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Article Dans Une Revue Journal of Porphyrins and Phthalocyanines Année : 2015

Modulation of singlet oxygen generation and amphiphilic properties of trihydroxylated monohalogenated porphyrins

Derya Topkaya
  • Fonction : Auteur
Fabienne Dumoulin

Résumé

Two of the properties important for photodynamic therapy applications are systematically investigated on a trihydroxylated monohalogenated porphyrin core. Singlet oxygen generation can be increased thanks to the heavy atom effect, frequently provided by the introduction of halogen atoms on the photosensitizer. We compare the effect of the presence of the four halogen atoms with the analogous halogen-free porphyrin. Cell uptake is crucial as well for successful photodynamic outcome and is directly related to the amphiphilicity of the molecule. The five derivatives bearing H, F, Cl, Br or I atoms are compared in this regard. The presence of iodine atom induces a sharp difference in singlet oxygen generation compared to all the other derivatives investigated, but increases its lipophilicity, still in the limits suitable for biomedical applications.

Domaines

Chimie
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Dates et versions

hal-01278689 , version 1 (24-02-2016)

Identifiants

Citer

Derya Topkaya, Philippe Arnoux, Fabienne Dumoulin. Modulation of singlet oxygen generation and amphiphilic properties of trihydroxylated monohalogenated porphyrins. Journal of Porphyrins and Phthalocyanines, 2015, 19 (10), pp.1081-1087. ⟨10.1142/S1088424615500893⟩. ⟨hal-01278689⟩
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