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轴向取代季铵化硅酞菁的合成作为一种有前途的光敏剂,用于 HCT-116、A549 和 SH-SY5Y 癌细胞系的光动力治疗。

Synthesis of axially disubstituted quaternized silicon phthalocyanines as a promising photosensitizer for the photodynamic treatment of HCT-116, A549 and SH-SY5Y cancer cell lines.

机构信息

Karadeniz Technical University, Faculty of Pharmacy, Department of Toxicology, 61080, Trabzon, Turkey and Karadeniz Technical University, Drug and Pharmaceutical Technology Application and Research Center, Trabzon, Turkey.

Karadeniz Technical University, Faculty of Science, Department of Chemistry, 61080, Trabzon, Turkey.

出版信息

Dalton Trans. 2020 Apr 15;49(15):4927-4934. doi: 10.1039/d0dt00244e.

DOI:10.1039/d0dt00244e
PMID:32232308
Abstract

In this study, novel silicon(iv) phthalocyanines axially disubstituted with bis[(4-{3-[3-(dimethylamino)phenoxy]propoxy}phenyl)methoxy] and bis[(4-{3-[3-(diethylamino)phenoxy]propoxy}phenyl)methoxy] groups and their quaternized derivatives were synthesized and characterized. Then, their supercoiled pBR322 plasmid DNA cleavage properties were investigated using agarose gel electrophoresis. The in vitro PDT effects of Si-3a and Si-4a were investigated using the MTT cell viability assay against HCT-116, A549 and SH-SY5Y cell lines. Si-3a and Si-4a did not show cleavage effects upon increasing concentrations in the dark but both compounds showed cleavage activities upon irradiation for 30 and 60 min, respectively. The MTT cell viability assay indicated that Si-4a had a cytotoxic effect in a concentration-dependent manner on the HCT-116 cell line but it did not show any statistical difference with regard to phototoxicity. Otherwise, Si-3a and Si-4a had significant phototoxic effects when compared to cytotoxic effects against A549 and SH-SY5Y. The results suggested that Si-3a and Si-4a showed better cell death against SH-SY5Y than other cell lines with irradiation.

摘要

在这项研究中,合成并表征了新型硅(iv)酞菁轴向二取代的双[(4-{-3-[3-(二甲基氨基)苯氧基]丙氧基}苯基)甲氧基]和双[(4-{-3-[3-(二乙基氨基)苯氧基]丙氧基}苯基)甲氧基]基团及其季铵化衍生物。然后,通过琼脂糖凝胶电泳研究了它们对超螺旋 pBR322 质粒 DNA 的切割性质。使用 MTT 细胞活力测定法,通过 HCT-116、A549 和 SH-SY5Y 细胞系研究了 Si-3a 和 Si-4a 的体外 PDT 效应。Si-3a 和 Si-4a 在黑暗中增加浓度时没有显示出切割效应,但在分别照射 30 和 60 分钟后,这两种化合物都表现出切割活性。MTT 细胞活力测定表明,Si-4a 对 HCT-116 细胞系呈浓度依赖性的细胞毒性作用,但在光毒性方面没有统计学差异。另一方面,与对 A549 和 SH-SY5Y 的细胞毒性相比,Si-3a 和 Si-4a 具有显著的光毒性作用。结果表明,与其他细胞系相比,Si-3a 和 Si-4a 在照射下对 SH-SY5Y 具有更好的细胞杀伤作用。

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