Abstract
In 1922, tocopherol (Toc) was discovered in green leafy vegetables as a micronutrient essential for reproduction [1]. More than 40 years later, tocotrienol (T3) was isolated from latex [2]. Structurally, these two vitamin E differ only in their side chains (Fig. 21.1). Toc has a saturated phytyl side chain, while T3 contains an unsaturated isoprenoid tail. To date, eight substances have been found in nature as vitamin E: α-, β-, γ-, and δ-Toc and α-, β-, γ-, and δ-T3. Vitamin E is synthesized in plastids of plants, and Toc is widely present in a variety of foods such as vegetable oils and nuts. However, T3-containing foods are limited. Rice bran, palm oil, and annatto seeds are rich in T3 [3].
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Abbreviations
- HPLC:
-
High-performance liquid chromatography
- PMC:
-
2,2,5,7,8-Pentamethyl-6-hydroxychromane
- RBO:
-
Rice bran scum oil
- T3:
-
Tocotrienol
- Toc:
-
Tocopherol
References
Evans HM, Bishop KS. On the existence of a hitherto unrecognized dietary factor essential for reproduction. Science. 1922;56:650–1.
Dunphy PJ, Whittle KJ, Pennock JF, Morton RA. Identification and estimation of tocotrienols in Hevea latex. Nature. 1965;207:521–2.
Sookwong P, Nakagawa K, Murata K, et al. Quantitation of tocotrienol and tocopherol in various rice brands. J Agric Food Chem. 2007;55:461–6.
Serbinova E, Kagan V, Han D, et al. Free radical recycling and intramembrane mobility in the antioxidant properties of α-tocopherol and α-tocotrienol. Free Radic Biol Med. 1991;10:263–75.
Khanna S, Roy S, Slivka A, et al. Neuroprotective properties of the natural vitamin E α-tocotrienol. Stroke. 2005;36:2258–64.
Hiura Y, Tachibana H, Arakawa R, et al. Specific accumulation of γ- and δ-tocotrienols in tumor and their antitumor effect in vivo. J Nutr Biochem. 2009;20:607–13.
Nakagawa K, Shibata A, Yamashita S, et al. In vivo angiogenesis is suppressed by unsaturated vitamin E, tocotrienol. J Nutr. 2007;137:1938–43.
Shibata A, Nakagawa K, Sookwong P, et al. Tumor anti-angiogenic effect and mechanism of action of δ-tocotrienol. Biochem Pharmacol. 2008;76:330–9.
Srivastava JK, Gupta S. Tocotrienol-rich fraction of palm oil induces cell cycle arrest and apoptosis selectively in human prostate cancer cells. Biochem Biophys Res Commun. 2006;346:447–53.
Agarwal MK, Agarwal ML, Athar M, et al. Tocotrienol-rich fraction of palm oil activates p53, modulates Bax/Bcl2 ratio and induces apoptosis independent of cell cycle association. Cell Cycle. 2004;3:205–11.
Shah S, Sylvester PW. Tocotrienol-induced caspase-8 activation is unrelated to death receptor apoptotic signaling in neoplastic mammary epithelial cells. Exp Biol Med. 2004;229:745–55.
Theriault A, Chao JT, Gapor A. Tocotrienol is the most effective vitamin E for reducing endothelial expression of adhesion molecules and adhesion to monocytes. Atherosclerosis. 2002;160:21–30.
Ahn KS, Sethi G, Krishnan K, et al. γ-Tocotrienol inhibits nuclear factor-κB signaling pathway through inhibition of receptor-interacting protein and TAK1 leading to suppression of antiapoptotic gene products and potentiation of apoptosis. J Biol Chem. 2007;282:809–20.
Eitsuka T, Nakagawa K, Miyazawa T. Down-regulation of telomerase activity in DLD-1 human colorectal adenocarcinoma cells by tocotrienol. Biochem Biophys Res Commun. 2006;348:170–5.
Pearce BC, Parker RA, Deason ME, et al. Hypocholesterolemic activity of synthetic and natural tocotrienols. J Med Chem. 1922;35:3595–606.
Parker RA, Pearce BC, Clark RW, et al. Tocotrienols regulate cholesterol production in mammalian cells by post-transcriptional suppression of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. J Biol Chem. 1993;268:11230–8.
