Department of Chemistry, University of Oregon, Eugene, USA.
J Biol Inorg Chem. 2011 Dec;16(8):1177-85. doi: 10.1007/s00775-011-0806-7. Epub 2011 Jul 8.
[ImH][trans-Ru(III)Cl(4)(DMSO)(Im)] (where DMSO is dimethyl sulfoxide and Im is imidazole) (NAMI-A) is an antimetastatic prodrug currently in phase II clinical trials. The mechanisms of action of this and related Ru-based anticancer agents are not well understood, but several cellular targets have been suggested. Although Ru has been observed to bind to DNA following in vitro NAMI-A exposure, little is known about Ru-DNA interactions in vivo and even less is known about how this or related metallodrugs might influence cellular RNA. In this study, Ru accumulation in cellular RNA was measured following treatment of Saccharomyces cerevisiae with NAMI-A. Drug-dependent growth and cell viability indicate relatively high tolerance, with approximately 40% cell death occurring at 6 h for 450 μM NAMI-A. Significant dose-dependent accumulation of Ru in cellular RNA was observed by inductively coupled plasma mass spectrometry measurements on RNA extracted from yeast treated with NAMI-A. In vitro, binding of Ru species to drug-treated model DNA and RNA oligonucleotides at pH 6.0 and 7.4 was characterized by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry in the presence and absence of the reductant ascorbate. The extent of Ru-nucleotide interactions increases slightly with lower pH and significantly in the presence of ascorbate, with differences in observed species distribution. Taken together, these studies demonstrate the accumulation of aquated and reduced derivatives of NAMI-A on RNA in vitro and in cellulo, and enhanced binding with nucleic acid targets in a tumorlike acidic, reducing environment. To our knowledge, this is also the first study to characterize NAMI-A treatment of S. cerevisiae, a genetically tractable model organism.
[ImH][反式-Ru(III)Cl(4)(DMSO)(Im)](其中 DMSO 是二甲亚砜,Im 是咪唑)(NAMI-A)是一种正在进行 II 期临床试验的抗转移前药。这种和相关的基于 Ru 的抗癌剂的作用机制尚未得到很好的理解,但已经提出了几种细胞靶标。尽管已经观察到 Ru 在体外 NAMI-A 暴露后与 DNA 结合,但对体内 Ru-DNA 相互作用知之甚少,甚至对这种或相关金属药物如何影响细胞 RNA 知之甚少。在这项研究中,在酿酒酵母用 NAMI-A 处理后,测量了细胞 RNA 中 Ru 的积累。药物依赖性生长和细胞活力表明相对较高的耐受性,对于 450 μM 的 NAMI-A,约有 40%的细胞在 6 小时时死亡。通过对用 NAMI-A 处理的酵母提取的 RNA 进行电感耦合等离子体质谱测量,观察到 Ru 在细胞 RNA 中呈剂量依赖性积累。在 pH 值为 6.0 和 7.4 的情况下,用基质辅助激光解吸/电离飞行时间质谱法研究了 Ru 物种与经药物处理的模型 DNA 和 RNA 寡核苷酸的结合情况,存在和不存在还原剂抗坏血酸。在 pH 值较低和存在抗坏血酸的情况下,Ru-核苷酸相互作用的程度略有增加,并且观察到的物种分布有显著差异。总的来说,这些研究表明,在体外和细胞内,NAMI-A 的水合和还原衍生物在 RNA 上积累,并且在肿瘤样酸性、还原环境中与核酸靶标结合增强。据我们所知,这也是首次对 NAMI-A 处理酿酒酵母(一种遗传上易于处理的模式生物)进行研究。