Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position

Three different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis i...

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Detalles Bibliográficos
Autores: Prieto Montero, Ruth, Prieto Castañeda, Alejandro, Katsumiti Kodo Filho, Alberto, Sola Llano, Rebeca, Rodríguez Agarrabeitia, Antonia, Cajaraville Bereciartua, Miren Pilare, Ortiz, María J., Martínez Martínez, Virginia
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/55403
Acceso en línea:http://hdl.handle.net/10810/55403
Access Level:acceso abierto
Palabra clave:BODIPY photosensitizer
singlet oxygen
photodynamic therapy
HeLa cells
theragnosis
singlet oxygen generation
vitro photodynamic activities
in-vitro
photophysical properties
BODIPY dyes
highly efficient
chlorin E6
therapy
photosensitizers
derivatives
Descripción
Sumario:Three different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis is described and their main photophysical features including singlet oxygen production and triplet states were characterized by absorption and fluorescence spectroscopy (steady-state and time-correlated) and nanosecond transient absorption spectroscopy. The results were compared with the commercial Chlorin e6. The three new red-halogen-BODIPYs showed a great balance between singlet oxygen generation (Phi(Delta)>= 0.40) and fluorescence (Phi(fl)>= 0.22) for potential application on PDT, and particularly in theragnosis. In vitro experiments in HeLa cells were done to study their performance and to elucidate the best potential candidate for PDT.