mono[6-(scutellarin)amino-6-deoxy]-β-cyclodextrin | 1424769-70-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: mono[6-(scutellarin)amino-6-deoxy]-β-cyclodextrin
• 英文别名: (2S,3S,4S,5R,6S)-6-[5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,4,5-trihydroxy-N-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37R,38R,39R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecahydroxy-10,15,20,25,30,35-hexakis(hydroxymethyl)-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]oxane-2-carboxamide
• CAS: 1424769-70-9
• 化学式: C₆₃H₈₇NO₄₅
• 分子量: 1578.36
• InChiKey: SJQKMWREQFZUDI-MXNYKMDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -14.1
• 重原子数：
  109
• 可旋转键数：
  12
• 环数：
  25.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  729
• 氢给体数：
  27
• 氢受体数：
  45

反应信息

• 作为产物：
  描述：

  单-6-O-氨基-Β-环糊精 、 红盏花素 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以46%的产率得到mono[6-(scutellarin)amino-6-deoxy]-β-cyclodextrin
  参考文献：
  名称：

  Scutellarin-cyclodextrin conjugates: Synthesis, characterization and anticancer activity

  摘要：

  A series of scutellarin-cyclodextrin conjugates (SCU-CD conjugates), in which scutellarin was covalently bound to one of the primary hydroxyl groups of beta-CD, were prepared, and their structures were determined using NMR and MS. These conjugates were further characterized by XRD and TG. The results showed that the aqueous solubility of the conjugates was much higher than that of scutellarin, and the conjugates could hardly be hydrolyzed to scutellarin in aqueous solutions. The cytotoxicity of SCU-CD conjugates on human colon cancer cell lines HT-29, SW480, Lovo and HTC116 indicated that the antitumor activities of the conjugates were better than that of scutellarin. This high antitumor activity, along with the satisfactory aqueous solubility and high stability of the conjugates, will be potentially useful for their application on human colon cancer chemotherapies. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carbpol.2012.10.012