[chlorido{3-(oxo-κO)-2-(4-methylphenyl)-chromen-4(1H)-onato-κO}(η⁶-p-cymene)ruthenium(II)] | 1376044-10-8

• 英文名称: [chlorido{3-(oxo-κO)-2-(4-methylphenyl)-chromen-4(1H)-onato-κO}(η⁶-p-cymene)ruthenium(II)]
• 英文别名: Ru(η**(6)-p-cymene)Cl(C9H4O3C6H4CH3)
• CAS: 1376044-10-8
• 化学式: C₂₆H₂₅ClO₃Ru
• 分子量: 522.006
• InChiKey: YQICZBUCGBWSEJ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  7.42
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  [RhCl2(p-cymene)]2 、 3-羟基-4'-甲基黄酮 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 18.0h， 以68%的产率得到[chlorido{3-(oxo-κO)-2-(4-methylphenyl)-chromen-4(1H)-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

文献信息

• Targeting the DNA-topoisomerase complex in a double-strike approach with a topoisomerase inhibiting moiety and covalent DNA binder
  作者：Andrea Kurzwernhart、Wolfgang Kandioller、Caroline Bartel、Simone Bächler、Robert Trondl、Gerhard Mühlgassner、Michael A. Jakupec、Vladimir B. Arion、Doris Marko、Bernhard K. Keppler、Christian G. Hartinger

  DOI：10.1039/c2cc31040f

  日期：——

  RuII(arene)–flavonoids with high in vitro antitumour activity were synthesised. These compounds are capable of inhibiting human topoisomerase IIα and binding covalently to DNA.

  合成了具有高体外抗肿瘤活性的 RuII（芴）类黄酮。这些化合物能够抑制人类拓扑异构酶 IIα 并与 DNA 共价结合。