1,7,10,17,23,26-Hexazaoctacyclo[15.15.1.02,15.03,8.09,14.018,31.019,24.025,30]tritriaconta-2,4,6,8,10,12,14,18,20,22,24,26,28,30-tetradecaene | 135324-66-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 1,7,10,17,23,26-Hexazaoctacyclo[15.15.1.02,15.03,8.09,14.018,31.019,24.025,30]tritriaconta-2,4,6,8,10,12,14,18,20,22,24,26,28,30-tetradecaene
• CAS: 135324-66-2
• 化学式: C₂₇H₁₈N₆
• 分子量: 426.48
• InChiKey: NKZKOWGUOIXAAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ammonium hexafluorophosphate 、 cis-[Ru(dipyrido[3,2-a:2',3'-c]phenazine)2Cl2] 、 1,7,10,17,23,26-Hexazaoctacyclo[15.15.1.02,15.03,8.09,14.018,31.019,24.025,30]tritriaconta-2,4,6,8,10,12,14,18,20,22,24,26,28,30-tetradecaene 以 水 、 乙二醇 为溶剂， 以24%的产率得到[Ru2(dipyrido[3,2-a:2',3'-c]phenazine)4(bis-phenanthroline-Troegers base)][PF6]4
  参考文献：
  名称：

  Binuclear ruthenium(II) polypyridyl complexes: DNA cleavage and mitochondria mediated apoptosis induction

  摘要：

  Binuclear complexes of the type [Ru-2(N-N)(4)(TBPhen(2))](4+), where N-N = 2,2'-bipyridine (bpy) (1), 1,10-phenanthroline (phen) (2), dipyrido[3,2-a:2',3'-c]phenazine (dppz) (3) and (TBPhen(2)) = bis-phenanthroline Troger's Base analogue, have been synthesized and characterized by H-1 NMR, IR, UV-Vis, elemental analysis, ESI-Mass spectroscopy and cyclic voltammetry. The DNA binding characteristics of the complexes have been investigated by absorbance, steady-state emission, thermal melting and viscosity measurements. Photophysical studies reveal that [Ru-2(TBPhen(2))(dppz)(4)](4+) interacts with calf thymus DNA with an intrinsic binding constant of (8.75 +/- 1.11 x 10(6) M-1). DNA cleavage studies of complexes 1-3 have been investigated using gel electrophoresis. The cytotoxicity of all the complexes against the HeLa cell line was evaluated by MTT assay and the status of mitochondria by real time living cell microscopy indicates apoptosis induction by complexes 1 and 2, further corroborated by a fluorescence microscopy-TUNEL assay. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.01.024
• 作为产物：
  描述：

  1,10-菲罗啉-5-氨基 以22%的产率得到
  参考文献：
  名称：

  YASHIMA, EIJI;AKASHI, MITSURU;MIYAUCHI, NORIYUKI, CHEM. LETT.,(1991) N, C. 1017-1020

  摘要：

  DOI：

文献信息

• Self-assembly of heteroleptic dinuclear metallosupramolecular kites from multivalent ligands via social self-sorting
  作者：Christian Benkhäuser、Arne Lützen

  DOI：10.3762/bjoc.11.79

  日期：——

  2'-bipyridine) ligand with a central 1,3-diethynylbenzene unit 2 were synthesized. Each of these ligands acts as a multivalent entity for the binding of two copper(I) ions. Upon coordination to the metal ions these two ligands undergo selective self-assembly into heteroleptic dinuclear metallosupramolecular kites in a high-fidelity social self-sorting manner as evidenced by NMR spectroscopy and mass spectrometry

  合成了Troger碱衍生的外消旋双（1,10-菲咯啉）配体（rac）-1和具有中央1,3-二乙炔基苯单元2的双（2,2'-联吡啶）配体。这些配体中的每一个都充当用于结合两个铜（I）离子的多价实体。在与金属离子配位后，这两个配体以高保真社会自选方式经历选择性自组装成杂配双核金属超分子风筝，这已通过NMR光谱法和质谱法证明。
• A phenanthroline analogue of Tröger's base as bridging ligand in the synthesis of a bimetallic ruthenium (II) complex
  作者：O. Van Gijte、A. Tatibouët、M. Demeunynck、J. Lhomme、A. Kirsch-De Mesmaeker

  DOI：10.1016/s0040-4039(97)00151-2

  日期：1997.3

  Complexation of a Phenanthroline analogue of Tröger's Base 2 to Ru(Bpy)22+ units results in the formation of a dinuclear complex 3. The spectroscopic data in absorption and emission indicate that the resulting dinuclear compound 3 behaves as two independent monometallic Ru(II) complexes.

  Tröger碱基2的菲咯啉类似物与Ru（Bpy）2 2+单元的络合导致双核络合物3的形成。吸收和发射的光谱数据表明，所得双核化合物3表现为两个独立的单金属Ru（II）配合物。
• Yashima, Eiji; Akashi, Mitsuru; Miyauchi, Noriyuki, Chemistry Letters, 1991, # 6, p. 1017 - 1020
  作者：Yashima, Eiji、Akashi, Mitsuru、Miyauchi, Noriyuki

  DOI：——

  日期：——
• Synthesis and DNA interaction of a mixed proflavine–phenanthroline Tröger base
  作者：Brigitte Baldeyrou、Christelle Tardy、Christian Bailly、Pierre Colson、Claude Houssier、Franck Charmantray、Martine Demeunynck

  DOI：10.1016/s0223-5234(02)01356-9

  日期：2002.4

  We report the synthesis of an asymmetric Troger base containing the two well characterised DNA binding chromophores. proflavine and phenanthroline. The mode of interaction of the hybrid molecule A as investigated by circular and linear dichroism experiments and a biochemical assay using DNA topoisomerase 1. The data are compatible with a model in which the proflavine moiety intercalates between DNA base pairs and the phenanthroline ring occupies the DNA groove. DNase I cleavage experiments were carried out to investigate the sequence preference of the hybrid ligand and a well resolved footprint was detected at a site encompassing two adjacent 5'-GTC-5-GAC triplets. The sequence preference of the asymmetric molecule is compared to that of the symmetric analogues. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.
• YASHIMA, EIJI;AKASHI, MITSURU;MIYAUCHI, NORIYUKI, CHEM. LETT.,(1991) N, C. 1017-1020
  作者：YASHIMA, EIJI、AKASHI, MITSURU、MIYAUCHI, NORIYUKI

  DOI：——

  日期：——