tris(4-isopropyltropolonato)iron(III) | 31396-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tris(4-isopropyltropolonato)iron(III)
• 英文别名: iron(III) hinokitiol complex；[Fe(hinokitiol)3]
• CAS: 31396-80-2
• 化学式: C₃₀H₃₃FeO₆
• 分子量: 545.435
• InChiKey: OWCCROYTDLIGPG-UHFFFAOYSA-K

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  iron(II) chloride tetrahydrate 、 桧木醇 在 air 作用下， 以 乙醇 为溶剂， 生成 tris(4-isopropyltropolonato)iron(III)
  参考文献：
  名称：

  Lipophilic Fe(III)-Complex with Potent Broad-Spectrum Anticancer Activity and Ability to Overcome Pt Resistance in A2780cis Cancer Cells

  摘要：

  虽然铁是所有生命形式所必需的，但它对细胞也有潜在的毒性，因为铁摄入的增加和不加调节会催化芬顿反应产生活性氧（ROS），导致细胞膜脂质过氧化、蛋白质氧化、DNA 断裂，甚至激活细胞凋亡途径。我们证明，Fe(hinok)3（hinok = 2-羟基-4-异丙基-2,4,6-环庚三烯-1-酮）是一种具有高亲脂性的中性铁(III)复合物，它能够绕过铁运输的调节，破坏细胞的铁平衡；因此，它对五种不同的细胞系具有显著的抗癌活性，包括对铂敏感的卵巢癌细胞（A2780；IC50 = 2.05 ± 0.90 μM 或 1.20 μg/mL）、铂抗性卵巢癌细胞（A2780cis；IC50 = 0.92 ± 0.73 μM 或 0.50 μg/mL）、卵巢癌细胞（SKOV-3；IC50 = 1.23 ± 0.67 μM 或 0.50 μg/mL01 μM 或 0.67 μg/mL）、乳腺癌细胞（MDA-MB-231；IC50 = 3.83 ± 0.12 μM 或 2.0 μg/mL）和肺癌细胞（A549；IC50 = 1.50 ± 0.32 μM 或 0.82 μg/mL）。具有重要意义的是，Fe(hinok)3 对正常 HEK293 细胞具有不同寻常的选择性，并且能够克服 A2780cis 对铂具有抗性的突变卵巢癌细胞对铂的抗性。

  DOI：

  10.3390/molecules28134917

文献信息

• Rate and Mechanism of Ligand Exchange of Several Tris(β-diketonato)iron(III) Complexes with 4-Isopropyltropolone in Carbon Tetrachloride
  作者：Tatsuya Sekine、Kazuho Inaba

  DOI：10.1246/bcsj.58.1125

  日期：1985.4

  seven tris(β-diketonato)iron(III) in carbon tetrachloride with 4-isopropyltropolone was measured by a spectrometric method in order to determine the effect of the chemical properties of the leaving ligand on the reaction mechanism. It was found from the dependence of the rate on the leaving and entering ligands and also from the values of ΔH\eweq and ΔS\eweq that the exchange reaction of iron(III) complexes

  为了确定离去配体的化学性质对反应机理的影响，通过光谱法测量了四氯化碳中的七三（β-二酮基）铁（III）与 4-异丙基托酚酮的配体交换速率。由离开和进入配体的速率的依赖性以及ΔH\eweq和ΔS\eweq的值发现，铁(III)与乙酰丙酮及其两个苯基取代的衍生物的络合物的交换反应通过解离机制。还发现与三氟乙酰丙酮及其苯基和 2-噻吩基取代衍生物的反应通过缔合机制进行。六氟乙酰丙酮络合物在反应的第一阶段与进入的配体形成中间体，然后发生配体交换。从这些结果得出结论，更稳定的复合物的配体交换受离去配体的断裂控制。不太稳定的被控制了......
• WO2019200314A5
  申请人：——

  公开号：WO2019200314A5

  公开（公告）日：2022-04-15
• Syntheses, structures and antimicrobial activities of various metal complexes of hinokitiol
  作者：Kenji Nomiya、Kuniaki Onodera、Ken Tsukagoshi、Kouhei Shimada、Akira Yoshizawa、Tada-aki Itoyanagi、Akiyoshi Sugie、Shinichiro Tsuruta、Ryo Sato、Noriko Chikaraishi Kasuga

  DOI：10.1016/j.ica.2008.02.061

  日期：2009.1

  Metal-oxygen bonding complexes (M = Mg-II, Mn-II, Ni-II, Mo-VI, W-VI, Pd-II, Sb-III, Bi-III, Fe-III, Ti-IV, K-I, Ba-II, Zr-IV and Hf-IV) with a hinokitiol (Hhino; 2-hydroxy-4-isopropylcyclohepta-2,4,6-trienone or beta-thujaplicin) ligand, which has two unequivalent oxygen donor atoms, were synthesized and characterized by elemental analysis, TG/DTA, FT-IR and solution (H-1 and C-13) NMR spectroscopy. Single-crystal X-ray structure analysis revealed various molecular structures for the complexes, which were classified into several families of family, i.e. type A [M-II(hino)(2)(L)](2) (M = Mg-II, Mn-II, Ni-II; L = EtOH or MeOH), with a dimeric structure consisting of one bridging hino anion, one chelating hino anion and one alcohol or water molecule, type B, with the octahedral, cis-dioxo, bis-chelate complexes cis-[(MO2)-O-VI(hino)(2)] (M= Mo-VI, W-VI), type C, with square planar complex [M-II(hino)(2)] (M= Pd-II), type D, with tris-chelate, 7-coordinate complexes with one inert electron pair [M-III(hino)(3)] (M= Sb-III, Bi-III), type D', with the bis-chelate, pseudo-6-coordinate complexes with one inert electron pair [M-III(hino)(2)X] (M = Sb-III, X = Br), type E, with tris-chelate, 6-coordinate complexes with Delta and Lambda isomers [M-III(hino)(3)] (M= Fe-III), type E' of bis-chelate, 6-coordinate complex [M-IV(hino)(2)X-2] (M = Ti-IV, X = Cl), type F, with water-soluble alkali metal salts [M-I(hino)] (M = K-I), and type H, with tetrakis-chelate, 8-coordinate complexes [M-IV(hino)(4)](M = Zr-IV, Hf-IV). These structural features were compared with those of metal complexes with a related ligand, tropolone (Htrop). The antimicrobial activities of these complexes, evaluated in terms of minimum inhibitory concentration (MIC; mu g mL(-1)) in two systems, were compared to elucidate the relationship between structure and antimicrobial activity. (c) 2008 Elsevier B.V. All rights reserved.