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Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy

The synthesis of three water-soluble lactose-modified 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based photosensitizers with tumor-targeting capabilities is reported, including an investigation into their photodynamic therapeutic activity on three distinct cancer cell lines (human hepatoma...

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Autores principales: Khuong Mai, Duy, Kang, Byungman, Pegarro Vales, Temmy, Badon, Isabel Wen, Cho, Sung, Lee, Joomin, Kim, Eunae, Kim, Ho-Joong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7435441/
https://www.ncbi.nlm.nih.gov/pubmed/32717858
http://dx.doi.org/10.3390/molecules25153340
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author Khuong Mai, Duy
Kang, Byungman
Pegarro Vales, Temmy
Badon, Isabel Wen
Cho, Sung
Lee, Joomin
Kim, Eunae
Kim, Ho-Joong
author_facet Khuong Mai, Duy
Kang, Byungman
Pegarro Vales, Temmy
Badon, Isabel Wen
Cho, Sung
Lee, Joomin
Kim, Eunae
Kim, Ho-Joong
author_sort Khuong Mai, Duy
collection PubMed
description The synthesis of three water-soluble lactose-modified 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based photosensitizers with tumor-targeting capabilities is reported, including an investigation into their photodynamic therapeutic activity on three distinct cancer cell lines (human hepatoma Huh7, cervical cancer HeLa, and breast cancer MCF-7 cell lines). The halogenated BODIPY dyes exhibited a decreased fluorescence quantum yield compared to their non-halogenated counterpart, and facilitated the efficient generation of singlet oxygen species. The synthesized dyes exhibited low cytotoxicities in the dark and high photodynamic therapeutic capabilities against the treated cancer cell lines following irradiation at 530 nm. Moreover, the incorporation of lactose moieties led to an enhanced cellular uptake of the BODIPY dyes. Collectively, the results presented herein provide promising insights for the development of photodynamic therapeutic agents for cancer treatment.
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spelling pubmed-74354412020-08-28 Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy Khuong Mai, Duy Kang, Byungman Pegarro Vales, Temmy Badon, Isabel Wen Cho, Sung Lee, Joomin Kim, Eunae Kim, Ho-Joong Molecules Article The synthesis of three water-soluble lactose-modified 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-based photosensitizers with tumor-targeting capabilities is reported, including an investigation into their photodynamic therapeutic activity on three distinct cancer cell lines (human hepatoma Huh7, cervical cancer HeLa, and breast cancer MCF-7 cell lines). The halogenated BODIPY dyes exhibited a decreased fluorescence quantum yield compared to their non-halogenated counterpart, and facilitated the efficient generation of singlet oxygen species. The synthesized dyes exhibited low cytotoxicities in the dark and high photodynamic therapeutic capabilities against the treated cancer cell lines following irradiation at 530 nm. Moreover, the incorporation of lactose moieties led to an enhanced cellular uptake of the BODIPY dyes. Collectively, the results presented herein provide promising insights for the development of photodynamic therapeutic agents for cancer treatment. MDPI 2020-07-23 /pmc/articles/PMC7435441/ /pubmed/32717858 http://dx.doi.org/10.3390/molecules25153340 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Khuong Mai, Duy
Kang, Byungman
Pegarro Vales, Temmy
Badon, Isabel Wen
Cho, Sung
Lee, Joomin
Kim, Eunae
Kim, Ho-Joong
Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title_full Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title_fullStr Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title_full_unstemmed Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title_short Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy
title_sort synthesis and photophysical properties of tumor-targeted water-soluble bodipy photosensitizers for photodynamic therapy
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7435441/
https://www.ncbi.nlm.nih.gov/pubmed/32717858
http://dx.doi.org/10.3390/molecules25153340
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