heptakis[2,3-O-propanoyl-6-O-2-(4-isobutylphenyl)propionoyl]cyclomaltoheptaose | 1149374-31-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: heptakis[2,3-O-propanoyl-6-O-2-(4-isobutylphenyl)propionoyl]cyclomaltoheptaose
• 英文别名: [(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-10,15,20,25,30,35-hexakis[2-[4-(2-methylpropyl)phenyl]propanoyloxymethyl]-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradeca(propanoyloxy)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl 2-[4-(2-methylpropyl)phenyl]propanoate
• CAS: 1149374-31-1
• 化学式: C₁₇₅H₂₃₈O₅₆
• 分子量: 3237.78
• InChiKey: YGWJJHBHNNNJGR-FPMKTKQOSA-N

物化性质

• 熔点：
  101-102 °C
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  29.9
• 重原子数：
  231
• 可旋转键数：
  91
• 环数：
  28.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  682
• 氢给体数：
  0
• 氢受体数：
  56

反应信息

• 作为产物：
  描述：

  heptakis(2,3-di-O-propanoyl-6-deoxy-6-iodo)cyclomaltoheptaose 、 sodium 2-(4-isobutylphenyl)propionate 以 N,N-二甲基甲酰胺 为溶剂， 反应 96.0h， 以17%的产率得到heptakis[2,3-O-propanoyl-6-O-2-(4-isobutylphenyl)propionoyl]cyclomaltoheptaose
  参考文献：
  名称：

  Cyclomaltoheptaose mixed esters of anti-inflammatory drugs and short-chain fatty acids and study of their enzymatic hydrolysis in vitro

  摘要：

  In an effort to enhance the drug-loading capacity of cyclomaltoheptaose (beta-cyclodextrin, beta CD) and to combine the function of anti-inflammatory drugs with short-chain fatty acids (SCFA), ternary esters incorporating seven copies of an anti-inflammatory drug and 14 copies of a SCFA onto a P-cyclodextrin core were designed and prepared. Acetic, propionic, or butyric esters were introduced at secondary OH groups, and ibuprofen, flurbiprofen, or felbinac was attached to primary OH groups through ester bonds. Heptakis[2,3-di-O-butanoyl-6-O-2-(biphenyl-4-yl)-ethanoyl]-cyclomaltoheptaose was very stable in aqueous and esterase solution. It was hydrolyzed by alpha-amylase (4 units/mL) with t(1/2) value of 18 h. The total released amount of biphenyl acetic acid was 38% after 24 h when the esterase was added after the alpha-amylase hydrolysis. The present results suggest that these nine beta CD conjugates may release the anti-inflammatory drug in the colonic contents. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2008.10.001