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Título : Strong influence of the ancillary ligand over the photodynamic anticancer properties of neutral biscyclometalated IrIII complexes bearing 2‐benzoazole‐phenolates
Autor : Martínez Alonso, Marta
Busto Vázquez, Natalia
Aguirre, Larry Danilo .
Berlanga, Leticia
Carrión, María C. .
Cuevas Vicario, José Vicente
Rodríguez, Ana M. .
Carbayo Martín, Mª Aránzazu
Manzano, Blanca R. .
Ortí, Enrique .
Jalón, Félix A. .
García Ruiz, Begoña
Espino Ordóñez, Gustavo
Publicado en: Chemistry-a european journal. 2018, V. 24, n. 66, p. 17523-17537
Editorial : Wiley-VCH Verlag
Fecha de publicación : nov-2018
Fecha de disponibilidad: 27-nov-2019
ISSN : 0947-6539
DOI: 10.1002/chem.201803784
Resumen : In this paper, the synthesis, comprehensive characterization and biological and photocatalytic properties of two series of neutral IrIII biscyclometalated complexes of general formula [Ir(C^N)2(N^O)], where the N^O ligands are 2‐(benzimidazolyl)phenolate‐N,O (L1, series a) and 2‐(benzothiazolyl)phenolate‐N,O (L2, series b), and the C^N ligands are 2‐(phenyl)pyridinate or its derivatives, are described,. Complexes of types a and b exhibit dissimilar photophysical and biological properties. In vitro cytotoxicity tests conclusively prove that derivatives of series a are harmless in the dark against SW480 cancer cells (colon adenocarcinoma), but express enhanced cytotoxicity versus the same cells after stimulation with UV or blue light. In contrast, complexes of type b show a very high cytotoxic activity in the dark, but low photosensitizing ability. Thus, the ancillary N^O ligand is the main factor in terms of cytotoxic activity both in the dark and upon irradiation. However, the C^N ligands play a key role regarding cellular uptake. In particular, the complex of formula [Ir(dfppy)2(L1)] (dfppy=2‐(4,6‐difluorophenyl)pyridinate) [3 a] has been identified as both an efficient photosensitizer for 1O2 generation and a potential agent for photodynamic therapy. These capabilities are probably related to a combination of its notable cellular internalization, remarkable photostability, high photoluminescence quantum yield, and long triplet excited‐state lifetime. Both types of complexes exhibit notable catalytic activity in the photooxidation of thioanisole and S‐containing aminoacids with full selectivity.
Palabras clave: 2-arylazoles
anticancercomplexes
heterolepticneutraliridium(III)complexes
phosphorescent complexes
photodynamictherapy
Materia: Química
Chemistry
URI : http://hdl.handle.net/10259/5041
Versión del editor: https://doi.org/10.1002/chem.201803784
Aparece en las colecciones: Artículos TERMOCIN

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