3'-nitro-3-(3'',4'',5''-trimethoxyphenyl)acacetin 7-benzyl ether | 890661-78-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 3'-nitro-3-(3'',4'',5''-trimethoxyphenyl)acacetin 7-benzyl ether
• 英文别名: 5-Hydroxy-2-(4-methoxy-3-nitrophenyl)-7-phenylmethoxy-3-(3,4,5-trimethoxyphenyl)chromen-4-one
• CAS: 890661-78-6
• 化学式: C₃₂H₂₇NO₁₀
• 分子量: 585.567
• InChiKey: GQNXAFXISCHKOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3'-nitro-3-(3'',4'',5''-trimethoxyphenyl)acacetin 7-benzyl ether 在 palladium on activated charcoal 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以100%的产率得到3'-amino-3-(3'',4'',5''-trimethoxyphenyl)acacetin
  参考文献：
  名称：

  Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

  摘要：

  Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.024
• 作为产物：
  描述：

  野漆树苷 在 四(三苯基膦)钯 吡啶 、 盐酸 、 硝酸 、 乙酸酐 、 potassium carbonate 、 potassium hydrogencarbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 108.5h， 生成 3'-nitro-3-(3'',4'',5''-trimethoxyphenyl)acacetin 7-benzyl ether
  参考文献：
  名称：

  Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins

  摘要：

  Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.024

文献信息

• Synthesis and anti-tubulin evaluation of chromone-based analogues of combretastatins
  作者：Jérôme Quintin、Catherine Roullier、Sylviane Thoret、Guy Lewin

  DOI：10.1016/j.tet.2006.02.024

  日期：2006.4

  Twenty new hybrid compounds with both combretastatin and flavone moieties were synthesized. These derivatives are classified according to the position of the trimethoxyphenyl ring at C-2 or C-3 of the chromone and presence or absence of a carbonyl as a linker between C-3 and the aryl ring. Most of these compounds were prepared from hesperidin or naringin, two natural and abundant Citrus flavonoids. Seven of these combretastatin analogues revealed anti-tubulin activity but in a medium range. (c) 2006 Elsevier Ltd. All rights reserved.