(2R,3S)-3-[[1-[2-(6-aminopurin-9-yl)ethyl]triazol-4-yl]methoxy]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol | 1089147-02-3

• 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: (2R,3S)-3-[[1-[2-(6-aminopurin-9-yl)ethyl]triazol-4-yl]methoxy]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
• CAS: 1089147-02-3
• 化学式: C₂₅H₂₄N₈O₆
• 分子量: 532.516
• InChiKey: JOCMPDOPUFZEHZ-JTHBVZDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  200
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  9-(2-(4-((((2R,3S)-5,7-bis(benzyloxy)-2-(3,4-bis(benzyloxy)phenyl)chroman-3-yl)oxy)methyl)-1H-1,2,3-triazol-1-yl)ethyl)-9H-purin-6-amine 在 palladium(II) hydroxide/carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 20.0 ℃ 、200.0 kPa 条件下， 反应 2.0h， 以88%的产率得到(2R,3S)-3-[[1-[2-(6-aminopurin-9-yl)ethyl]triazol-4-yl]methoxy]-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-5,7-diol
  参考文献：
  名称：

  Design, synthesis and RNase A inhibition activity of catechin and epicatechin and nucleobase chimeric molecules

  摘要：

  Several novel catechin/epicatechin and nucleobase chimeric molecules 1-6 have been synthesized via azide-alkyne click chemistry. The structures of these hybrids have been confirmed by NMR and mass spectroscopic data. The synthesized molecules were tested for their RNase A inhibition activities. Gel-based assays showed inhibition in micromolar concentrations. The extent of inhibition was found to be dependent upon the nature of base as well as the configuration at C-3 position of catechin. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.051

文献信息

• Design, synthesis and RNase A inhibition activity of catechin and epicatechin and nucleobase chimeric molecules
  作者：Basab Roy、Sansa Dutta、Anupma Chowdhary、Amit Basak、Swagata Dasgupta

  DOI：10.1016/j.bmcl.2008.09.051

  日期：2008.10

  Several novel catechin/epicatechin and nucleobase chimeric molecules 1-6 have been synthesized via azide-alkyne click chemistry. The structures of these hybrids have been confirmed by NMR and mass spectroscopic data. The synthesized molecules were tested for their RNase A inhibition activities. Gel-based assays showed inhibition in micromolar concentrations. The extent of inhibition was found to be dependent upon the nature of base as well as the configuration at C-3 position of catechin. (C) 2008 Elsevier Ltd. All rights reserved.