| 57013-89-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 57013-89-5
• 化学式: C₁₁H₁₂Cl₂N₂O₅*C₄₂H₇₀O₃₅
• 分子量: 1458.13
• InChiKey: YQTYUCRTMRRVQH-JZXTUIRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.32
• 重原子数：
  97.0
• 可旋转键数：
  13.0
• 环数：
  22.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  666.75
• 氢给体数：
  24.0
• 氢受体数：
  40.0

反应信息

• 作为产物：
  描述：

  氯霉素 、 β-环糊精 以 水 为溶剂， 反应 0.67h， 生成
  参考文献：
  名称：

  Chloramphenicol·cyclodextrin inclusion compounds: co-dissolution and mechanochemical preparations and antibacterial action

  摘要：

  通过两种不同的方法制备了固态下氯霉素的β-环糊精（βCD）包合物：从水溶液中共结晶和无溶剂共研磨法。氯霉素包合到全甲基化βCD（TRIMEB）中也是通过在乙醇中共溶解完成的。共结晶法是制备高纯度1∶1化学计量的氯霉素·βCD的最佳方法，而通过共研磨处理和相同的起始比例，没有达到完全包合。氯霉素·βCD包合物微晶表现出多晶型，同时在三斜晶系P1或单斜晶系C2空间群中结晶。只有后者的晶体适用于单晶衍射，并且客体原子的数据包含一个弥散的电子云，因此使用理论计算来提出它们在宿主分子内可能的几何形状和位置。共研磨法抑制了多晶型现象，并允许制备非晶态的氯霉素·βCD；通过在1∶1比例下共溶解组分制备的氯霉素·TRIMEB也是一种非晶态材料。评估了βCD和TRIMEB包合对氯霉素抗菌性能的影响，两种包合物都对ATCC 29212和A33562株的肠球菌（Enterococcus faecalis）和ATCC 7644的单核细胞增生李斯特菌（Listeria monocytogenes）显示出选择性作用。氯霉素·TRIMEB对E. faecalis A35906、9308和E4856株以及李斯特菌接种物（Listeria inocua）也有更高的活性。

  DOI：

  10.1039/c3ce26414a

文献信息

• Inclusion complexes of chloramphenicol with β-cyclodextrin and aminoacids as a way to increase drug solubility and modulate ROS production
  作者：Virginia Aiassa、Ariana Zoppi、Inés Albesa、Marcela R. Longhi

  DOI：10.1016/j.carbpol.2014.11.017

  日期：2015.5

  The aim of this study was to improve the solubility of chloramphenicol and reduce the production of reactive oxygen species (ROS) in leucocytes induced by this drug, using complexation. Multicomponent complexes were prepared by the addition of beta-cyclodextrin with glycine or cysteine. Nuclear magnetic resonance and phase solubility studies provided information at the molecular level on the structure of the complexes and their association binding constants, respectively. In the solid state, all systems were extensively characterized by Fourier-transform infrared spectroscopy, scanning electron microscopy, thermal analysis and X-ray powder diffraction. Antimicrobial activity of inclusion complexes was investigated by agar diffusion methods. Finally ROS determination by chemiluminescence was used to investigate the effect of complex formation on the potential toxicity in human leucocytes. These studies revealed that multicomponent complexes can increase the aqueous solubility of chloramphenicol as well as reducing the stress by ROS production in leucocytes and maintaining its microbiological activity. (C) 2014 Elsevier Ltd. All rights reserved.