1,11-bis-[phenoxy-(3,5-dicarbaldehyde)]-3,6,9-trioxo undecane | 1370287-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,11-bis-[phenoxy-(3,5-dicarbaldehyde)]-3,6,9-trioxo undecane
• 英文别名: 1,11-bis-[phenoxy-(3,5-dicarbaldehyde)]-3,6,9-trioxo；5-[2-[2-[2-[2-(3,5-Diformylphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]benzene-1,3-dicarbaldehyde
• CAS: 1370287-52-7
• 化学式: C₂₄H₂₆O₉
• 分子量: 458.465
• InChiKey: CNGNUZJTIJHJJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  651.4±55.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  33
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1,10-邻二氮杂菲-5,6-二酮 、 1,11-bis-[phenoxy-(3,5-dicarbaldehyde)]-3,6,9-trioxo undecane 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 以49%的产率得到1,11-bis-(3,5-bis(1H-imidazo[4,5-f][1,10]phenanthrolin-2-yl)phenoxy)-3,6,9-trioxoundecane
  参考文献：
  名称：

  四核钌（ii）与寡氧乙烯接头的复合物，作为单光子和双光子发光跟踪非病毒基因载体†

  摘要：

  为了延长观察时间，增加穿透深度并降低自吸收和光毒性，双光子发光载体已成为追踪活细胞中基因传递的有前途的工具。在本文中，我们报告了基于低聚氧乙烯和聚苯并咪唑的四个新的四核Ru（II）配合物，作为一光子和二光子发光跟踪非病毒基因载体。在这种分子设计中，低聚氧乙烯，聚苯并咪唑和Ru（II）聚吡啶基复合物有望使载体具有更高的细胞通透性，生物相容性，质子缓冲能力以及单光子和双光子发光。相应的DNA相互作用研究表明，复合物缩合DNA的能力随寡聚氧乙烯长度的增加而降低。另外，所有复合物都保护DNA。该复合物被作为活细胞中的单光子和双光子跟踪非病毒基因载体进行了研究，并显示出适当的细胞摄取，良好的荧光素酶表达和低细胞毒性。

  DOI：

  10.1039/c5dt00117j
• 作为产物：
  描述：

  四乙二醇二对甲苯磺酸酯 在 lithium aluminium tetrahydride 、 silica gel 、 potassium carbonate 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 23.0h， 生成 1,11-bis-[phenoxy-(3,5-dicarbaldehyde)]-3,6,9-trioxo undecane
  参考文献：
  名称：

  Dimeric 1,3-Phenylene-bis(piperazinyl benzimidazole)s: Synthesis and Structure–Activity Investigations on their Binding with Human Telomeric G-Quadruplex DNA and Telomerase Inhibition Properties

  摘要：

  Ligand-induced stabilization of G-quadruplex structures formed by the human telomeric DNA is an active area of research. The compounds which stabilize the G-quadruplexes often lead to telomerase inhibition. Herein we present the results of interaction of new monomeric and dimeric ligands having 1,3-phenylene-bis(piperazinyl benzimidazole) unit with G-quadruplex DNA (G4DNA) formed by human telomeric repeat d[(G(3)T(2)A)(3)G(3)]. These ligands efficiently stabilize the preformed G4DNA in the presence of 100 mM monovalent alkali metal ions. Also, the G4DNA formed in the presence of low concentrations of ligands in 100 mM K+ adopts a highly stable parallel-stranded conformation. The G-quadruplexes formed in the presence of the dimeric compound are more stable than that induced by the corresponding monomeric counterpart. The dimeric ligands having oligo-oxyethylene spacers provide much higher stability to the preformed G4DNA and also exert significantly higher telomerase inhibition activity. Computational aspects have also been discussed.

  DOI：

  10.1021/jm200860b

文献信息

• Dimeric 1,3-Phenylene-bis(piperazinyl benzimidazole)s: Synthesis and Structure–Activity Investigations on their Binding with Human Telomeric G-Quadruplex DNA and Telomerase Inhibition Properties
  作者：Akash K Jain、Ananya Paul、Basudeb Maji、K. Muniyappa、Santanu Bhattacharya

  DOI：10.1021/jm200860b

  日期：2012.4.12

  Ligand-induced stabilization of G-quadruplex structures formed by the human telomeric DNA is an active area of research. The compounds which stabilize the G-quadruplexes often lead to telomerase inhibition. Herein we present the results of interaction of new monomeric and dimeric ligands having 1,3-phenylene-bis(piperazinyl benzimidazole) unit with G-quadruplex DNA (G4DNA) formed by human telomeric repeat d[(G(3)T(2)A)(3)G(3)]. These ligands efficiently stabilize the preformed G4DNA in the presence of 100 mM monovalent alkali metal ions. Also, the G4DNA formed in the presence of low concentrations of ligands in 100 mM K+ adopts a highly stable parallel-stranded conformation. The G-quadruplexes formed in the presence of the dimeric compound are more stable than that induced by the corresponding monomeric counterpart. The dimeric ligands having oligo-oxyethylene spacers provide much higher stability to the preformed G4DNA and also exert significantly higher telomerase inhibition activity. Computational aspects have also been discussed.
• Tetranuclear ruthenium(<scp>ii</scp>) complexes with oligo-oxyethylene linkers as one- and two-photon luminescent tracking non-viral gene vectors
  作者：Kangqiang Qiu、Bole Yu、Huaiyi Huang、Pingyu Zhang、Liangnian Ji、Hui Chao

  DOI：10.1039/c5dt00117j

  日期：——

  phototoxicity, two-photon luminescent vectors have emerged as promising tools for tracking gene delivery in living cells. Herein, we report four new tetranuclear Ru(II) complexes based on oligo-oxyethylene and polybenzimidazole as one- and two- photon luminescent tracking non-viral gene vectors. In such a molecular design, the oligo-oxyethylene, polybenzimidazole and Ru(II) polypyridyl complexes were expected

  为了延长观察时间，增加穿透深度并降低自吸收和光毒性，双光子发光载体已成为追踪活细胞中基因传递的有前途的工具。在本文中，我们报告了基于低聚氧乙烯和聚苯并咪唑的四个新的四核Ru（II）配合物，作为一光子和二光子发光跟踪非病毒基因载体。在这种分子设计中，低聚氧乙烯，聚苯并咪唑和Ru（II）聚吡啶基复合物有望使载体具有更高的细胞通透性，生物相容性，质子缓冲能力以及单光子和双光子发光。相应的DNA相互作用研究表明，复合物缩合DNA的能力随寡聚氧乙烯长度的增加而降低。另外，所有复合物都保护DNA。该复合物被作为活细胞中的单光子和双光子跟踪非病毒基因载体进行了研究，并显示出适当的细胞摄取，良好的荧光素酶表达和低细胞毒性。