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Article Dans Une Revue Chemistry - A European Journal Année : 2017

Porphyrins Conjugated with Peripheral Thiolato Gold(I) Complexes for Enhanced Photodynamic Therapy

Arie Van der lee

Résumé

Porphyrins fused to imidazolium salts across two neighboring beta-pyrrolic positions were used as N-heterocycliccarbene (NHC) precursors to anchor AuI-Cl complexes at their periphery. Synthesis of several thiolato-AuI complexes was then achieved by substituting chloride for thiolates. Photodynamic properties of these complexes were investigated: the data obtained show that the Au@S bonds could be cleaved upon irradiation. The proposed mechanism to explain the release of thiolate moiety involves the S atom oxidation by singlet oxygen generated in the course of irradiation. In view of photodynamic therapy (PDT) applications, these porphyrins fused to NHC-AuI complexes were tested as photosensitizers to kill MCF-7 breast cancer cells. Results show the important role played by the ancillary ligands (chloride versus thiolates) on the photodynamic effect.
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Dates et versions

hal-01613027 , version 1 (09-10-2017)

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Citer

Jean-François Longevial, Khaled El cheikh, Dina Aggad, Aurélien Lebrun, Arie Van der lee, et al.. Porphyrins Conjugated with Peripheral Thiolato Gold(I) Complexes for Enhanced Photodynamic Therapy. Chemistry - A European Journal, 2017, 23, pp.14017-14026. ⟨10.1002/chem.201702975⟩. ⟨hal-01613027⟩
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