Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy

The straightforward synthesis of three cationic boron-dipyrromethene (BODIPY) derivatives and their mitochondria-targeting and photodynamic therapeutic (PDT) capabilities are reported. Two cancer cell lines (HeLa and MCF-7) were used to investigate the PDT activity of the dyes. Compared to their non...

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Bibliographic Details
Published in:Pharmaceutics 2023-05, Vol.15 (5), p.1512
Main Authors: Badon, Isabel Wen, Jee, Jun-Pil, Vales, Temmy Pegarro, Kim, Chanwoo, Lee, Seungbin, Yang, Jaesung, Yang, Si Kyung, Kim, Ho-Joong
Format: Article
Language:English
Subjects:
BODIPY
Cancer
cationic
Chromatography
Comparative analysis
Dyes
Fluorescence
Health aspects
Light-emitting diodes
mitochondria
Photochemotherapy
Photodynamic therapy
photosensitizer
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Summary:The straightforward synthesis of three cationic boron-dipyrromethene (BODIPY) derivatives and their mitochondria-targeting and photodynamic therapeutic (PDT) capabilities are reported. Two cancer cell lines (HeLa and MCF-7) were used to investigate the PDT activity of the dyes. Compared to their non-halogenated counterparts, halogenated BODIPY dyes exhibit lower fluorescence quantum yields and enable the efficient production of singlet oxygen species. Following LED light irradiation at 520 nm, the synthesized dyes displayed good PDT capabilities against the treated cancer cell lines, with low cytotoxicity in the dark. In addition, functionalization of the BODIPY backbone with a cationic ammonium moiety enhanced the hydrophilicity of the synthesized dyes and, consequently, their uptake by the cells. The results presented here collectively demonstrate the potential of cationic BODIPY-based dyes as therapeutic drugs for anticancer photodynamic therapy.
ISSN:1999-4923
1999-4923
DOI:10.3390/pharmaceutics15051512