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Chemical Compound Review

Aquasol E     (2R)-2,5,7,8-tetramethyl-2- [(4R,8R)-4,8,12...

Synonyms: Denamone, Viteolin, Daltose, Ephanyl, Eprolin, ...
 
 
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Disease relevance of alpha-Tocopherol

  • Vitamin E repletion was achieved in all, either by large oral doses (up to 120 IU per kilogram of body weight per day) or by intramuscular administration of dl-alpha-tocopherol (0.8 to 2.0 IU per kilogram per day) [1].
  • Intraluminal total bile acid concentrations were markedly depressed in group A compared with age-matched controls (0.50 vs. 7.00 mM, p less than 0.001), whereas concentrations were low normal in group B. Intramuscular dl-alpha-tocopherol was well absorbed in 4 group A subjects and corrected abnormal hydrogen peroxide hemolysis [2].
  • In vitro enzyme assays confirmed that VTE3 is the plant functional equivalent of the previously characterized MPBQ/MSBQ MT (Sll0418) from Synechocystis sp PCC6803, although the two proteins are highly divergent in primary sequence [3].
  • Arachidonic acid stimulated protein kinase C activity of erythroleukemia cells and promoted their adhesion, an effect that was also inhibited by dl-alpha-tocopherol [4].
  • Effect of antioxidant therapy with dl-alpha-tocopherol on cardiovascular structure in experimental renal failure [5].
 

Psychiatry related information on alpha-Tocopherol

  • In order to study effects of cigarette smoking and smoking cessation on plasma constituents and enzyme activities related to oxidative stress, 1255 smokers and 524 healthy non-smokers were investigated in terms of plasma levels of lipoperoxides (LPO), nitric oxide (NO), vitamin C (VC), vitamin E (VE) and beta-carotene (beta-CAR) [6].
 

High impact information on alpha-Tocopherol

  • Intestinal absorption of dl-alpha-tocopherol (assessed by an oral tolerance test) was markedly impaired (p less than 0.001) in group A compared with groups B and C, which did not differ from each other [2].
  • To test whether tocopherols (vitamin E) are essential in the protection against oxidative stress in plants, a series of Arabidopsis thaliana vitamin E (vte) biosynthetic mutants that accumulate different types and levels of tocopherols and pathway intermediates were analyzed under abiotic stress [7].
  • Intriguingly, the only prokaryotic genomes that contain VTE3-like sequences are those of two species of archea, suggesting that, in contrast to all other enzymes of the plant tocopherol pathway, the evolutionary origin of VTE3 may have been archeal rather than cyanobacterial [3].
  • VTE3 orthologs are present in all vascular and nonvascular plant databases and in C. reinhardtii but absent from cyanobacterial genomes [3].
  • We therefore investigated the effect of 400 mg DL-alpha-tocopherol acetate daily for 4 wk on ADP- and collagen-induced platelet aggregation and platelet TXA2 production in 22 type I (insulin-dependent) diabetic patients without macroangiopathy and with no or only minimal microangiopathy by a double-blind placebo-controlled crossover study [8].
 

Chemical compound and disease context of alpha-Tocopherol

 

Biological context of alpha-Tocopherol

 

Anatomical context of alpha-Tocopherol

 

Associations of alpha-Tocopherol with other chemical compounds

 

Gene context of alpha-Tocopherol

  • The administration of HYA and C4S starting at the onset of arthritis (day 11) for 20 days, limited inflammation and the clinical signs in the knee and paw, reduced OH* production, decreased CD levels, partially restored the endogenous antioxidants VE and CA, reduced MIP-2 serum levels and limited PMNs infiltration [25].
  • The value of VC, VE and beta-CAR in plasma and that of SOD, CAT and GSH-Px in erythrocytes of PCg gradually decreased (P < 0.0001), representing a significant linear negative correlation [26].
  • RESULTS: Baseline GSH and VE levels were significantly lower in the COPD group when compared with the control subjects [27].
  • To determine if cancer can originate in utero, a high dietary dose of the antioxidant vitamin E (VE) (10% dl-alpha-tocopherol-acetate) was given to cancer-prone p53 knockout mice throughout pregnancy [28].
  • Synthetic vitamin E, dl-alpha-tocopherol, added to a human erythroleukemia HEL and a megakaryoblastic leukemia, Meg-01, cell culture produced potent dose-dependent inhibition of phorbol ester-induced adhesion and of the morphologic changes accompanying it [4].
 

