New Highly FluorescentWater Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response

The synthesis and characterization of two new water soluble 2,6-bis(imidazolylmethyl)-4- methylphenoxy-containing perylenediimides, PDI-1 and PDI-2, are described. These compounds demonstrate a high fluorescence quantum yield in water and were investigated as potential photosensitizers for generatin...

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Detalles Bibliográficos
Autores: Garcés Garcés, José, Sánchez Martos, Miguel, Martinez Navarrete, Gema, Fernández Jover, Eduardo, Encheva, Mirela, León, Martín, Sastre-Santos, Ángela, Fernández-Lázaro, Fernando
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad Miguel Hernández de Elche
Repositorio:REDIUMH. Depósito Digital de la UMH
OAI Identifier:oai:dspace.umh.es:11000/36799
Acceso en línea:https://hdl.handle.net/11000/36799
Access Level:acceso abierto
Palabra clave:perylenediimide
photosensitizer
reactive oxygen species
photodynamic therapy
CDU::5 - Ciencias puras y naturales::54 - Química
Descripción
Sumario:The synthesis and characterization of two new water soluble 2,6-bis(imidazolylmethyl)-4- methylphenoxy-containing perylenediimides, PDI-1 and PDI-2, are described. These compounds demonstrate a high fluorescence quantum yield in water and were investigated as potential photosensitizers for generating reactive oxygen species with applications in anticancer activities. The HeLa cell line (VPH18) was used to evaluate their efficacy. Fluorescence microscopy was employed to confirm the successful internalization of PDI-1 and PDI-2, while confocal microscopy revealed the specific locations of both PDIs within the lysosomes and mitochondria. In vitro studies were conducted to evaluate the anticancer activity of PDI-1 and PDI-2. Remarkably, these photosensitizers demonstrated a significant ability to selectively eliminate cancer cells when exposed to a specific light wavelength. The water solubility, high fluorescence quantum yield, and selective cytotoxicity of these PDIs toward cancer cells highlight their potential as effective agents for targeted photodynamic therapy. In conclusion, the findings presented here provide a strong foundation for the future exploration and optimization of PDI-1 and PDI-2 as effective photosensitizers in photodynamic therapy, potentially leading to improved treatment strategies for cancer patients.