1-deoxy-1,1-bis(3'-indolyl)-D-glucitol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-deoxy-1,1-bis(3'-indolyl)-D-glucitol
• 英文别名: 1-deoxy-1,1-bis(3'-indolyl)-D-ribitol；ST 1350；(2R,3R,4R,5S)-6,6-di(1H-indol-3-yl)hexane-1,2,3,4,5-pentaol；(2R,3R,4R,5S)-6,6-bis(1H-indol-3-yl)hexane-1,2,3,4,5-pentol
• 化学式: C₂₂H₂₄N₂O₅
• 分子量: 396.443
• InChiKey: OSVCNVZQCLNAHL-YJMBLLCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  133
• 氢给体数：
  7
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吲哚 、 葡萄糖 在 碘 、 溶剂黄146 作用下， 生成 1-deoxy-1,1-bis(3'-indolyl)-D-glucitol
  参考文献：
  名称：

  Bis-Indole Derivatives for Polysaccharide Compositional Analysis and Chiral Resolution of D-, L-Monosaccharides by Ligand Exchange Capillary Electrophoresis Using Borate-Cyclodextrin as a Chiral Selector

  摘要：

  一系列醛基双吲哚衍生物（aldo-BINs）通过醛糖和吲哚在醋酸溶液中的芳香C-烷基化反应制备而成。常见的单糖如葡萄糖、甘露糖、半乳糖、岩藻糖、木糖、鼠李糖、核糖、阿拉伯糖和N-乙酰氨基葡萄糖被顺利衍生化，形成了能吸收紫外线的aldo-BINs。建立了使用毛细管电泳法分离这些新型aldo-BIN衍生物的方法。毛细管电泳条件是在高pH（pH 9.0）下使用硼酸盐缓冲液（100 mM）设定的。检测限评估为25 nM。基于手性配体交换毛细管电泳技术实现了D、L对称的aldo-BINs的对映体分离，采用了改性羟丙基-β-环糊精作为手性选择剂，并在硼酸盐缓冲液的存在下进行。这种醛糖标记方法成功应用于糖类的组成和构象分析，以能快速有效地分析来自药用植物冬虫夏草和胡氏石斛的糖类的组成和构象为例。

  DOI：

  10.3390/molecules16021682

文献信息

• Bis-heterocyclic compounds with antitumour and chemosensitising activity
  申请人：——

  公开号：US20040053987A1

  公开（公告）日：2004-03-18

  Bis-heterocyclic compounds of general formula (1) are described which are useful as antitumour and cheomsensitising agents.

  一般式（1）的双杂环化合物被描述为可用作抗肿瘤和化疗增敏剂。
• Synthesis and antibacterial evaluation of 3,3′-diindolylmethane derivatives
  作者：Sutapa Roy、Rahul Gajbhiye、Madhumita Mandal、Churala Pal、Arumugam Meyyapan、Joydeep Mukherjee、Parasuraman Jaisankar

  DOI：10.1007/s00044-013-0737-7

  日期：2014.3

  Various 3,3'-diindolylmethane (DIM) derivatives were synthesized and the antibacterial activity of these compounds were tested against ten bacterial strains and their minimum inhibitory concentration (MIC) values were determined. The MIC values of derivatives 3a-d and 5a-e were ranging from 125 to 500 mu g/mL. Among these derivatives, 2-(di(1H-indol-3-yl)methyl)phenol (5a) and 3-((1H-indol-3-yl)(pyridin-3-yl)methyl)-1H-indole (5d) exhibited potent activity, showing MIC values 6.5-62.5 mu g/mL against Gram positive and Gram negative bacteria. Hemolytic assay of these active DIM derivatives did not show considerable toxic effect on the normal human erythrocytes.
• A mild and environmentally friendly scandium(III) trifluoromethanesulfonate-catalyzed synthesis of bis(3′-indolyl)alkanes and bis(3′-indolyl)-1-deoxyalditols
  作者：Shingo Sato、Toshihiro Sato

  DOI：10.1016/j.carres.2005.07.019

  日期：2005.10

  Bis(3'-indolyl)alkanes and bis(3'-indolyl) derivatives containing a 1-deoxyalditol moiety were synthesized in the presence of 5 mol % of scandium(III) trifluoromethanesulfonate [Sc(OTf)(3)] in CH3CN or EtOH-H2O mixture as a solvent from room temperature to 70 degrees C in good yields (78-97%). (C) 2005 Elsevier Ltd. All rights reserved.
• US7084166B2
  申请人：——

  公开号：US7084166B2

  公开（公告）日：2006-08-01