[Cu(Indomethacin)₂(H₂O)₂]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: [Cu(Indomethacin)₂(H₂O)₂]
• 英文别名: [Cu(indo)₂(H₂O)₂]；dicopper;2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate;dihydrate
• 化学式: C₇₆H₆₄Cl₄Cu₂N₄O₁₈
• 分子量: 1590.26
• InChiKey: LBRQXNVHNYZZHL-UHFFFAOYSA-J

计算性质

• 辛醇/水分配系数(LogP)：
  8.72
• 重原子数：
  104
• 可旋转键数：
  12
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  287
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  copper(II) choride dihydrate 、 吲哚美辛 在 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.33h， 以65%的产率得到[Cu(Indomethacin)₂(H₂O)₂]
  参考文献：
  名称：

  Structure and biological perspectives of Cu(II)–indomethacin complexes

  摘要：

  The copper(II) complexes with the non-steroidal anti-inflammatory drug indomethacin (Hindo) in the presence of the nitrogen-donor heterocyclic ligands 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen) or 2,2'-bipyridylamine (bipyam) have been synthesized and characterized. The crystal structures of [Cu(indo)(2)(bipy)]center dot 1.5MeOH center dot 0.5H(2)O and [Cu(indo)(2)(Phen)] center dot 1.85MeOH center dot 0.15H(2)O have been determined by X-ray crystallography. All compounds have been tested for their antioxidant and free radical scavenging activity as well as for their in vitro inhibitory activity against soybean lipoxygenase showing significant activity with the previously reported complex [Cu-2(indo)(4)(H2O)(2)] being the most active. The complexes exhibit good binding affinity to human or bovine serum albumin protein with high binding constant values. UV study of the interaction of the complexes with calf-thymus (CT) DNA has shown that the complexes can bind to CT DNA with [Cu(indo)2(bipyam)] showing the highest binding constant to CT DNA (K-b = 1.56(+/- 0.19) x 10(6) M-1). The complexes can bind to CT DNA via intercalation as concluded by cyclic voltammetry, DNA viscosity measurements and competitive studies with ethidium bromide (EB) which revealed the ability of the complexes to displace the DNA-bound EB. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2014.07.006

文献信息

• Anti-Inflammatory Dinuclear Copper(II) Complexes with Indomethacin. Synthesis, Magnetism and EPR Spectroscopy. Crystal Structure of the <i>N</i>,<i>N</i>-Dimethylformamide Adduct
  作者：Jane E. Weder、Trevor W. Hambley、Brendan J. Kennedy、Peter A. Lay、Dugald MacLachlan、Richard Bramley、Christopher D. Delfs、Keith S. Murray、Boujemaa Moubaraki、Barry Warwick、John R. Biffin、Hubertus L. Regtop

  DOI：10.1021/ic981100x

  日期：1999.4.1

  Veterinary anti-inflammatory Cu(II) complexes of indomethacin (1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid = IndoH), of the general formula [Cu(2)(Indo)(4)L(2)] (L = N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), N-methylpyrrolidone (NMP), and water), were studied by zero-field and X-band EPR spectroscopies, electronic spectroscopy, magnetic measurements, and X-ray powder

  吲哚美辛的兽医消炎性Cu（II）配合物（1- [4-氯苯甲酰基）-5-甲氧基-2-甲基-1H-吲哚-3-乙酸= IndoH），通式为[Cu（2）（ Indo）（4）L（2）]（L = N，N-二甲基甲酰胺（DMF），N，N-二甲基乙酰胺（DMA），N-甲基吡咯烷酮（NMP）和水）通过零场和X带EPR光谱，电子光谱，磁测量和X射线粉末衍射。该络合物类似于乙酸铜（II）一水合物，具有很强的反铁磁交换相互作用J，范围为-141至-152 cm（-）（1）。除[Cu（2）（Indo）（4）（H（2）O）（2）]络合物外，所有络合物的可变温度磁化率数据都相似，显示出磁矩的异常增加温度从50 K降低到10K。DMF和DMA二聚体的X射线粉末衍射图表明它们是同构的。两个同构H（2）O配合物从不同的方法合成，但显示不同的可变温度磁化率数据。所有的[Cu（2）（Indo）（4）L（2）]配合物在三斜空间群P
• Structure and biological perspectives of Cu(II)–indomethacin complexes
  作者：Alketa Tarushi、Catherine P. Raptopoulou、Vassilis Psycharis、Dimitris P. Kessissoglou、Athanasios N. Papadopoulos、George Psomas

  DOI：10.1016/j.jinorgbio.2014.07.006

  日期：2014.11

  The copper(II) complexes with the non-steroidal anti-inflammatory drug indomethacin (Hindo) in the presence of the nitrogen-donor heterocyclic ligands 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen) or 2,2'-bipyridylamine (bipyam) have been synthesized and characterized. The crystal structures of [Cu(indo)(2)(bipy)]center dot 1.5MeOH center dot 0.5H(2)O and [Cu(indo)(2)(Phen)] center dot 1.85MeOH center dot 0.15H(2)O have been determined by X-ray crystallography. All compounds have been tested for their antioxidant and free radical scavenging activity as well as for their in vitro inhibitory activity against soybean lipoxygenase showing significant activity with the previously reported complex [Cu-2(indo)(4)(H2O)(2)] being the most active. The complexes exhibit good binding affinity to human or bovine serum albumin protein with high binding constant values. UV study of the interaction of the complexes with calf-thymus (CT) DNA has shown that the complexes can bind to CT DNA with [Cu(indo)2(bipyam)] showing the highest binding constant to CT DNA (K-b = 1.56(+/- 0.19) x 10(6) M-1). The complexes can bind to CT DNA via intercalation as concluded by cyclic voltammetry, DNA viscosity measurements and competitive studies with ethidium bromide (EB) which revealed the ability of the complexes to displace the DNA-bound EB. (C) 2014 Elsevier Inc. All rights reserved.