malonic acid bis-(11-carboxyundecyl) ester | 475208-01-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: malonic acid bis-(11-carboxyundecyl) ester
• 英文别名: 12,12'-(malonylbis(oxy))didodecanoic acid
• CAS: 475208-01-6
• 化学式: C₂₇H₄₈O₈
• 分子量: 500.673
• InChiKey: YXJKWAHJCSQWLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  35.0
• 可旋转键数：
  26.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  127.2
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  malonic acid bis-(11-carboxyundecyl) ester 在 COCl₂ 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 malonic acid bis-(11-chlorocarbonylundecyl) ester
  参考文献：
  名称：

  A highly water-soluble 2∶1 β-cyclodextrin–fullerene conjugate

  摘要：

  合成了一种新型2-1（全甲基化-β-环糊精）-富勒烯缀合物；它在冷水中高度溶解并形成聚集体，显示出负溶解度系数，并且辛醇和水之间的分配系数 (Log P = 1.58) 在适合生物学研究的范围内。

  DOI：

  10.1039/b202410a
• 作为产物：
  描述：

  12-羟基十二酸 、 丙二酰氯 生成 malonic acid bis-(11-carboxyundecyl) ester
  参考文献：
  名称：

  A highly water-soluble 2∶1 β-cyclodextrin–fullerene conjugate

  摘要：

  合成了一种新型2-1（全甲基化-β-环糊精）-富勒烯缀合物；它在冷水中高度溶解并形成聚集体，显示出负溶解度系数，并且辛醇和水之间的分配系数 (Log P = 1.58) 在适合生物学研究的范围内。

  DOI：

  10.1039/b202410a

文献信息

• Synthesis of novel highly water-soluble 2:1 cyclodextrin/fullerene conjugates involving the secondary rim of β-cyclodextrin
  作者：Juan Yang、Yali Wang、André Rassat、Yongmin Zhang、Pierre Sinaÿ

  DOI：10.1016/j.tet.2004.10.015

  日期：2004.12

  Two novel fullerene[60]-cyclodextrin conjugates have been prepared, they display the highest solubility in water reported to date. This is the first synthesis of such conjugates in which the linker is attached to the secondary rim of beta-CD. (C) 2004 Elsevier Ltd. All rights reserved.
• Design, synthesis and biological evaluation of water-soluble per-O-methylated cyclodextrin-C60 conjugates as anti-influenza virus agents
  作者：Xiaolei Zhu、Sulong Xiao、Demin Zhou、Matthieu Sollogoub、Yongmin Zhang

  DOI：10.1016/j.ejmech.2018.01.040

  日期：2018.2

  The most common fullerene member C-60 displays many biological applications, such as, anticancer, human immunodeficiency virus and hepatitis C virus inhibitors, O-2 uptake inhibitor and vectors for drug and DNA. Nevertheless, the innate hydrophobicity of C-60 constrains its further development. We introduced cyclodextrins to enhance the water-solubility of C-60. Nine cyclodextrin-C-60 conjugates, including seven alpha-cyclodextrin-C-60 conjugates and two gamma-cyclodextrin-C-60 conjugates, were designed and synthesized. All of these conjugates did not show obvious cytotoxicity. The anti-influenza virus activity of nine conjugates was assessed. Two gamma-cyclodextrin-C-60 conjugates, which were relatively more water-soluble, exerted higher inhibition with IC50 values of 87.73 mu M and 75.06 mu M respectively, than seven tx-cyclodextrin-C-60 conjugates. (C) 2018 Elsevier Masson SAS. All rights reserved.