4'-(4-benzyloxyphenyl)-2,2':6',2''-terpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-(4-benzyloxyphenyl)-2,2':6',2''-terpyridine
• 英文别名: 4-(4-Phenylmethoxyphenyl)-2,6-dipyridin-2-ylpyridine；4-(4-phenylmethoxyphenyl)-2,6-dipyridin-2-ylpyridine
• 化学式: C₂₈H₂₁N₃O
• 分子量: 415.494
• InChiKey: RCZVJSOBWKWMRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4'-(4-benzyloxyphenyl)-2,2':6',2''-terpyridine 、 copper(II) choride dihydrate 、 环丙沙星 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以62.1%的产率得到
  参考文献：
  名称：

  药物与配吡啶的混合配体铜（II）配合物的合成，表征，抗菌活性和DNA相互作用研究

  摘要：

  使用环丙沙星和四种叔吡啶衍生物已衍生出一系列三元铜（II）配合物。使用金属估计，红外光谱，FAB质谱和反射光谱对复合物进行表征。筛选化合物对革兰氏阳性菌和革兰氏阴性菌的体外抗菌活性。使用UV-Vis吸收滴定，粘度测定和DNA热变性实验确定复合物对DNA的结合行为，其中在溴化乙锭存在下，通过凝胶电泳确定复合物对pUC19 DNA的切割效力。铜（II）配合物对超氧阴离子（O 2 •-）通过其抑制硝基氮四唑还原的能力来测定突变。

  DOI：

  10.1007/s00044-011-9799-6
• 作为产物：
  描述：

  在 ammonium hydroxide 作用下， 以 various solvent(s) 为溶剂， 反应 2.0h， 生成 4'-(4-benzyloxyphenyl)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  A Green and Straightforward Synthesis of 4′-Substituted Terpyridines

  摘要：

  合成了一组4′-取代的2,2′:6′,2′′-三吡啶，采用环保反应条件，通过一锅法使用PEG和水合氨作为溶剂。该方法具有合成路线短、反应时间短、操作简单、与传统方法相比产率较高的特点。晶体数据揭示了4′-芳基取代基对相应三吡啶的分子结构和π-堆积行为的影响。

  DOI：

  10.1055/s-2006-942525

文献信息

• Interactions with herring sperm DNA and biological studies of sparfloxacin drug-based copper(II) compounds
  作者：Mohan N. Patel、Hardik N. Joshi、Chintan R. Patel

  DOI：10.1002/aoc.2919

  日期：2012.11

  value), which was found to range from 0.572 to 1.522 µm. Interactions of the complexes with herring sperm DNA were studied by absorption titration, viscosity measurement and gel electrophoresis under physiological conditions. The antimicrobial efficiency of the complexes was tested against five different microorganisms and showed good biological activity. All the complexes showed good cytotoxic activity

   合成了[Cu（SPF）（L n）Cl]类型的铜（II）配合物（其中SPF为司帕沙星，L n =取代的吡啶），发现其具有扭曲的八面体几何形状。使用硝基蓝四唑/还原的烟酰胺腺嘌呤二核苷酸/吩嗪硫酸甲酯系统测量复合物的超氧化物歧化酶样活性，并以复合物的浓度表示，该浓度终止了50％的甲maz形成（IC 50值）范围从0.572到1.522 µm。在生理条件下，通过吸收滴定，粘度测量和凝胶电泳研究了复合物与鲱鱼精子DNA的相互作用。测试了该复合物对五种不同微生物的抗菌效率，并显示出良好的生物活性。所有复合物均显示出良好的细胞毒性活性，LC 50值为4.01至9.64 µg ml -1。版权所有©2012 John Wiley＆Sons，Ltd.
• Antimicrobial and nuclease activity of mixed polypyridyl ruthenium(II) complexes
  作者：Mohan N. Patel、Pradhuman A. Parmar、Deepen S. Gandhi、Vasudev R. Thakkar

