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Photoreactive, water-soluble conjugates of hypericin with polyphosphazenes

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Abstract

The naturally occurring drug hypericin has invoked much interest in a wide variety of biomedical applications as an antiviral, antibacterial, or antitumor agent, as well as its use as a photosensitizer for photodynamic therapy. However, hypericin suffers from notoriously poor solubility, in particular in aqueous solution, a requirement for many biomedical applications. Using state-of-the-art living polymerization techniques, conjugates of hypericin with biodegradable polyphosphazenes were prepared which show significantly enhanced solubility in ethanol and water compared with the parent compound. Herein, we report the synthesis and structural characterization of these novel polymer–drug conjugates as well as initial testing of their photoreactivity.

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Acknowledgments

The NMR spectrometers used in this work were acquired in collaboration with the University of South Bohemia (CZ) with financial support from the European Union through the EFRE INTERREG IV ETC.-AT-CZ program (project M00146, “RERI-uasb”).

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Authors and Affiliations

  1. Institute of Polymer Chemistry, Johannes Kepler University, Linz, Austria

    Ian Teasdale, Sandra Wilfert & Oliver Brüggemann

  2. Institute of Organic Chemistry, Johannes Kepler University, Linz, Austria

    Mario Waser & Heinz Falk

Authors
  1. Ian Teasdale
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  2. Mario Waser
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  3. Sandra Wilfert
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  4. Heinz Falk
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  5. Oliver Brüggemann
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Correspondence to Ian Teasdale.

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Teasdale, I., Waser, M., Wilfert, S. et al. Photoreactive, water-soluble conjugates of hypericin with polyphosphazenes. Monatsh Chem 143, 355–360 (2012). https://doi.org/10.1007/s00706-011-0707-z

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  • DOI: https://doi.org/10.1007/s00706-011-0707-z

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