Song BL, DeBose-Boyd RA. Insig-dependent ubiquitination and degradation of 3-hydroxy-3-methylglutaryl coenzyme a reductase stimulated by δ- and γ-tocotrienols. J Biol Chem. 2006;281:25054–61.
Watkins T, Lenz P, Gapor A, et al. γ-Tocotrienol as a hypocholesterolemic and antioxidant agent in rats fed atherogenic diets. Lipids. 1993;28:1113–8.
Khor H, Chieng D. Effect of dietary supplementation of tocotrienols and tocopherols on serum lipids in the hamster. Nutr Res. 1996;16:1393–401.
Black TM, Wang P, Maeda N, et al. Palm tocotrienols protect ApoE+/− mice from diet-induced atheroma formation. J Nutr. 2000;130:2420–6.
Qureshi AA, Salser WA, Parmar R, et al. Novel tocotrienols of rice bran inhibit atherosclerotic lesions in C57BL/6 ApoE-deficient mice. J Nutr. 2001;131:2606–18.
Qureshi AA, Qureshi N, Wright JJ, et al. Lowering of serum cholesterol in hypercholesterolemic humans by tocotrienols (palmvitee). Am J Clin Nutr. 1991;53:1021S–6.
Sookwong P, Nakagawa K, Yamaguchi Y, et al. Tocotrienol distribution in foods: estimation of daily tocotrienol intake of Japanese population. J Agric Food Chem. 2010;58:3350–5.
Bourre JM, Galea F. An important source of omega-3 fatty acids, vitamin D and E, carotenoids, iodine and selenium: a new natural multi-enriched egg. J Nutr Health Aging. 2005;10:371–6.
Sookwong P, Nakagawa K, Nakajima S, et al. Tocotrienol content in hen eggs: its fortification by supplementing the feed with rice bran scum oil. Biosci Biotechnol Biochem. 2008;72:3044–7.
Meluzzi A, Sirri F, Tallorico N, et al. Dietary vitamin E in production eggs enriched with n-3 fatty acids. In: Proceedings of the VIII European symposium on the quality of eggs and egg products. WPSA Italian Branch, Bologna; 1999. p. 153–9.
Surai PF, Ionov I, Buzhin A, et al. Vitamin E and egg quality. In: Proceedings of the VI European symposium on the quality of eggs and egg products. WPSA Italian Branch, Bologna; 1995. p. 387–94.
Galobart J, Barroeta AC, Cortinas L, et al. Accumulation of α-tocopherol in eggs enriched with ω3 and ω6 polyunsaturated fatty acids. Poult Sci. 2002;81:1873–6.
Chen JY, Latshaw JD, Lee HO, et al. α-Tocopherol content and oxidative stability of egg yolk as related to dietary α-tocopherol. J Food Sci. 1998;63:919–22.
Guang-Hai Q, Sim JS. Natural tocopherol enrichment and its effect in n-3 fatty acid modified chicken eggs. J Agric Food Chem. 1998;46:1920–6.
Grobas S, Mendez J, Bote CL, et al. Effect of vitamin E and A supplementation on egg yolk α-tocopherol concentration. Poult Sci. 2002;81:376–81.
Acknowledgements
A part of this study was supported by KAKENHI (S) (20228002, to T.M.) of JSPS, Japan. We thank Prof. Masaaki Toyomizu (Animal Nutrition, Graduate School of Agricultural Science, Tohoku University, Sendai 981-8555, Japan), Mr. Shin-ichi Nakajima (Technical Center, Toyohashi Feed Mills Co. Ltd., Shinshiro 444-1346, Japan), and Yoshikazu Amano (Sanwa-Yushi Co. Ltd., Tendo 994-0044, Japan) for excellent technical advices.
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2013 Springer Science+Business Media New York
About this chapter
Cite this chapter
Nakagawa, K., Sookwong, P., Miyazawa, T. (2013). Tocotrienol Fortification in Eggs. In: Preedy, V., Srirajaskanthan, R., Patel, V. (eds) Handbook of Food Fortification and Health. Nutrition and Health. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4614-7076-2_21
Download citation
DOI: https://doi.org/10.1007/978-1-4614-7076-2_21
Published:
Publisher Name: Humana Press, New York, NY
Print ISBN: 978-1-4614-7075-5
Online ISBN: 978-1-4614-7076-2
eBook Packages: MedicineMedicine (R0)