  DOI：10.1016/j.inoche.2010.08.022

  日期：2010.12

  The ruthenium(II) complexes with 2,9-dimethy1-1,10-phenanthroline (dmphen) and terpyridine derivatives have been synthesized and screened for their antimicrobial potency. The interaction of these complexes with Herring Sperm DNA was investigated by thermal denaturation, viscosity measurements, gel electrophoresis and spectrophotometric methods. The results indicate that the complexes bound to DNA via partial intercalative mode. The salt-dependent binding of these complexes has been determined by UV-Vis spectrophotometric titration. The contribution of the non-electrostatic binding free energy (Delta G(t)(o)) to the total binding free energy change (Delta G(o)) is found to be similar to 88% at [Na+] =0.075 M. The large value suggests that the stabilization of the DNA binding is mostly due to the contribution of non-electrostatic process. (C) 2010 Elsevier B.V. All rights reserved.
• DNA interaction, in vitro antimicrobial and SOD-like activity of copper(II) complexes with norfloxacin and terpyridines
  作者：Mohan N. Patel、Hardik N. Joshi、Chintan R. Patel

  DOI：10.1016/j.jorganchem.2011.11.022

  日期：2012.3

  The novel octahedral copper(II) complexes with the second generation fluoroquinolone, norfloxacin and terpyridine derivatives were prepared and characterized. The antimicrobial efficiency of the complexes were tested on five different microorganisms and showed good biological activity. Viscosity measurement and absorption titration were employed to determine the mode of binding of complexes with DNA whereas the cleavage efficacy of the complexes towards pUC19 DNA was determined by electrophoresis in presence of ethidium bromide. SOD mimic behaviour was actively sought for clinical and mechanistic purposes under a nonenzymatic system (NBT/NADH/PMS), and was found to have good antioxidant activity. (C) 2011 Elsevier B.V. All rights reserved.
• A Green and Straightforward Synthesis of 4′-Substituted Terpyridines
  作者：Ulrich Schubert、Andreas Winter、Antje van den Berg、Richard Hoogenboom、Guido Kickelbick

  DOI：10.1055/s-2006-942525

  日期：2006.9

  A set of 4′-substituted 2,2′:6′,2′′-terpyridines has been synthesized in a one-pot procedure under environmentally friendly reaction conditions using PEG and aqueous ammonia as solvents. This procedure features a short synthetic route, short reaction times, easy work-up, and good yields in comparison to conventional methods. The crystallographic data reveal the influence of the 4′-aryl substituent on the molecular structure and π-stacking behavior of the respective terpyridines.

  合成了一组4′-取代的2,2′:6′,2′′-三吡啶，采用环保反应条件，通过一锅法使用PEG和水合氨作为溶剂。该方法具有合成路线短、反应时间短、操作简单、与传统方法相比产率较高的特点。晶体数据揭示了4′-芳基取代基对相应三吡啶的分子结构和π-堆积行为的影响。
• Synthesis, characterization, antibacterial activity and DNA interaction studies of drug-based mixed ligand copper(II) complexes with terpyridines
  作者：Mohan N. Patel、Promise A. Dosi、Bhupesh S. Bhatt

  DOI：10.1007/s00044-011-9799-6

  日期：2012.9

  series of ternary copper(II) complexes have been derived using ciprofloxacin and four terpyridine derivatives. Complexes were characterized using metal estimation, IR spectroscopy, FAB-mass spectrometry and reflectance spectra. Compounds were screened for their in vitro antimicrobial activity against gram(+ve) and gram(−ve) bacterial species. Binding behaviour of the complexes towards DNA were determined

  使用环丙沙星和四种叔吡啶衍生物已衍生出一系列三元铜（II）配合物。使用金属估计，红外光谱，FAB质谱和反射光谱对复合物进行表征。筛选化合物对革兰氏阳性菌和革兰氏阴性菌的体外抗菌活性。使用UV-Vis吸收滴定，粘度测定和DNA热变性实验确定复合物对DNA的结合行为，其中在溴化乙锭存在下，通过凝胶电泳确定复合物对pUC19 DNA的切割效力。铜（II）配合物对超氧阴离子（O 2 •-）通过其抑制硝基氮四唑还原的能力来测定突变。