| 1105512-42-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• CAS: 1105512-42-2
• 化学式: C₁₅H₁₀O₄*C₄₂H₇₀O₃₅
• 分子量: 1389.24
• InChiKey: XKVDPTAGJFFSMF-ZQOBQRRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -12.36
• 重原子数：
  96.0
• 可旋转键数：
  8.0
• 环数：
  24.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  624.72
• 氢给体数：
  23.0
• 氢受体数：
  39.0

反应信息

• 作为产物：
  描述：

  白杨素 、 β-环糊精 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  Inclusion of chrysin in β-cyclodextrin nanocavity and its effect on antioxidant potential of chrysin: A spectroscopic and molecular modeling approach

  摘要：

  Chrysin is a naturally occurring flavone that possesses a wide range of important biological activities. beta-Cyclodextrin (beta-CD) on the other hand due to its property of encapsulating molecules that are hydrophobic in nature is widely applied as drug delivery vehicle. Here, we have investigated the inclusion of chrysin within beta-CD in aqueous solution using spectroscopic and theoretical methods. The stoichiometry of this inclusion complex was established to be equimolar (1:1) and its equilibrium constant was determined. Estimation of the thermodynamic parameters of the inclusion complex showed that it is an enthalpy driven process. Our observations also inferred that van der Waal's interaction and hydrogen bonding are the key interactions that prevail in the complex. The process of inclusion not only increased the solubility of chrysin but also its antioxidant potential, as inferred from ABTS radical scavenging assay. Theoretical calculations show that destabilization of HOMO energies account for the higher antioxidant potential of chrysin upon inclusion. Molecular docking of chrysin with beta-CD followed by molecular modeling of the obtained complexes yielded results consistent with our experimental observation. Combining our studies on solvatochromicity with cluster and interaction analyses, we suggest the preferred mode of inclusion to be through the A-ring of chrysin. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.05.030

文献信息

• Microwave-assisted β-cyclodextrin/chrysin inclusion complexation: An economical and green strategy for enhanced hemocompatibility and chemosensitivity in vitro
  作者：Subhraseema Das、Subhrajit Mohanty、Jitendra Maharana、Soumya R. Jena、Jasmine Nayak、Usharani Subuddhi

  DOI：10.1016/j.molliq.2020.113257

  日期：2020.7

  Chrysin (5, 7-dihydroxyflavone) (CHR), a wonder flavonoid that nature has bestowed upon us, is endowed with a broad spectrum of pharmacological properties. Nonetheless, the practical uses of CHR are greatly impeded owing to its poor aqueous solubility and low oral bioavailability. Inclusion complexes (ICs) in beta-cyclodextrin (beta-CD) have been an effectual strategy for the same and herein, CHR/beta-CD solid ICs were accomplished by diverse approaches. The inclusion phenomenon was affirmed from different spectroscopic techniques. Molecular dynamic simulation studies ascertained the high stability of CHR/beta-CD IC. The microwave irradiation method, which is environmentally more benign, was found to be the optimum wherein the product (MW) exhibited better characteristics in terms of drug content and dissolution. In vitro hemolytic assay revealed no adverse effect on RBC morphology and the toxicity of CHR was significantly reduced by employing MW. Furthermore, the MW product demonstrated improved chemosensitivity potency in terms of intracellular uptake and cytotoxicity against MCF7 cells in comparison to pristine CHR. Our findings unambiguously validate the efficacy of MW as a superior drug formulation for pharmaceutical applications of CHR delivery. (C) 2020 Elsevier B.V. All rights reserved.