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Article Dans Une Revue Journal of Porphyrins and Phthalocyanines Année : 2018

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

Résumé

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.

Domaines

Chimie
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Dates et versions

hal-03577277 , version 1 (16-02-2022)

Identifiants

Citer

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, 2018, 22 (07), pp.552-561. ⟨10.1142/S1088424618500554⟩. ⟨hal-03577277⟩
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