3-(3'',4'',5''-trimethoxyphenyl)diosmetin 7,3'-dibenzyl ether | 890661-65-1

• 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-(3'',4'',5''-trimethoxyphenyl)diosmetin 7,3'-dibenzyl ether
• CAS: 890661-65-1
• 化学式: C₃₉H₃₄O₉
• 分子量: 646.694
• InChiKey: VVWGJSMDCHTDRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.03
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105.82
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3-(3'',4'',5''-trimethoxyphenyl)diosmetin 7,3'-dibenzyl ether 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 四丁基硫酸氢铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 94.0h， 生成 2-(3-Benzyloxy-4-methoxy-phenyl)-5,7-dimethoxy-3-(3,4,5-trimethoxy-phenyl)-chromen-4-one
  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：

  3-bromodiosmetin 在 四(三苯基膦)钯 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 3-(3'',4'',5''-trimethoxyphenyl)diosmetin 7,3'-dibenzyl 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.