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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| Format: | Article |
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MDPI AG
2020-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/25/15/3340 |
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| author | Duy Khuong Mai Byungman Kang Temmy Pegarro Vales Isabel Wen Badon Sung Cho Joomin Lee Eunae Kim Ho-Joong Kim |
| author_facet | Duy Khuong Mai Byungman Kang Temmy Pegarro Vales Isabel Wen Badon Sung Cho Joomin Lee Eunae Kim Ho-Joong Kim |
| author_sort | Duy Khuong Mai |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-03-10T18:16:15Z |
| format | Article |
| id | doaj.art-b36a9aaec18e4c1cb652d4485d04c90d |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T18:16:15Z |
| publishDate | 2020-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-b36a9aaec18e4c1cb652d4485d04c90d2023-11-20T07:40:20ZengMDPI AGMolecules1420-30492020-07-012515334010.3390/molecules25153340Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic TherapyDuy Khuong Mai0Byungman Kang1Temmy Pegarro Vales2Isabel Wen Badon3Sung Cho4Joomin Lee5Eunae Kim6Ho-Joong Kim7Department of Chemistry, Chosun University, Gwangju 61452, KoreaNuclear Chemistry Research Division, Korea Atomic Energy Research Institute, 989-111 Daedeok-daero, Yuseong-gu, Daejeon 34057, KoreaDepartment of Chemistry, Chosun University, Gwangju 61452, KoreaDepartment of Chemistry, Chosun University, Gwangju 61452, KoreaDepartment of Chemistry, Chonnam National University, Gwangju 61186, KoreaCollege of Food and Nutrition, Chosun University, Gwangju 61452, KoreaCollege of Pharmacy, Chosun University, Gwangju 61452, KoreaDepartment of Chemistry, Chosun University, Gwangju 61452, KoreaThe 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.https://www.mdpi.com/1420-3049/25/15/3340BODIPYclick reactionlactosephotodynamic therapyphotosensitizer |
| spellingShingle | Duy Khuong Mai Byungman Kang Temmy Pegarro Vales Isabel Wen Badon Sung Cho Joomin Lee Eunae Kim Ho-Joong Kim Synthesis and Photophysical Properties of Tumor-Targeted Water-Soluble BODIPY Photosensitizers for Photodynamic Therapy Molecules BODIPY click reaction lactose photodynamic therapy photosensitizer |
| 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 | BODIPY click reaction lactose photodynamic therapy photosensitizer |
| url | https://www.mdpi.com/1420-3049/25/15/3340 |
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