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Conjugation of amino-bioactive glasses with 5-aminofluorescein as probe molecule for the development of pH sensitive stimuli-responsive biomaterials

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Abstract

Bioceramics, such as silica-based glasses, are widely used in bone and teeth restoration. Nowadays, the association between nanotechnology and pharmacology is one of the most promising research fields in cancer therapy. The advanced processing methods and new chemical strategies allow the incorporation of drugs within them or on their functionalized surfaces. Bioceramics can act as local drug delivery systems to treat bone and teeth diseases. The present paper reports data related to the development of a pH-stimuli responsive bioactive glass. The glass conjugation with 5-aminofluorescein (5-AF), through a pH-sensitive organic spacer, allows to produce a pH-responsive bioactive biomaterial: when it is exposed to specific pH changes, it can favour the release of 5-AF directly at the target site. 5-AF has been chosen as a simple, low cost, non toxic model to simulate doxorubicin, an anticancer drug. As doxorubicin, 5-AF contains an amino group in its structure in order to form an amide bond with the carboxylic functionalities of the glass. Raman spectroscopy and thermal analysis confirm the glass conjugation of 5-AF by means of an amide bond; the amount of 5-AF loaded was very high (≈65 and 44 wt%). The release tests at two different pH (4.2 and 7.4) show that the amount of released 5-AF is higher at acid pH with respect to physiological one. This preliminary datum evidenced that a pH-sensitive drug delivery system has been developed. The low amount of 5-AF released (<1 wt% of the total 5-AF) is due to the very low solubility of 5-AF in aqueous medium. This disadvantage, may be overcome in a dynamic environment (physiological conditions), where it is possible to obtain a drug release system ensuring an effective therapeutic dose for long times and, at the same time, avoiding the drug toxicity.

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Acknowledgments

The authors acknowledge Compagnia di San Paolo for the financial support (Project: ORTO11RRT5). G.L. acknowledges Fondazione di Vignola for the financial support (Progetto “Materiali per la teranostica: progettazione di sistemi contenenti nanoparticelle e molecole di interesse biologico”). All authors acknowledge Dr. C. Giovannoli of University of Torino for acid-basic titration measurements, Prof. E. Diana of University of Torino for Raman measurements. The authors thank Ms. F. Malafronte and Mr. W. Intelisano for their valuable help.

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Authors and Affiliations

  1. Department of Chemistry, Interdepartmental NIS (Nanostructured Interfaces and Surfaces); INSTM (Italian National Consortium for Materials Science and Technology), University of Torino, Via P. Giuria 7, 10125, Turin, Italy

    Valentina Aina, Claudio Magistris, Giuseppina Cerrato, Gianmario Martra & Guido Viscardi

  2. Department of Chemical and Geological Science, University of Modena and Reggio Emilia, Via Campi 183, 41125, Modena, Italy

    Gianluca Malavasi, Ledi Menabue & Gigliola Lusvardi

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  1. Valentina Aina
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  2. Gianluca Malavasi
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  4. Giuseppina Cerrato
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Correspondence to Valentina Aina.

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Aina, V., Malavasi, G., Magistris, C. et al. Conjugation of amino-bioactive glasses with 5-aminofluorescein as probe molecule for the development of pH sensitive stimuli-responsive biomaterials. J Mater Sci: Mater Med 25, 2243–2253 (2014). https://doi.org/10.1007/s10856-014-5206-4

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