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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MDPI AG
2023-05-01
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| Series: | Pharmaceutics |
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| Online Access: | https://www.mdpi.com/1999-4923/15/5/1512 |
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| author | Isabel Wen Badon Jun-Pil Jee Temmy Pegarro Vales Chanwoo Kim Seungbin Lee Jaesung Yang Si Kyung Yang Ho-Joong Kim |
| author_facet | Isabel Wen Badon Jun-Pil Jee Temmy Pegarro Vales Chanwoo Kim Seungbin Lee Jaesung Yang Si Kyung Yang Ho-Joong Kim |
| author_sort | Isabel Wen Badon |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-11T03:24:09Z |
| format | Article |
| id | doaj.art-2e2d4e1b19a64b948d2d2b6b7a45efcb |
| institution | Directory Open Access Journal |
| issn | 1999-4923 |
| language | English |
| last_indexed | 2024-03-11T03:24:09Z |
| publishDate | 2023-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Pharmaceutics |
| spelling | doaj.art-2e2d4e1b19a64b948d2d2b6b7a45efcb2023-11-18T02:52:39ZengMDPI AGPharmaceutics1999-49232023-05-01155151210.3390/pharmaceutics15051512Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic TherapyIsabel Wen Badon0Jun-Pil Jee1Temmy Pegarro Vales2Chanwoo Kim3Seungbin Lee4Jaesung Yang5Si Kyung Yang6Ho-Joong Kim7Department of Chemistry, Chosun University, Gwangju 61452, Republic of KoreaDrug Delivery Research Lab, College of Pharmacy, Chosun University, Gwangju 61452, Republic of KoreaDepartment of Chemistry, Caraga State University, Butuan City 8600, PhilippinesDepartment of Chemistry, Yonsei University, Wonju 26493, Republic of KoreaDepartment of Chemistry, Yonsei University, Wonju 26493, Republic of KoreaDepartment of Chemistry, Yonsei University, Wonju 26493, Republic of KoreaDepartment of Chemistry Education, Chonnam National University, Gwangju 61186, Republic of KoreaDepartment of Chemistry, Chosun University, Gwangju 61452, Republic of KoreaThe 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.https://www.mdpi.com/1999-4923/15/5/1512BODIPYcationicmitochondriaphotodynamic therapyphotosensitizer |
| spellingShingle | Isabel Wen Badon Jun-Pil Jee Temmy Pegarro Vales Chanwoo Kim Seungbin Lee Jaesung Yang Si Kyung Yang Ho-Joong Kim Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy Pharmaceutics BODIPY cationic mitochondria photodynamic therapy photosensitizer |
| title | Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy |
| title_full | Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy |
| title_fullStr | Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy |
| title_full_unstemmed | Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy |
| title_short | Cationic BODIPY Photosensitizers for Mitochondrion-Targeted Fluorescence Cell-Imaging and Photodynamic Therapy |
| title_sort | cationic bodipy photosensitizers for mitochondrion targeted fluorescence cell imaging and photodynamic therapy |
| topic | BODIPY cationic mitochondria photodynamic therapy photosensitizer |
| url | https://www.mdpi.com/1999-4923/15/5/1512 |
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