Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
2486544 | Journal of Pharmaceutical Sciences | 2009 | 13 Pages |
Abstract
The aim of this work was to synthesize new pro-vitamins of α-tocopherol (VE) able to release another moiety such as an amino acid, in order to obtain a combined antioxidant and moisturizing effect upon topical application. The new derivatives were characterized and tested for sensitivity to chemical and enzymatic hydrolysis. Lipophilicity was estimated using Log capacity factor and skin retention was determined in vitro, using rabbit ear skin as barrier. Five molecules were synthesized using L-proline, L-serine, L-tyrosine, L-asparagine, and L-citrulline as amino acidic moiety. All pro-vitamins showed similar or lower lipophilicity than α-tocopheryl acetate (VEAc), taken as reference, and similar stability in aqueous solutions. All pro-vitamins showed to be sensitive to enzymatic hydrolysis. None of the pro-vitamins crossed the skin in significant amounts, whereas they accumulated into the skin, in both the dermis and the epidermis. They are more hydrophilic and more water-soluble than the currently used acetate. © 2008 Wiley-Liss, Inc. and the American Pharmacists Association.
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Authors
Fabio Marra, Carmine Ostacolo, Sonia Laneri, Antonietta Bernardi, Antonia Sacchi, Cristina Padula, Sara Nicoli, Patrizia Santi,