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Coumarin‐Phosphine‐Based Smart Probes for Tracking Biologically Relevant Metal Complexes: From Theoretical to Biological Investigations
Author(s) -
Dondaine Lucile,
Escudero Daniel,
Ali Moussa,
Richard Philippe,
Denat Franck,
Bettaieb Ali,
Le Gendre Pierre,
Paul Catherine,
Jacquemin Denis,
Goze Christine,
Bodio Ewen
Publication year - 2016
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201501304
Subject(s) - chemistry , ruthenium , photochemistry , osmium , fluorescence , ligand (biochemistry) , phosphine , singlet state , phosphonium , quenching (fluorescence) , metal , coumarin , excited state , organic chemistry , biochemistry , physics , receptor , quantum mechanics , nuclear physics , catalysis
Ten metal‐based complexes and associated ligands have been synthesized and characterized. One of the metal ligands is a coumarin‐phosphine derivative, which displays tunable fluorescence properties. The fluorescence is quenched in the case of the free ligand and ruthenium and osmium complexes, whereas it is strong for the gold complexes and phosphonium derivatives. These trends were rationalized by theoretical calculations, which revealed non‐radiative channels involving a dark state for the free ligands that is lower in energy than the emissive state and is responsible for the quenching of fluorescence. For the Ru II and Os II complexes, other non‐radiative channels involving the manifold of singlet and triplet excited states may play a role. The anti‐proliferative properties of all the compounds were evaluated in cancer cell lines (SW480, HCT116, MDA‐MB‐231 and MCF‐7); higher IC 50 values were obtained for gold(I) complexes, with the free ligands being only weakly cytotoxic.