4'-(3-benzyloxyphenyl)-2,2':6',2''-terpyridine | 1261934-42-2

• 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'-(3-benzyloxyphenyl)-2,2':6',2''-terpyridine
• 英文别名: 4-(3-Phenylmethoxyphenyl)-2,6-dipyridin-2-ylpyridine
• CAS: 1261934-42-2
• 化学式: C₂₈H₂₁N₃O
• 分子量: 415.494
• InChiKey: PRWJSXKEGBAEMR-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：

  copper(II) choride dihydrate 、 4'-(3-benzyloxyphenyl)-2,2':6',2''-terpyridine 、 诺氟沙星 在 CH₃ONa 、 HCl 作用下， 以 甲醇 为溶剂， 以62.5%的产率得到Cu(norfloxacin)(4'-(3-benzyloxyphenyl)-2,2':6',2''-terpyridine)Cl
  参考文献：
  名称：

  Copper(II) complexes with norfloxacin and neutral terpyridines: Cytotoxic, antibacterial, superoxide dismutase and DNA-interaction approach

  摘要：

  Cu(II) complexes of the type [Cu(NFL)(L-n)Cl] (L-n = substituted terpyridines, NFL = norfloxacin) were synthesised and characterized. Antibacterial activity was assayed against selective Gram((+ve)) and Gram((-ve)) microorganisms using the double dilution technique. The binding behavior of the complexes toward Herring Sperm (HS) DNA was determined using absorption titration and hydrodynamic measurements, whereas the cleavage efficacy of the complexes toward pUC19 DNA was determined by the gel electrophoresis technique. The brine shrimp bioassay was carried out to study the in vitro cytotoxic properties of the synthesized metal complexes. The superoxide dismutase (SOD) like activity of the complexes was measured using an NBT/NADH/PMS system and is expressed in term of the concentration of complex which terminates the formation of formazan by 50% (IC50 value). The IC50 values were observed to be in the range 0.653-1.344 mu M. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.03.050
• 作为产物：
  描述：

  2-乙酰基吡啶 、 3-苄氧基苯甲醛 在 ammonium hydroxide 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 4'-(3-benzyloxyphenyl)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  司巴沙星药物与氮供体配体的铜（II）配合物的细胞毒性，抗菌，DNA相互作用和超氧化物歧化酶活性

  摘要：

  合成并表征了新型中性单核铜（II）与氟喹诺酮类抗菌药，司帕沙星和氮供体杂环配体的配合物。已测试了该复合物对五种不同微生物的抗菌功效，并显示出多种生物活性。使用粘度滴定和吸收滴定技术研究了复合物与鲱鱼精子（HS）DNA的相互作用。结果表明，该复合物通过插入模式与DNA结合并且具有相当高的DNA结合常数。DNA裂解研究表明，与金属盐和标准药物相比，该复合物具有更好的裂解能力。所有复合物均显示出良好的细胞毒性活性，LC 50值为4.89至11.94μgmL -1。配合物还表现出类似于SOD的活性，其IC 50值为0.717至1.848μM。

  DOI：

  10.1016/j.saa.2012.11.045

文献信息

• 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.