Abstract
The stabilityof vitamin A was studied in thee different emulsions: oil-in-water (O/W), water-in-oil (W/O), and oil-in-water-in-oil (O/W/O). The stability of retinol (vitamin A alcohol) in the O/W/O emulsion was the highest among the thee types of emulsions; remaining percentages at 50°C after 4 wk in the O/W/O, W/O, and O/W emulsions were 56.9, 45.7, and 32.3, respectively. With increasing peroxide value of O/W and W/O emulsifiers, the remaining percentage of vitamin A palmitate and retinol in the emulsions decreased significantly, indicating that peroxides in the formulae accelerate the decomposition of vitamin A. Organophilic clay mineral (an oil gelling agent and a W/O emulsifier) also affected the stability of retinol; synthesized saponite was better than naturally occurring bentonite for retinol stability. The stability of retinol in the O/W/O emulsion increased with increasing inner oil phase ratio (φi), whereas in O/W it was unaffected by φi. Encapsulation percent of retinol in the O/W/O emulsion, the ratio of retinol in the inner oil phase to the total amount in the emulsion, increased with increasing φi. The remaining percent of retinol in the O/W/O emulsion was in excellent agreement with encapsulation percent, suggesting that retinol in the inner oil phase is more stable than that in the outer oil phase. Addition of antioxidants (tert-butylhydroxytoluene, sodium ascorbate, and EDTA) to the O/W/O emulsion improved the stability of retinol up to 77.1% at 50°C after 4 wk. We conclude that the O/W/O emulsion is a useful formula to stabilize vitamin A.
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References
Underwood, B.A., Vitamin A in Animal and Human Nutrition, in The Retinoids, edited by M.B. Sporn, A.B. Roberts, and D.S. Goodman, Academic Press, New York, 1984, pp. 282–377.
Kang, S., E.A. Duell, G.J. Fisher, S.C. Datta, Z. Wang, A.P. Reddy, A. Tavakkol, J.Y. Yi, C.E.M. Griffiths, J.T. Elder, and J.J. Voorhees, Application of Retinol to Human Skin In Vivo Induces Epidermal Hyperplasia and Cellular Retinoid Binding Proteins Characteristic of Retinoic Acid but Without Measurable Retinoic Acid Levels or Irritation, J. Invest. Dermatol. 105:549–556 (1995).
Tan, X., N. Meltzer, and S. Lindenbaum, Determination of the Kinetics of Degradation of 13-cis-Retinoic and All-trans-Retinoic Acid in Solution, J. Pharm. Biomed. Anal. 11:817–822 (1993).
Oyler, A.R., M.G. Motto, R.E. Naldi, K.L. Facchine, P.F. Hamburg, D.J. Burinsky, R. Dunphy, and M.L. Cotter, Characterization of Autoxidation Products of Retinoic Acid, Tetrahedron 45:7679–7694 (1989).
Allwood, M.C., and J.H. Plane, The Wavelength-Dependent Degradation of Vitamin A Exposed to Ultraviolet Radiation, Int. J. Pharm. 31:1–7 (1986).
Rössller, B., J. Kreuter, and G. Ross, Effect of Collagen Microparticles on the Stability of Retinol and Its Absorption into Hairless Mouse Skin In Vitro, Pharmazie, 49:175–179 (1994).
Murphy, P.A., B. Smith, C. Hauck, and K. O’Connor, Stabilization of Vitamin A in a Synthetic Rice Premix, J. Food Sci. 57:437–439 (1992).
Zahar, M., D.E. Smith, and J.J. Warthesen, Effect of β-Carotene on Vitamin A Light Stability in Fortified Milk, Int. Dairy J. 2:363–371 (1992).
Bluhm, D.P., R.S. Summers, M.M. Lowes, and H.H. Drrheim, Lipid Emulsion Content and Vitamin A Stability in TPN Admixtures, Int. J. Pharm. 68:277–280 (1991).
Tsunoda, T., and K. Takabayashi, Stability of All-Trans-Retinol in Cream, J. Soc. Cosmet. Chem. 46:191–198 (1995).
Semenzato, A., A. Ba, C. Dall’aglio, M. Nicolini, and A. Bettero, Stability of Vitamin A Palmitate in Cosmetic Emulsions: Influence of Physical Parameters, Ibid.:139–147 (1994).
