardiovascular disease: meta-analysis of randomised trials. Lancet. 361:2003;2017-2023
4. Burton G.W., Ingold K.U. Autoxidation of biological molecules. 1. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro. J. Am. Chem. Soc. 103:1981;6472-6477
5. Century B., Horwitt M.K. Biological availability of various forms of vitamin E with respect to different indices of deficiency. Fed. Proc. 24:1965;906-911
6. Jiang Q., Elson-Schwab I., Courtemance C., Ames B.N. Gamma-tocopherol and its major metabolite, in contrast to alpha-tocopherol, inhibit cyclooxygenase activity in macrophages and epithelial cells. Proc. Natl. Acad. Sci. USA. 97:2000;11494-11499
7. Jiang Q., Ames B.N. Gamma-tocopherol, but not alpha-tocopherol, decreases proinflammatory eicosanoids and inflammation damage in rats. FASEB J. 17:2003;816-822
8. Jiang Q., Lykkesfeldt J., Shigenaga M.K., Shigeno E.T., Christen S., Ames B.N. Gamma-tocopherol supplementation inhibits protein nitration and ascorbate oxidation in rats with inflammation. Free Rad. Biol. Med. 33:2002;1534-1542
9. Funk C.D. Prostaglandins and leukotrienes: advances in eicosanoid biology. Science. 294:2001;1871-1875
10. Cooney R.V., Franke A.A., Harwood P.J., Hatch-Pigott V., Custer L.J., Mordan L.J. Gamma-tocopherol detoxification of nitrogen dioxide: superiority to alpha-tocopherol. Proc. Natl. Acad. Sci. USA. 90:1993;1771-1775
11. Christen S., Woodall A.A., Shigenaga M.K., Southwell-Keely P.T., Duncan M.W., Ames B.N. Gamma-tocopherol traps mutagenic electrophiles such as NO(X) and complements alpha-tocopherol: physiological implications. Proc. Natl. Acad. Sci. USA. 94:1997;3217-3222
12. Huang H-Y., Alberg A.J., Norkus E., Hoffman S.C., Comstock G.W., Helzsouer K.J. Prospective study of antioxidant micronutrients in the blood and the risk of developing prostate cancer. Am. J. Epidemiol. 157:2003;335-344
13. Ruiz Rejón F., Martin-Pena G., Granado F., Ruiz-Galiana J., Blanco I., Olmedilla B. Plasma status of retinol, alpha- and gamma-tocopherols, and main carotenoids to first myocardial infarction: case control and follow-up study. Nutrition. 18:2002;26-31
14. Wechter W.J., Kantoci D., Murray E.D.J., D'Amico D.C., Jung M.E., Wang W.-H. A new endogenous natriuretic factor: LLU-α Proc. Natl. Acad. Sci. USA. 93:1996;6002-6007
15. Hensley K., Benaksas E.J., Bolli R., Comp P., Grammas P., Hamdheydari L., Mou S., Pye Q.N., Stoddard M.F., Wallis G., Williamson K.S., West M., Wechter W.J., Floyd R.A. New perspectives on vitamin E: gamma-tocopherol and carboxyelthylhydroxychroman metabolites in biology and medicine. Free Rad. Biol. Med. 36:2004;1-15
16. Diglio C.A., Grammas P., Giacomelli F., Wiener J. Angiogenesis in rat aorta ring explant cultures. Lab. Invest. 60:1989;523-531
17. Diglio C.A., Liu W., Grammas P., Giacomelli F., Wiener J. Isolation and characterization of cerebral resistance vessel endothelium in culture. Tissue Cell. 25:1993;833-846
18. Walker W.S., Gatewood J., Olivas E., Askew D., Havenith C.E. Mouse microglial cell lines differing in constitutive and interferon-gamma-inducible antigen-presenting activities for naive and memory CD4+ and CD8+ T cells. J. Neuroimmunol. 63:1995;163-174
19. Hensley K., Fedynyshyn J., Ferrel S., Floyd R.A., Gordon B., Grammas P., Hamdheydari L., Mhatre M., Mou S., Pye Q.N., Stewart C., West M., West S., Williamson S.K. Message and protein-level elevation of tumor necrosis factor α (TNF-α) and TNFα-modulating cytokines in spinal cords of the G93A-SOD1 mouse model for amyotrophic lateral sclerosis. Neurobiol. Dis. 14:2003;74-80
20. Marzinzig M., Nussler A.K., Stadler J., Marzinzig E., Barthlen W.P., Nussler N.C., Beger H.G., Morris S.M. Jr., Bruckner U.B. Improved methods to measure end products of nitric oxide in biological fluids: nitrite, nitrate, and. S -nitrosothiols Nitric Oxide. 1:1997;177-189
21. Paludan S.R. Synergistic action of pro-inflammatory agents: cellular and molecular aspects. J. Leukoc. Biol. 67:2000;18-25
22. Chen M., Onal V.O., Li M., Ferrante R.J., Fink K.B., Zhu S., Bian J., Guo L., Farrel L.A., Hersch S.M., Hobbs W., Vonsattel J.P., Cha J.H., Friedlander R.M. Minocycline inhibits caspase-1 and caspase-3 expression and delays mortality in a transgenic mouse model of Huntington disease. Nat. Med. 6:2000;797-801
23. Tikka T., Fiebich B.L., Goldsteins G., Keinanen R., Koistinaho J. Minocycline, a tetracycline derivative, is neuroprotective against excitotoxicity by inhibiting activation and proliferation of microglia. J. Neurosci. 21:2001;2580-2588
24. Zhu S., Stavrovskaya I.G., Drozda M., Kim B.Y., Ona V., Li M., Sarang S., Liu A.S., Hartley D.M., Wu du C., Gullans S., Ferrante R.J., Przedborski S., Kristal B.S., Friedlander R.M. Minocycline inhibits cytochrome. c release and delays progression of amyotrophic lateral sclerosis in mice Nature. 417:2002;74-78
25. Jiang Q., Christen S., Shigenaga M.K., Ames B. Gamma-tocopherol, the major form of vitamin E in the US diet, deserves more attention. Am. J. Clin. Nutr. 74:2001;714-722
26. Birringer M., Dogan D., Brigelius-Flohe R. Tocopherols are metabolized in HepG2 cells by side chain omega-oxidation and consecutive beta-oxidation. Free Rad. Biol. Med. 31:2001;226-232
27. Murray E.D. Jr., Wechter W.J., Kantoci D., Wang W.H., Pham T., Quiggle D.D., Gibson K.M., Leipold D., Anner B.M. Endogenous natriuretic factors 7: biospecificity of a natriuretic gamma-tocopherol metabolite LLU-alpha. J. Pharmacol. Exp. Ther. 282:1997;657-662
28. Murray E.D. Jr., Kantoci D., Dewind S.A., Bigornia A.E., D'Amico D.C., King J.G., Pham T., Levine B.J., Jung M.E., Wechter W.J. Endogenous natriuretic factors 3: isolation and characterization of human natriuretic factors LLU-alpha, LLU-beta 1, and LLU-gamma. Life Sci. 57:1995;2145-2161