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Flux of ionic dyes across microneedle-treated skin : effect of molecular characteristic

Gomaa, Yasmine and Garland, M.J. and McInnes, Fiona and Donnelly, Ryan and El Khordagui, Labiba and Wilson, Clive (2012) Flux of ionic dyes across microneedle-treated skin : effect of molecular characteristic. International Journal of Pharmaceutics. ISSN 0378-5173

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Abstract

Drug fluxacrossmicroneedle (MN)-treatedskin is influenced by the characteristics of the MN array, formed microconduits and physicochemical properties of the drug molecules in addition to the overall diffusional resistance of microconduits and viable tissue. Relative implication of these factors has not been fully explored. In the present study, the in vitro permeation of a series of six structurally related ionic xanthene dyes with different molecular weights (MW) and chemical substituents, across polymer MN-pretreated porcine skin was investigated in relation of their molecular characteristics. Dyes equilibrium solubility, partition coefficient in both n-octanol or porcine skin/aqueous system, and dissociation constants were determined. Results indicated that for rhodamine dyes, skin permeation of the zwitterionic form which predominates at physiological pH, was significantly reduced by an increase in MW, the skin thickness and by the presence of the chemically reactive isothiocyanate substituent. These factors were generally shown to override the aqueous solubility, an important determinant of drug diffusion in an aqueous milieu. The data obtained provided more insight into the mechanism of drug permeation across MN-treatedskin, which is of importance to both the design of MN-based transdermal drug delivery systems and of relevance to skin permeation research.