Cargando…
New Highly Fluorescent Water 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 generating...
Autores principales: | , , , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10384807/ https://www.ncbi.nlm.nih.gov/pubmed/37514077 http://dx.doi.org/10.3390/pharmaceutics15071892 |
_version_ | 1785081247900368896 |
---|---|
author | Garcés-Garcés, José Sánchez-Martos, Miguel Martinez-Navarrete, Gema Fernández-Jover, Eduardo Encheva, Mirela León, Martín Ortiz, Javier Sastre-Santos, Ángela Fernández-Lázaro, Fernando |
author_facet | Garcés-Garcés, José Sánchez-Martos, Miguel Martinez-Navarrete, Gema Fernández-Jover, Eduardo Encheva, Mirela León, Martín Ortiz, Javier Sastre-Santos, Ángela Fernández-Lázaro, Fernando |
author_sort | Garcés-Garcés, José |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-10384807 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-103848072023-07-30 New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response Garcés-Garcés, José Sánchez-Martos, Miguel Martinez-Navarrete, Gema Fernández-Jover, Eduardo Encheva, Mirela León, Martín Ortiz, Javier Sastre-Santos, Ángela Fernández-Lázaro, Fernando Pharmaceutics Article 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. MDPI 2023-07-05 /pmc/articles/PMC10384807/ /pubmed/37514077 http://dx.doi.org/10.3390/pharmaceutics15071892 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Garcés-Garcés, José Sánchez-Martos, Miguel Martinez-Navarrete, Gema Fernández-Jover, Eduardo Encheva, Mirela León, Martín Ortiz, Javier Sastre-Santos, Ángela Fernández-Lázaro, Fernando New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title | New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title_full | New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title_fullStr | New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title_full_unstemmed | New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title_short | New Highly Fluorescent Water Soluble Imidazolium-Perylenediimides: Synthesis and Cellular Response |
title_sort | new highly fluorescent water soluble imidazolium-perylenediimides: synthesis and cellular response |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10384807/ https://www.ncbi.nlm.nih.gov/pubmed/37514077 http://dx.doi.org/10.3390/pharmaceutics15071892 |
work_keys_str_mv | AT garcesgarcesjose newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT sanchezmartosmiguel newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT martineznavarretegema newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT fernandezjovereduardo newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT enchevamirela newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT leonmartin newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT ortizjavier newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT sastresantosangela newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse AT fernandezlazarofernando newhighlyfluorescentwatersolubleimidazoliumperylenediimidessynthesisandcellularresponse |