γ-cyclodextrin | 128145-24-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: γ-cyclodextrin
• CAS: 128145-24-4
• 化学式: C₁₇H₁₄N₂*C₄₈H₈₀O₄₀
• 分子量: 1543.45
• InChiKey: BUMGEUZGMJRLCW-SMTXKKGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.92
• 重原子数：
  107.0
• 可旋转键数：
  8.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  661.88
• 氢给体数：
  25.0
• 氢受体数：
  41.0

反应信息

• 作为产物：
  描述：

  椭圆玫瑰树碱 、 γ-环糊精 以 水 为溶剂， 反应 0.33h， 生成 γ-cyclodextrin
  参考文献：
  名称：

  Prototropical and Photophysical Properties of Ellipticine inside the Nanocavities of Molecular Containers

  摘要：

  Host-guest interactions between an anticancer drug, ellipticine (EPT), and molecular containers (cucurbitruils (CBn) and cyclodextrins (CD)) are investigated with the help of steady state and time-resolved fluorescence measurements. Our experimental results confirm the formation of 1:1 inclusion complexes with CB7 and CB8. The protonated form of EPT predominantly prevails in the inclusion complexes due to the stabilization achieved through ion-dipole interaction between host and positively charged drug. Drug does not form an inclusion complex with CB6, which is smaller in cavity size compared to either CB7 or CB8. In the case of cyclodextrins, alpha-CD does not form an inclusion complex, whereas beta-CD forms a 1:1 inclusion complex with the protonated form of the drug, and the binding affinity of EPT with beta-CD is less compared to CB7/CB8. Interestingly, in the case of gamma-CD, drug exists in different forms depending on the concentration of the host. At lower concentration of gamma-CD, 1:1 inclusion complex formation takes place and EPT exists in protonated form due to accessibility of water by the drug in the inclusion complex, whereas, at higher concentration, a 2:1 inclusion complex (gamma-CD:EPT) is observed, in which EPT is completely buried inside the hydrophobic cavity of the capsule formed by two gamma-CD molecules, and we believe the hydrophobic environment inside the capsule stabilizes the neutral form of the drug in the 2:1 inclusion complex. Deep insight into the molecular picture of these host-guest interactions has been provided by the docking studies followed by quantum chemical calculations.

  DOI：

  10.1021/jp408280p

文献信息

• Chahine, Jean Michel El Hage; Bertigny, Jean-Pierre; Schwaller, Marc-Antoine, Journal of the Chemical Society. Perkin transactions II, 1989, p. 629 - 634
  作者：Chahine, Jean Michel El Hage、Bertigny, Jean-Pierre、Schwaller, Marc-Antoine

  DOI：——

  日期：——