[chlorido{3-(oxo-κO)-2-(3-fluorophenyl)-chromen-4-onato-κO}(η⁶-p-cymene)ruthenium(II)] | 1413916-98-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: [chlorido{3-(oxo-κO)-2-(3-fluorophenyl)-chromen-4-onato-κO}(η⁶-p-cymene)ruthenium(II)]
• CAS: 1413916-98-9
• 化学式: C₂₅H₂₂ClFO₃Ru
• 分子量: 525.969
• InChiKey: XNRNLHJZFREIGZ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  7.25
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-hydroxy-2-(3-fluorophenyl)-chromen-4(1H)-one 、 [RhCl2(p-cymene)]2 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 以51%的产率得到[chlorido{3-(oxo-κO)-2-(3-fluorophenyl)-chromen-4-onato-κO}(η⁶-p-cymene)ruthenium(II)]
  参考文献：
  名称：

  Structure–Activity Relationships of Targeted Ru^II(η⁶-p-Cymene) Anticancer Complexes with Flavonol-Derived Ligands

  摘要：

  Ru-II(arene) complexes have been shown to be promising anticancer agents, capable of overcoming major drawbacks of currently used chemotherapeutics. We have synthesized Ru-II(eta(6)-arene) compounds carrying bioactive flavonol ligands with the aim to obtain multitargeted anticancer agents. To validate this concept, studies on the mode of action of the complexes were conducted which indicated that they form covalent bonds to DNA, have only minor impact on the cell cycle, but inhibit CDK2 and topoisomerase Ha in vitro. The cytotoxic activity was determined in human cancer cell lines, resulting in very low IC50 values as compared to other Ru-II(arene) complexes and showing a structure-activity relationship dependent on the substitution pattern of the flavonol ligand. Furthermore, the inhibition of cell growth correlates well with the topoisomerase inhibitory activity. Compared to the flavonol ligands, the Ru-II(eta(6)-p-cymene) complexes are more potent antiproliferative agents, which can be explained by potential multitargeted properties.

  DOI：

  10.1021/jm301376a