(12-bromo-pyrido[2',3′:5,6]pyrazino[2,3-f][1,10]phenanthroline) | 1404069-19-7

• 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: (12-bromo-pyrido[2',3′:5,6]pyrazino[2,3-f][1,10]phenanthroline)
• 英文别名: 11-bromopyrido[2′,3′:5,6]pyrazino[2,3-f ][1,10]phenanthroline；12-bromopyrido[2′,3′:5,6]pyrazino[2,3-f][1,10]phenanthroline；12-bromopyrido[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline；19-Bromo-6,9,15,17,22-pentazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),3,5,8(13),9,11,14,16(21),17,19-undecaene
• CAS: 1404069-19-7
• 化学式: C₁₇H₈BrN₅
• 分子量: 362.188
• InChiKey: YWZIZRJDVAMYOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  五羰基氯铼(I) 、 (12-bromo-pyrido[2',3′:5,6]pyrazino[2,3-f][1,10]phenanthroline) 以 乙醇 为溶剂， 以96%的产率得到fac-chlorotricarbonyl (11-bromopyrido[2′,3′:5,6]pyrazino[2,3-f ][1,10]phenanthroline)rhenium
  参考文献：
  名称：

  Re(I) Complexes of Substituted dppz: A Computational and Spectroscopic Study

  摘要：

  A series of dipyrido[3,2-a:2',3'-c]phenazine (dppz)-based ligands with electron-withdrawing substituents and their [Re(CO)(3)(L)Cl] and [Re(CO)(3)(L)(py)]PF6 complexes have been studied using Raman, resonance Raman, and transient resonance Raman (TR2) and time-resolved infrared (TRIR) spectroscopic techinques in conjunction with computational chemistry as well as electrochemical studies, emission, and absorption of ground and excited states. DFT (B3LYP) frequency calculations show good agreement with nonresonant Raman spectra, which allowed these to be used to identify phenanthroline, phenazine, and delocalized modes. These band assignments were used to establish the nature of chromophores active in resonance Raman spectra, probed with wavelengths between 350.7 and 457.9 nm. X-ray crystallography of [Re(CO)(3)(dppzBr(2))Cl] and [Re(CO)(3)(dppzBr)(py)PF6 showed these crystallize in space groups triclinic P1 and monoclinic P2(1/n), respectively. Electrochemical studies showed that substituents have a strong effect on the phenazine MO, changing the reduction potential by 200 mV. Transient absorption studies showed that generally the [Re(CO)(3)(L)(py)]PF6 complexes had longer lifetimes than the corresponding [Re(CO)(3)(L)Cl] complexes; the probed state is likely to be pi -> pi* (phz) in nature. TR2 spectra of the ligands provided a marker for the triplet pi -> pi* state, and the TR2 spectra of the complexes suggest an intraligand (IL) pi,pi* state for [Re(CO)(3)(L)(py)](+) complexes, and a potentially mixed IL/MLCT state for [Re(CO)(3)(L)Cl] complexes. TRIR spectroscopy is more definitive with THEXI state assignments, and analysis of the metal-carbonyl region (1800-2100 cm(-1)) on the picosecond and nanosecond time scales indicates the formation of MLCT(phen/phz) states for all [Re(CO)(3)(L)Cl] complexes, and IL pi -> pi* (phen) states for all [Re(CO)(3)(L)(py)](+) complexes, with all but [Re(CO)(3)(dppzBr(CF3))(py)(+) showing some contribution from an MLCT(phen) state also.

  DOI：

  10.1021/ic403056g
• 作为产物：
  描述：

  1,10-菲罗啉 在 硫酸 、 硝酸 、 potassium bromide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (12-bromo-pyrido[2',3′:5,6]pyrazino[2,3-f][1,10]phenanthroline)
  参考文献：
  名称：

  两种结构相似的钌配合物与人类端粒G-四链体DNA相互作用的比较研究

  摘要：

  已经制备并表征了两种新的聚吡啶配体及其相应的钌（II）配合物。通过圆二色性（CD），CD熔化，UV可见（UV-Vis），荧光嵌入剂置换（ FID）分析和分子对接研究。结果表明，两种复合物都能稳定G-四链体DNA，两种复合物对不同的G-四链体DNA表现出不同的结合亲和力。UV-Vis分光光度计使用Job's绘图法和分子对接研究，在缓冲溶液中确认了1：1的化学计量。我们还研究了复合物与双链体DNA之间的相互作用，以了解复合物对G-四链体结构的选择性。FID研究表明，该复合物对G-四链体与双链体DNA具有适度的选择性。

  DOI：

  10.1016/j.jinorgbio.2012.12.011

文献信息

• [Ru(L) 2 (3-tppp)] 2+ (L = bpy, phen) stabilizes two different forms of the human telomeric G-quadruplex DNA
  作者：Xin Wang、Lihong Pei、Xiumin Fan、Shuo Shi

  DOI：10.1016/j.inoche.2016.07.010

  日期：2016.10

  The binding properties of new complexes [Ru(L)(2)(3-tppp)](2+) (L = bpy, phen) towards two different forms of the human telomeric G-quadruplexes DNA have been investigated by UV-Vis spectroscopy, fluorescent indicator displacement (FID) assays, fluorescence resonance energy transfer (FRET) melting assays and molecular docking studies. The molecular docking studies indicated that both complexes interacted with 22AG with the stoichiometric ratio of 1:1, but the two complexes showed different G-quadruplexed DNA binding affinity. Complex 2 bound to the G-quadruplexes DNA more tightly than complex 1 did. Moreover, the FRET melting assay revealed that both complexes could be potential stabilizers for G-quadruplex architectures. These studies are useful not only for better understanding of the interaction between the target G-quadruplexes DNA and metal complexes but also valuable in defining the best strategy to prepare metal complexes as potential anticancer drugs. (C) 2016 Elsevier B.V. All rights reserved.
• [Ru(bpy)2(bppp)]2+ binds two different forms of the human telomeric G-quadruplex structure
  作者：Shuo Shi、Chunyan Lv、Xing Gao、Juan Zhao、Junliang Yao、Wenliang Sun、Hailing Huang、Tianming Yao、Liangnian Ji

  DOI：10.1016/j.inoche.2012.07.015

  日期：2012.10

  A new complex [Ru(bpy)(2)(bppp)](2+) (bpy=2,2'-bipyridine, bppp=12-bromo-pyrido[2',3':5,6]pyrazino [2,3-f][1,10]phenanthroline) has been synthesized and characterized. The interaction of the title complex with two different forms of the human telomeric G-quadruplexes DNA was explored by means of CD spectroscopy. CD melting, fluorescent intercalator displacement (FID) and molecular docking studies. Results indicated that [Ru(bpy)(2)(bppp)](2+) not only induce formation of antiparallel G-quadruplex structure in the absence of metal cations, but also have the ability to stabilize the G-quadruplexes DNA. (c) 2012 Elsevier B.V. All rights reserved.
• Insight into the intercalating ligands affecting the interactions of ruthenium(II) polypyridyl complexes with RNA poly(A)*poly(U)
  作者：Piao Chen、Xiaohua Liu、Lifeng Tan

  DOI：10.1016/j.poly.2023.116460

  日期：2023.8
• CN116283984
  申请人：——

  公开号：——

  公开（公告）日：——