Abstract
A new type of porphyrin photosensitizer capable of generating singlet oxygen upon irradiation, storing it through binding to pyridone subunits, followed by slow release at 20–40 °C, is reported. The timescale of singlet oxygen release can be varied depending on the pyridone group substitution pattern, forming endoperoxides of different stabilities. Modified tetra- and octa-substituted pyridone-porphyrins showed solubility in water, allowing for straightforward delivery into cells. The effect of delayed singlet oxygen formation due to endoperoxide decomposition was demonstrated on cancer cells in vitro.
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This work was supported by grants from the Science Foundation Ireland (IvP 13/IA/1894), the European Commission (CONSORT, Grant No. 655142) and the Irish Research Council (GOIPG/2016/1250).
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Callaghan, S., Filatov, M.A., Sitte, E. et al. Delayed release singlet oxygen sensitizers based on pyridone-appended porphyrins. Photochem Photobiol Sci 16, 1371–1374 (2017). https://doi.org/10.1039/c7pp00244k
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DOI: https://doi.org/10.1039/c7pp00244k