School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.
Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad 22060, Pakistan.
Molecules. 2014 Jun 16;19(6):8080-92. doi: 10.3390/molecules19068080.
RuII(arene) complexes have emerged as a versatile class of compounds to design metallodrugs as potential treatment for a wide range of diseases including cancer and malaria. They feature modes of action that involve classic DNA binding like platinum anticancer drugs, may covalent binding to proteins, or multimodal biological activity. Herein, we report the synthesis and urease inhibition activity of RuII(arene) complexes of the general formula [RuII(η6-p-cymene)(L)Cl2] and [RuII(η6-p-cymene)(PPh3)(L)Cl]PF6 with S-donor systems (L) based on heterocyclic thiourea derivatives. The compounds were characterized by 1H-, 13C{1H}- and 31P{1H}-NMR spectroscopy, as well as elemental analysis. The crystal structure of [chlorido(η6-p-cymene)(imidazolidine-2-thione)(triphenylphosphine)ruthenium(II)] hexafluorophosphate 11 was determined by X-ray diffraction analysis. A signal in the range 175-183 ppm in the 13C{1H}-NMR spectrum indicates the presence of a thione rather than a thiolate. This observation was also confirmed in the solid state by X-ray diffraction analysis of 11 which shows a C=S bond length of 1.720 Å. The compounds were tested for urease inhibitory activity and the thiourea-derived ligands exhibited moderate activity, whereas their corresponding Ru(arene) complexes were not active.
RuII(芳基)配合物已成为一类多功能化合物，可用于设计金属药物，作为治疗多种疾病（包括癌症和疟疾）的潜在方法。它们具有与经典 DNA 结合的作用模式，如铂类抗癌药物，可能与蛋白质发生共价结合，或具有多种模式的生物活性。在此，我们报告了通用式[RuII(η6-p-cymene)(L)Cl2]和[RuII(η6-p-cymene)(PPh3)(L)Cl]PF6的 RuII(芳基)配合物的合成及其对脲酶的抑制活性，其中 L 是基于杂环硫脲衍生物的 S 供体系统。这些化合物通过 1H-、13C{1H}-和 31P{1H}-NMR 光谱以及元素分析进行了表征。通过 X 射线衍射分析确定了[氯(η6-p-cymene)(咪唑烷-2-硫酮)(三苯基膦)钌(II)]六氟磷酸盐 11 的晶体结构。13C{1H}-NMR 光谱中 175-183 ppm 范围内的信号表明存在硫酮而不是硫醇。这一观察结果也通过 11 的 X 射线衍射分析得到了证实，其中 C=S 键长为 1.720 Å。对这些化合物进行了脲酶抑制活性测试，结果表明硫脲衍生配体具有中等活性，而其相应的 Ru(芳基)配合物则没有活性。