Analytical, diagnostic and therapeutic context of alpha-Tocopherol

References

  1. Improved neurologic function after long-term correction of vitamin E deficiency in children with chronic cholestasis. Sokol, R.J., Guggenheim, M.A., Iannaccone, S.T., Barkhaus, P.E., Miller, C., Silverman, A., Balistreri, W.F., Heubi, J.E. N. Engl. J. Med. (1985) [Pubmed]
  2. Mechanism causing vitamin E deficiency during chronic childhood cholestasis. Sokol, R.J., Heubi, J.E., Iannaccone, S., Bove, K.E., Balistreri, W.F. Gastroenterology (1983) [Pubmed]
  3. Highly divergent methyltransferases catalyze a conserved reaction in tocopherol and plastoquinone synthesis in cyanobacteria and photosynthetic eukaryotes. Cheng, Z., Sattler, S., Maeda, H., Sakuragi, Y., Bryant, D.A., DellaPenna, D. Plant Cell (2003) [Pubmed]
  4. dl-alpha-tocopherol, a potent inhibitor of phorbol ester induced shape change of erythro- and megakaryoblastic leukemia cells. Steiner, M., Li, W., Ciaramella, J.M., Anagnostou, A., Sigounas, G. J. Cell. Physiol. (1997) [Pubmed]
  5. Effect of antioxidant therapy with dl-alpha-tocopherol on cardiovascular structure in experimental renal failure. Amann, K., Törnig, J., Buzello, M., Kuhlmann, A., Gross, M.L., Adamczak, M., Buzello, M., Ritz, E. Kidney Int. (2002) [Pubmed]
  6. Effects of cigarette smoking and smoking cessation on plasma constituents and enzyme activities related to oxidative stress. Zhou, J.F., Yan, X.F., Guo, F.Z., Sun, N.Y., Qian, Z.J., Ding, D.Y. Biomed. Environ. Sci. (2000) [Pubmed]
  7. Tocopherols play a crucial role in low-temperature adaptation and Phloem loading in Arabidopsis. Maeda, H., Song, W., Sage, T.L., Dellapenna, D. Plant Cell (2006) [Pubmed]
  8. Effect of vitamin E supplementation on platelet thromboxane A2 production in type I diabetic patients. Double-blind crossover trial. Gisinger, C., Jeremy, J., Speiser, P., Mikhailidis, D., Dandona, P., Schernthaner, G. Diabetes (1988) [Pubmed]
  9. Oxidized low-density lipoprotein is cytotoxic to human monocyte-macrophages: protection with lipophilic antioxidants. Marchant, C.E., Law, N.S., van der Veen, C., Hardwick, S.J., Carpenter, K.L., Mitchinson, M.J. FEBS Lett. (1995) [Pubmed]
  10. Effect of parenteral antioxidants on adrenal pathobiology and leukocytes in hyperammonaemic toxaemia. Guerrini, V.H. Free Radic. Res. (1995) [Pubmed]
  11. Effect of dietary dl-alpha-tocopherol on tissue alpha- and gamma-tocopherol and pulmonary hypertension syndrome (ascites) in broilers. Bottje, W.G., Erf, G.F., Bersi, T.K., Wang, S., Barnes, D., Beers, K.W. Poult. Sci. (1997) [Pubmed]
  12. The effects of kallidinogenase on choroidal blood flow in a hypertensive rabbit model. Yamaguchi, T., Nagano, H., Yamaguchi, M., Suzuki, T., Saito, Y., Tano, Y. Curr. Eye Res. (1999) [Pubmed]
  13. Plasma tocopherol concentrations in response to supplemental vitamin E. Dimitrov, N.V., Meyer, C., Gilliland, D., Ruppenthal, M., Chenoweth, W., Malone, W. Am. J. Clin. Nutr. (1991) [Pubmed]
  14. A ferriprotoporphyrin IX-chloroquine complex promotes membrane phospholipid peroxidation. A possible mechanism for antimalarial action. Sugioka, Y., Suzuki, M., Sugioka, K., Nakano, M. FEBS Lett. (1987) [Pubmed]
  15. Modification of survival and hematopoiesis in mice by tocopherol injection following irradiation. Bichay, T.J., Roy, R.M. Strahlentherapie und Onkologie : Organ der Deutschen Röntgengesellschaft ... [et al]. (1986) [Pubmed]
  16. dl-alpha-tocopherol induces apoptosis in erythroleukemia, prostate, and breast cancer cells. Sigounas, G., Anagnostou, A., Steiner, M. Nutrition and cancer. (1997) [Pubmed]
