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Triphenylphosphonium-substituted phthalocyanine: Design, synthetic strategy, photoproperties and photodynamic activity

Abstract : In line with current efforts to direct PDT photosensitizers to specific organelles such as mitochondria, a triphenylphosphonium-tetrasubstituted Zn phthalocyanine was designed, taking into account synthetic constraints. Triphenylphosphonium moieties were successfully introduced on alkyl bromide substituents on a pre-formed phthalocyanine. Photophysical and photochemical measurements showed that the photoproperties of the Zn phthalocyanine core were not affected by the triphenylphosphonium groups. Biological investigations demonstrated the dark innocuousness of the phthalocyanine up to 1 [Formula: see text]M, a concentration that exhibited a powerful phototoxicity. Cell death was confirmed to be photodynamically induced thanks to reactive oxygen species detection experiments. Nonetheless, the triphenylphosphonium moieties did not promote the accumulation of the phthalocyanine in mitochondria as significantly as expected.
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https://hal.umontpellier.fr/hal-03577277
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Soumis le : mercredi 16 février 2022 - 15:58:05
Dernière modification le : vendredi 5 août 2022 - 10:37:37

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Mohamed Tarhouni, Denis Durand, Emel Önal, Dina Aggad, Ümit İşci, et al.. Triphenylphosphonium-substituted phthalocyanine: Design, synthetic strategy, photoproperties and photodynamic activity. Journal of Porphyrins and Phthalocyanines, World Scientific Publishing, 2018, 22 (07), pp.552-561. ⟨10.1142/S1088424618500554⟩. ⟨hal-03577277⟩

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