Brodin, A.F., D.R. Kavaliunas, and S.G. Frank, Prolonged Drug Release from Multiple Emulsions, Acta Pharm. Sci. 15:1–12 (1978).
Nakhare, S., and S.P. Vyas, Preparation and Characterization of Multiple Emulsion Based System for Controlled Diclofenac Sodium Release, J. Microencapsulation 13:281–292 (1996).
Sela, Y., S. Magdassi, and N. Garti, Release of Markers from the Inner Water Phase of W/O/W Emulsions Stabilized by Silicone Based Polymeric Surfactants, J. Controlled Release 33:1–12 (1995).
Iso, M., T. Shirahase, S. Hanamura, S. Urushiyama, and S. Omi, Immobilization of Enzyme by Micro-Encapsulation and Application of the Encapsulated Enzyme in Catalysis, J. Microencapsulation 6:165–176 (1989).
Scheper, T., Enzyme Immobilization in Liquid Surfactant Membrane Emulsions, Adv. Drug Deliv. Rev. 4:210–231 (1990).
Pal, R., Multiple O/W/O Emulsion Rheology, Langmuir 12:2220–2225 (1996).
Py, C., J. PouviËre, P. Loll, M.C. Taelman, and Th.F. Tadros, Investigation of Multiple Emulsion Stability Using Rheological Measurements, Colloids Surf. 91:215–225 (1994).
Garti, N., S. Magdassi, and D. Whitehill, Transfer Phenomena Across the Oil Phase in Water-in-Oil-in-Water Multiple Emulsions Evaluated by Coulter Counter, J. Colloid Interface Sci. 104:587–591 (1985).
Ballet, A., E. Pirishi, C. Vaution, J.L. Grossiord, D. Ferrier-Baylocq, and M. Seiller, Emulsion Multiple de Type L/H/L: … tude de Líobtention et du MÈcanisme de LibÈration, Int. J. Cosmet. Sci. 16:1–15 (1994).
Law, T.K., A.T. Florence, and T.L. Whateley, Release from Multiple W/O/W Emulsions Stabilized by Interfacial Complexation, J. Pharm. Pharmacol. 36:2–10 (1984).
Hameyer, P, and K.R. Jenni, Emulsifiers for Multiple Emulsions, Cosmetics Toiletries 111:39–48 (1996).
Yoshida, K., T. Yanaki, M. Yamaguchi, H. Yamada, T. Kurosawa, and K. Itoh, O/W/O Type Multiple Emulsion and Method of Preparing the Same, EP Patent 0782846 (1997).
Hara, S., O. Washisu, and Y. Totani, Potentiometric Determination of Low Peroxide Values of Lipids, J. Jpn. Oil. Chem. Soc. 31:1004–1008 (1982).
Kang, W.-W., and S. Matsumoto, A Comparative Study on the Formation of O/W/O and W/O/W Emulsions, Ibid.:165–169 (1989).
Yamaguchi, M., Inclusive Reactions by Swellable Clay Minerals I., Ibid.:95–99 (1990).
To be supplied.
Hayashi, S., and Y. Nishii, Stability of Vitamin A in Micellar Solution, Vitamins 28:269–273 (1971).
Tsukida, K., M. Ito, and F. Ikeda, Vitamin A Degradation Products Encountered on Vitamin A Analysis, Int. J. Vit. Nutr. Res. 41:158–170 (1971).
Yamaguchi, M., Y. Kumano, and S. Tobe, Inclusive Reaction by Swellable Clay Minerals. III., J. Jpn. Oil Chem. Soc. 40:491–496 (1991).
Yoshida, K., J. Terao, T. Suzuki, and K. Takama, Inhibitory Effect of Phosphatidylserine on Iron-Dependent Lipid Peroxidation, Biochem. Biophys. Res. Commun. 179:1077–1081 (1991).
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Yoshida, K., Sekine, T., Matsuzaki, F. et al. Stability of vitamin A in oil-in-water-in-oil-type multiple emulsions. J Amer Oil Chem Soc 76, 1–6 (1999). https://doi.org/10.1007/s11746-999-0212-2
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DOI: https://doi.org/10.1007/s11746-999-0212-2