[Ru(η⁶cymene)Cl₂(3-methyl-1,3-benzothiazole-2-thione)] | 1416367-88-8

• 英文名称: [Ru(η⁶cymene)Cl₂(3-methyl-1,3-benzothiazole-2-thione)]
• CAS: 1416367-88-8
• 化学式: C₁₈H₂₁Cl₂NRuS₂
• 分子量: 487.479
• InChiKey: VTYBVPSHYUHANC-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  3-甲基-2(3H)-苯并噻唑硫酮 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 以 甲醇 为溶剂， 反应 30.0h， 以76%的产率得到[Ru(η⁶cymene)Cl₂(3-methyl-1,3-benzothiazole-2-thione)]
  参考文献：
  名称：

  Anticancer Activity of Hydrogen-Bond-Stabilized Half-Sandwich Ru^IIComplexes with Heterocycles

  摘要：

  AbstractNeutral half‐sandwich organometallic ruthenium(II) complexes of the type [(η6‐cymene)RuCl2(L)] (H1–H10), where L represents a heterocyclic ligand, have been synthesized and characterized spectroscopically. The structures of five complexes were also established by single‐crystal X‐ray diffraction confirming a piano‐stool geometry with η6 coordination of the arene ligand. Hydrogen bonding between the NH group of the heterocycle and a chlorine atom attached to Ru stabilizes the metal–ligand interaction. Complexes coordinated to a mercaptobenzothiazole framework (H1) or mercaptobenzoxazole (H6) showed high cytotoxicity against several cancer cells but not against normal cells. In vitro studies have shown that the inhibition of cancer cell growth involves primarily G1‐phase arrest as well as the generation of reactive oxygen species (ROS). The complexes are found to bind DNA in a non‐intercalative fashion and cause unwinding of plasmid DNA in a cell‐free medium. Surprisingly, the cytotoxic complexes H1 and H6 differ in their interaction with DNA, as observed by biophysical studies, they either cause a biphasic melting of the DNA or the inhibition of topoisomerase IIα activity, respectively. Substitution of the aromatic ring of the heterocycle or adding a second hydrogen‐bond donor on the heterocycle reduces the cytotoxicity.

  DOI：

  10.1002/chem.201200938