State Key Laboratory of Photocatalysis on Energy and Environment & National & Local Joint Biomedical Engineering Research Center on Photodynamic Technologies, College of Chemistry, Fuzhou University, Fuzhou 350108, China.
Molecules. 2018 Feb 19;23(2):458. doi: 10.3390/molecules23020458.
In this study, two novel boron dipyrromethene-based photosensitizers ( and ) substituted with three or six trifluoromethyl groups have been synthesized and characterized with various spectroscopic methods, and their photo-physical, photo-chemical, and photo-biological properties have also been explored. The two photosensitizers are highly soluble and remain nonaggregated in N,N-dimethylformamide as shown by the intense and sharp Q-band absorption. Under red light irradiation (λ = 660 nm, 1.5 J/cm²), both photosensitizers show high and comparable cytotoxicity towards HepG2 human hepatocarcinoma and HeLa human cervical carcinoma cells with IC values of 0.42-0.49 μM. The high photocytotoxicity of and can be due to their high cellular uptake and low aggregation tendency in biological media, which result in a high efficiency to generate reactive oxygen species inside the cells. Confocal laser fluorescence microscopic studies indicate that they have superior selective affinities to the mitochondria and lysosomes of HepG2 and HeLa cells. The results show that these two trifluoromethyl boron dipyrromethene derivatives are potential anticancer agents for photodynamic therapy.
在这项研究中，合成了两种新型硼二吡咯甲川染料基光敏剂（和），并用各种光谱方法进行了表征，还探索了它们的光物理、光化学和光生物学性质。这两种光敏剂在 N,N-二甲基甲酰胺中具有高溶解性且不会聚集，这可从强烈而尖锐的 Q 带吸收得到证明。在红光照射下（λ = 660nm，1.5J/cm²），两种光敏剂对 HepG2 人肝癌和 HeLa 人宫颈癌细胞均显示出高且相当的细胞毒性，IC 值为 0.42-0.49μM。和具有如此高的光细胞毒性，可能是因为它们在生物介质中有高的细胞摄取率和低的聚集倾向，这导致在细胞内高效地生成活性氧。共聚焦激光荧光显微镜研究表明，它们对 HepG2 和 HeLa 细胞的线粒体和溶酶体具有优异的选择性亲和力。结果表明，这两种三氟甲基硼二吡咯甲川染料衍生物是用于光动力疗法的潜在抗癌剂。