  17. Fanconi anemia lymphocytes: effect of DL-alpha-tocopherol (Vitamin E) on chromatid breaks and on G2 repair efficiency. Pincheira, J., Bravo, M., Santos, M.J., de la Torre C, n.u.l.l., López-Sáez, J.F. Mutat. Res. (2001) [Pubmed]
  18. Preferential incorporation of docosahexaenoic acid into nonphosphorus lipids and phosphatidylethanolamine protects rats from dietary DHA-stimulated lipid peroxidation. Kubo, K., Saito, M., Tadokoro, T., Maekawa, A. J. Nutr. (2000) [Pubmed]
  19. Cellular damage in mouse peritoneal macrophages exposed to cholesteryl linoleate. Reid, V.C., Brabbs, C.E., Mitchinson, M.J. Atherosclerosis (1992) [Pubmed]
  20. Reduction of benzo(a)pyrene induced chromosomal aberrations by DL-alpha-tocopherol. Smalls, E., Patterson, R.M. Eur. J. Cell Biol. (1982) [Pubmed]
  21. Antigoitrogenic effect of combined supplementation with dl-alpha-tocopherol, ascorbic acid and beta-carotene and of dl-alpha-tocopherol alone in the rat. Mutaku, J.F., Many, M.C., Colin, I., Denef, J.F., van den Hove, M.F. J. Endocrinol. (1998) [Pubmed]
  22. Studies on the effects of vitamin E on neuroblastoma N1E 115. Slack, R., Proulx, P. Nutrition and cancer. (1989) [Pubmed]
  23. Dietary functional ingredients: performance of animals and quality and storage stability of irradiated raw Turkey breast. Yan, H.J., Lee, E.J., Nam, K.C., Min, B.R., Ahn, D.U. Poult. Sci. (2006) [Pubmed]
  24. Effects of dietary functional ingredients and packaging methods on sensory characteristics and consumer acceptance of irradiated turkey breast meat. Yan, H.J., Lee, E.J., Nam, K.C., Min, B.R., Ahn, D.U. Poult. Sci. (2006) [Pubmed]
  25. Aromatic trap analysis of free radicals production in experimental collagen-induced arthritis in the rat: protective effect of glycosaminoglycans treatment. Campo, G.M., Avenoso, A., Campo, S., Ferlazzo, A., Altavilla, D., Micali, C., Calatroni, A. Free Radic. Res. (2003) [Pubmed]
  26. Oxidative stress before and after operation in patients with chronic cholecystitis containing gallstone. Zhou, J.F., Chen, P., Yang, J.L., Zhu, Y.G., Peng, C.H., Wu, Y.L. Biomed. Environ. Sci. (2000) [Pubmed]
  27. The effects of antioxidants on exercise-induced lipid peroxidation in patients with COPD. Agacdiken, A., Basyigit, I., Ozden, M., Yildiz, F., Ural, D., Maral, H., Boyaci, H., Ilgazli, A., Komsuoglu, B. Respirology (2004) [Pubmed]
  28. Enhanced tumorigenesis in p53 knockout mice exposed in utero to high-dose vitamin E. Chen, C.S., Wells, P.G. Carcinogenesis (2006) [Pubmed]
  29. Effect of intramuscular vitamin E on mortality and intracranial hemorrhage in neonates of 1000 grams or less. Fish, W.H., Cohen, M., Franzek, D., Williams, J.M., Lemons, J.A. Pediatrics (1990) [Pubmed]
  30. Topical vitamin E inhibition of immunosuppression and tumorigenesis induced by ultraviolet irradiation. Gensler, H.L., Magdaleno, M. Nutrition and cancer. (1991) [Pubmed]
  31. The effect of modest vitamin E supplementation on lipid peroxidation products and other cardiovascular risk factors in diabetic patients. Jain, S.K., McVie, R., Jaramillo, J.J., Palmer, M., Smith, T., Meachum, Z.D., Little, R.L. Lipids (1996) [Pubmed]
  32. Interrelationships among liposoluble vitamins in ruminants. Hidiroglou, M., Williams, C.J. Am. J. Vet. Res. (1986) [Pubmed]
  33. Vitamin E supplementation, plasma lipids and incidence of restenosis after percutaneous transluminal coronary angioplasty (PTCA). DeMaio, S.J., King, S.B., Lembo, N.J., Roubin, G.S., Hearn, J.A., Bhagavan, H.N., Sgoutas, D.S. Journal of the American College of Nutrition. (1992) [Pubmed]
 
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