[Ru(η⁶-cymene)Cl₂(2-mercaptobenzoxazole)] | 1416367-91-3

• 英文名称: [Ru(η⁶-cymene)Cl₂(2-mercaptobenzoxazole)]
• CAS: 1416367-91-3
• 化学式: C₁₇H₁₉Cl₂NORuS
• 分子量: 457.386
• InChiKey: CLICGLMIYKZBCX-UHFFFAOYSA-L

反应信息

• 作为产物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 2-巯基苯并恶唑 以 二氯甲烷 为溶剂， 生成 [Ru(η⁶-cymene)Cl₂(2-mercaptobenzoxazole)]
  参考文献：
  名称：

  具有杂环辅助配体的半夹心钌 (II) 配合物的取代调节抗癌活性

  摘要：

  已经合成了十种具有杂环配体的新型有机金属半夹心钌配合物（H1-H10）。改变辅助杂环配体上的取代基以了解取代对抗癌活性的影响。五种配合物的晶体学表征证实它们采用三足钢琴凳结构，并通过分子内氢键稳定。配合物 H2 和 H3 在固态下也表现出卤素键合。在水性介质中，配合物形成双核钌物质。具有无细胞毒性杂环、6-氟-2-巯基苯并噻唑的复合物 H1 和具有未取代的 2-巯基苯并噻唑的复合物 H11 对 A2780 和 KB 细胞系的活性最强。辅助配体上的 H 原子被 Cl 或 Br 原子取代导致抗癌活性降低。除氟取代的 H5 外，与巯基苯并恶唑 (H6-H9) 的复合物对所有测试细胞系均无活性。钌与巯基萘咪唑 (H10) 和巯基苯并咪唑 (H13) 的配合物不显示任何抗癌活性。当与小牛胸腺 (CT) DNA 一起孵育时，活性复合物显示出双相熔解曲线。这些复合物仅在较小程度上抑制硫氧还蛋白还原酶 (TrxR)

  DOI：

  10.1002/ejic.201402205

文献信息

• Anticancer Activity of Hydrogen-Bond-Stabilized Half-Sandwich Ru^IIComplexes with Heterocycles
  作者：Raja Mitra、Sangeeta Das、Sridevi V. Shinde、Sarika Sinha、Kumaravel Somasundaram、Ashoka G. Samuelson

  DOI：10.1002/chem.201200938

  日期：2012.9.24

  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.