Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer

BODIPY dyes have recently attracted attention as potential photosensitizers. In this work, commercial and novel photosensitizers (PSs) based on BODIPY chromophores (haloBODIPYs and orthogonal dimers strategically designed with intense bands in the blue, green or red region of the visible spectra and...

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Main Authors: Ruth Prieto-Montero, Alejandro Prieto-Castañeda, Alberto Katsumiti, Miren P. Cajaraville, Antonia R. Agarrabeitia, María J. Ortiz, Virginia Martínez-Martínez
Format: Article
Language:English
Published: MDPI AG 2021-06-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/22/12/6618
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author Ruth Prieto-Montero
Alejandro Prieto-Castañeda
Alberto Katsumiti
Miren P. Cajaraville
Antonia R. Agarrabeitia
María J. Ortiz
Virginia Martínez-Martínez
author_facet Ruth Prieto-Montero
Alejandro Prieto-Castañeda
Alberto Katsumiti
Miren P. Cajaraville
Antonia R. Agarrabeitia
María J. Ortiz
Virginia Martínez-Martínez
author_sort Ruth Prieto-Montero
collection DOAJ
description BODIPY dyes have recently attracted attention as potential photosensitizers. In this work, commercial and novel photosensitizers (PSs) based on BODIPY chromophores (haloBODIPYs and orthogonal dimers strategically designed with intense bands in the blue, green or red region of the visible spectra and high singlet oxygen production) were covalently linked to mesoporous silica nanoparticles (MSNs) further functionalized with PEG and folic acid (FA). MSNs approximately 50 nm in size with different functional groups were synthesized to allow multiple alternatives of PS-PEG-FA decoration of their external surface. Different combinations varying the type of PS (commercial Rose Bengal, Thionine and Chlorine e6 or custom-made BODIPY-based), the linkage design, and the length of PEG are detailed. All the nanosystems were physicochemically characterized (morphology, diameter, size distribution and PS loaded amount) and photophysically studied (absorption capacity, fluorescence efficiency, and singlet oxygen production) in suspension. For the most promising PS-PEG-FA silica nanoplatforms, the biocompatibility in dark conditions and the phototoxicity under suitable irradiation wavelengths (blue, green, or red) at regulated light doses (10–15 J/cm<sup>2</sup>) were compared with PSs free in solution in HeLa cells in vitro.
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spelling doaj.art-75106e3ae80547cc84a423c8c79dd53f2023-11-22T01:00:30ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-06-012212661810.3390/ijms22126618Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of CancerRuth Prieto-Montero0Alejandro Prieto-Castañeda1Alberto Katsumiti2Miren P. Cajaraville3Antonia R. Agarrabeitia4María J. Ortiz5Virginia Martínez-Martínez6Departamento de Química Física, Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), 48080 Bilbao, SpainDepartamento de Química Orgánica, Facultad de CC. Químicas, Universidad Complutense de Madrid, 28040 Madrid, SpainCBET Research Group, Department Zoology and Animal Cell Biology, Faculty of Science and Technology and Research Centre for Experimental Marine Biology and Biotechnology PiE, University of the Basque Country UPV/EHU, 48620 Basque Country, SpainCBET Research Group, Department Zoology and Animal Cell Biology, Faculty of Science and Technology and Research Centre for Experimental Marine Biology and Biotechnology PiE, University of the Basque Country UPV/EHU, 48620 Basque Country, SpainDepartamento de Química Orgánica, Facultad de CC. Químicas, Universidad Complutense de Madrid, 28040 Madrid, SpainDepartamento de Química Orgánica, Facultad de CC. Químicas, Universidad Complutense de Madrid, 28040 Madrid, SpainDepartamento de Química Física, Universidad del País Vasco/Euskal Herriko Unibertsitatea (UPV/EHU), 48080 Bilbao, SpainBODIPY dyes have recently attracted attention as potential photosensitizers. In this work, commercial and novel photosensitizers (PSs) based on BODIPY chromophores (haloBODIPYs and orthogonal dimers strategically designed with intense bands in the blue, green or red region of the visible spectra and high singlet oxygen production) were covalently linked to mesoporous silica nanoparticles (MSNs) further functionalized with PEG and folic acid (FA). MSNs approximately 50 nm in size with different functional groups were synthesized to allow multiple alternatives of PS-PEG-FA decoration of their external surface. Different combinations varying the type of PS (commercial Rose Bengal, Thionine and Chlorine e6 or custom-made BODIPY-based), the linkage design, and the length of PEG are detailed. All the nanosystems were physicochemically characterized (morphology, diameter, size distribution and PS loaded amount) and photophysically studied (absorption capacity, fluorescence efficiency, and singlet oxygen production) in suspension. For the most promising PS-PEG-FA silica nanoplatforms, the biocompatibility in dark conditions and the phototoxicity under suitable irradiation wavelengths (blue, green, or red) at regulated light doses (10–15 J/cm<sup>2</sup>) were compared with PSs free in solution in HeLa cells in vitro.https://www.mdpi.com/1422-0067/22/12/6618BODIPY-based photosensitizersfunctionalized silica nanoparticlesfolic acidPEGphotodynamic therapyHeLa cells
spellingShingle Ruth Prieto-Montero
Alejandro Prieto-Castañeda
Alberto Katsumiti
Miren P. Cajaraville
Antonia R. Agarrabeitia
María J. Ortiz
Virginia Martínez-Martínez
Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
International Journal of Molecular Sciences
BODIPY-based photosensitizers
functionalized silica nanoparticles
folic acid
PEG
photodynamic therapy
HeLa cells
title Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
title_full Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
title_fullStr Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
title_full_unstemmed Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
title_short Functionalization of Photosensitized Silica Nanoparticles for Advanced Photodynamic Therapy of Cancer
title_sort functionalization of photosensitized silica nanoparticles for advanced photodynamic therapy of cancer
topic BODIPY-based photosensitizers
functionalized silica nanoparticles
folic acid
PEG
photodynamic therapy
HeLa cells
url https://www.mdpi.com/1422-0067/22/12/6618
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