School of Life Sciences, Anhui Agricultural University, Hefei 230036, China; School of Biochemical Engineering, Anhui Polytechnic University, Beijing Middle Road, 241000 Wuhu, Anhui, China.
School of Life Sciences, Anhui Agricultural University, Hefei 230036, China.
J Inorg Biochem. 2021 Mar;216:111339. doi: 10.1016/j.jinorgbio.2020.111339. Epub 2020 Dec 28.
Different enantiomers of chiral drugs show distinctive activities. Here, a pair of chiral ruthenium Λ-[Ru(phen)(TPEPIP)] (Λ-Ru), and Δ-[Ru(phen)(TPEPIP)] (Δ-Ru) (phen = 1,10-phenanthroline; TPEPIP = 2-(4'-(1,2,2-triphenylvinyl)-[1,1'-biphenyl]-4-yl)-1H-imidazo[4,5-f][1,10]phenanthroline) compounds have been prepared and characterized. Both have aggregation-induced emission characteristics, although Λ-Ru exhibits much higher activity, towards duplex DNA extracted from SGC-7901 cancer cells. In vitro experiments demonstrate that both Λ-Ru and Δ-Ru can induce the apoptosis of tumor cells with Λ-Ru showing greater activity than Δ-Ru. Λ-Ru aggregates in the cell nucleus of SGC-7901 within 5 h which shows that nucleic acids may be the effective target of Λ-Ru. In vivo experiments with nude mice showed that Λ-Ru can inhibit the growth and proliferation of a tumor, in tumor-bearing mice as well as targeting the tumor site, as demonstrated by fluorescence. These results demonstrate the dual-function of Λ-Ru, which could be used for real-time visualization of a chemotherapeutic agent.
手性药物的不同对映异构体表现出独特的活性。在这里，一对手性钌 Λ-[Ru(phen)(TPEPIP)]（Λ-Ru）和 Δ-[Ru(phen)(TPEPIP)]（Δ-Ru）（phen = 1,10-菲咯啉；TPEPIP = 2-(4'-(1,2,2-三苯基乙烯基)-[1,1'-联苯]-4-基)-1H-咪唑并[4,5-f][1,10]菲咯啉）化合物已被制备和表征。它们都具有聚集诱导发射特性，尽管 Λ-Ru 对从 SGC-7901 癌细胞中提取的双链 DNA 具有更高的活性。体外实验表明， Λ-Ru 和 Δ-Ru 都可以诱导肿瘤细胞凋亡，而 Λ-Ru 的活性大于 Δ-Ru。 Λ-Ru 在 SGC-7901 细胞核内 5 小时内聚集，这表明核酸可能是 Λ-Ru 的有效靶标。裸鼠体内实验表明， Λ-Ru 可以抑制荷瘤小鼠肿瘤的生长和增殖，以及通过荧光显示靶向肿瘤部位。这些结果证明了 Λ-Ru 的双重功能，可用于化疗药物的实时可视化。
