%0 Journal Article
%T Porphyrins Conjugated with Peripheral Thiolato Gold(I) Complexes for Enhanced Photodynamic Therapy
%+ Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM)
%+ Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM)
%+ Laboratoire de Mesures Physiques
%+ Institut Européen des membranes (IEM)
%+ Spectroscopie, Modélisation, Interfaces pour L'Environnement et la Santé (LCMCP-SMiLES)
%A Longevial, Jean-François
%A El cheikh, Khaled
%A Aggad, Dina
%A Lebrun, Aurélien
%A Van der lee, Arie
%A Tielens, Frederik
%A Clément, Sébastien
%A Morère, Alain
%A Garcia, Marcel
%A Gary-Bobo, Magali
%A Richeter, Sébastien
%Z Région Languedoc-Roussillon (Research Grant “Chercheur(se)s d’Avenir—Editions 2013 and 2015”, 2013–098085 and 2015- 005984) Program FEDER (Fonds Européen de Développement Régional)
%< avec comité de lecture
%@ 0947-6539
%J Chemistry - A European Journal
%I Wiley-VCH Verlag
%V 23
%P 14017-14026
%8 2017-09-08
%D 2017
%R 10.1002/chem.201702975
%K carbenes
%K gold
%K glycoconjugates
%K photodynamic therapy
%K porphyrinoids
%Z Chemical Sciences/Medicinal Chemistry
%Z Chemical Sciences/Coordination chemistry
%Z Life Sciences [q-bio]/CancerJournal articles
%X 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.
%G English
%L hal-01613027
%U https://hal.science/hal-01613027
%~ CNRS
%~ ENSC-MONTPELLIER
%~ ICG
%~ IBMM
%~ IEM
%~ LCMCP
%~ INC-CNRS
%~ LCMCP-SMILES
%~ CHIMIE
%~ UNIV-MONTPELLIER
%~ SORBONNE-UNIVERSITE
%~ SU-INF-2018
%~ SU-SCIENCES
%~ TEST-HALCNRS
%~ ANR
%~ ALLIANCE-SU
%~ UM-2015-2021
%~ TEST2-HALCNRS
%~ CHIMIE-SU