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

被引:26
作者
Mai, Duy Khuong [1 ,2 ]
Kang, Byungman [3 ]
Vales, Temmy Pegarro [1 ,4 ]
Badon, Isabel Wen [1 ]
Cho, Sung [2 ]
Lee, Joomin [5 ]
Kim, Eunae [6 ]
Kim, Ho-Joong [1 ]
机构
[1] Chosun Univ, Dept Chem, Gwangju 61452, South Korea
[2] Chonnam Natl Univ, Dept Chem, Gwangju 61186, South Korea
[3] Korea Atom Energy Res Inst, Nucl Chem Res Div, 989-111 Daedeok Daero, Daejeon 34057, South Korea
[4] Caraga State Univ, Dept Nat Sci, Butuan City 8600, Philippines
[5] Chosun Univ, Coll Food & Nutr, Gwangju 61452, South Korea
[6] Chosun Univ, Coll Pharm, Gwangju 61452, South Korea
关键词
BODIPY; click reaction; lactose; photodynamic therapy; photosensitizer; IN-VITRO; CLICK CHEMISTRY; SINGLET OXYGEN; FLUORESCENT-PROBES; CANCER; PHOSPHORESCENCE; NANOPARTICLES; CYTOTOXICITY; PORPHYRIN; EFFICIENT;
D O I
10.3390/molecules25153340
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
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页数:18
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