5,12-Diphenylheptacyclo[14.11.1.02,15.04,13.06,11.018,23.024,28]octacosa-1(27),2,4(13),6,8,10,14,16,18,20,22,24(28),25-tridecaene-5,12-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 5,12-Diphenylheptacyclo[14.11.1.02,15.04,13.06,11.018,23.024,28]octacosa-1(27),2,4(13),6,8,10,14,16,18,20,22,24(28),25-tridecaene-5,12-diol
• 化学式: C₂₉H₃₈ClN₄Pol
• 分子量: 538.6
• InChiKey: MNAXEVMNOVEBMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  42
• 可旋转键数：
  2
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,12-Diphenylheptacyclo[14.11.1.02,15.04,13.06,11.018,23.024,28]octacosa-1(27),2,4(13),6,8,10,14,16,18,20,22,24(28),25-tridecaene-5,12-diol 在 sodium hypophosphite monohydrate 、 溶剂黄146 、 potassium iodide 作用下， 反应 12.0h， 以14%的产率得到C₄₀H₂₄
  参考文献：
  名称：

  [EN] NOVEL FUSED POLYCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT
  [FR] NOUVEAU COMPOSÉ POLYCYCLIQUE FUSIONNÉ ET ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE

  摘要：

  一个融合的多环化合物由通式[1]表示：[Chem. 1]其中R1到R16中至少有一个选自卤素原子、具有1至20个碳原子的烷基基团、取代氨基团、可能具有取代基的芳基团和可能具有取代基的杂环基团。有机发光元件包括该融合的多环化合物。

  公开号：

  WO2010061952A1
• 作为产物：
  描述：

  3,14-Dinaphthalen-2-yl-7,10-di(pyren-2-yl)heptacyclo[14.11.1.02,15.04,13.06,11.018,23.024,28]octacosa-1(27),2,4,6,8,10,12,14,16,18,20,22,24(28),25-tetradecaene 在 哌啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5,12-Diphenylheptacyclo[14.11.1.02,15.04,13.06,11.018,23.024,28]octacosa-1(27),2,4(13),6,8,10,14,16,18,20,22,24(28),25-tridecaene-5,12-diol
  参考文献：
  名称：

  [EN] CARRIERS FOR THE DELIVERY OF NUCLEIC ACIDS TO CELLS AND METHODS OF USE THEREOF
  [FR] VÉHICULES POUR L'ADMINISTRATION D'ACIDES NUCLÉIQUES À DES CELLULES ET PROCÉDÉS D'UTILISATION DE CEUX-CI

  摘要：

  本文描述了用于将核酸传递到细胞的化合物和方法。这些化合物和方法可用于将各种类型的核酸传递到细胞中，包括敏感的核酸，例如siRNA。

  公开号：

  WO2010062502A1

文献信息

• Design and evaluation of new pH-sensitive amphiphilic cationic lipids for siRNA delivery
  作者：Anthony S. Malamas、Maneesh Gujrati、China M. Kummitha、Rongzuo Xu、Zheng-Rong Lu

  DOI：10.1016/j.jconrel.2013.06.019

  日期：2013.11

  Synthetic small interfering RNA (siRNA) has become the basis of a new generation of gene-silencing cancer therapeutics. However, successful implementation of this novel therapy relies on the ability to effectively deliver siRNA into target cells and to prevent degradation of siRNA in lysosomes after endocytosis. In this study, our goal was to design and optimize new amphiphilic cationic lipid carriers that exhibit selective pH-sensitive endosomal membrane disruptive capabilities to allow for the efficient release of their siRNA payload into the cytosol. The pH sensitive siRNA carriers consist of three domains (cationic head, hydrophobic tail, amino acid-based linker). A library of eight lipid carriers were synthesized using solid phase chemistry, and then studied to determine the role of (1) the number of protonable amines and overall pK(a) of the cationic head group, (2) the degree of unsaturation of the hydrophobic tail, and (3) the presence of histidine residues in the amino acid linker for transfection and silencing efficacy. In vitro screening evaluation of the new carriers demonstrated at least 80% knockdown of a GFP reporter in CHO cells after 72 h. The carriers ECO and ECLn performed the best in a luciferase knockdown study in HT29 human colon cancer cells, which were found to be more difficult to transfect. They significantly reduced expression of this reporter to 22.7 +/- 3.31% and 23.5 +/- 5.11% after 72 h post-transfection, better than Lipofectamine RNAiMax. Both ECO and ECLn carriers caused minimal cytotoxicity, preserving relative cell viabilities at 87.3 +/- 2.72% and 88.9 +/- 6.84%, respectively. A series of hemolysis assays at various pHs revealed that increasing the number of amines in the protonable head group, and removing the histidine residue from the linker, both resulted in improved membrane disruptive activity at the endosomal pH of 6.5. Meanwhile, the cellular uptake into HT29 cancer cells was improved, not only by increasing the amines of the head group, but also by increasing the degree of unsaturation in the lipid tails. Due to flexibility of the synthetic procedure, the delivery system could be modified further for different applications. The success of ECO and ECLn for in vitro siRNA delivery potentially makes them promising candidates for future in vivo studies. (C) 2013 Elsevier B.V. All rights reserved.
• NOVEL FUSED POLYCYCLIC COMPOUND AND ORGANIC LIGHT-EMITTING ELEMENT
  申请人：Hashimoto Masashi

  公开号：US20110260151A1

  公开（公告）日：2011-10-27

  A fused polycyclic compound is represented by general formula [1]: wherein at least one of R 1 to R 16 is selected from a halogen atom, an alkyl group having 1 to 20 carbon atoms, a substituted amino group, an aryl group which may have a substituent, and a heterocyclic group which may have a substituent. An organic light-emitting element includes the fused polycyclic compound.
• ORGANIC LIGHT-EMITTING DEVICE
  申请人：Tomono Hiroyuki

  公开号：US20120168737A1

  公开（公告）日：2012-07-05

  An organic light-emitting device includes an anode, a cathode, and an organic compound layer including at least a light-emitting sublayer and being arranged between the anode and the cathode, the light-emitting sublayer containing a host serving as a main component, a first dopant, and a second dopant, in which for the host, the first dopant, and the second dopant, the following relationships (a) to (c) hold, whereby only the second dopant emits light: (a) first maximum emission wavelength (H)
• US8642191B2
  申请人：——

  公开号：US8642191B2

  公开（公告）日：2014-02-04
• US8921834B2
  申请人：——

  公开号：US8921834B2

  公开（公告）日：2014-12-30