3-bromodiosmetin | 827346-30-5

• 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: 3-bromodiosmetin
• 英文别名: 3-Bromo-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• CAS: 827346-30-5
• 化学式: C₁₆H₁₁BrO₆
• 分子量: 379.164
• InChiKey: NXDFUDQBEFHCEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-bromodiosmetin 在 四(三苯基膦)钯 sodium hydroxide 、 四丁基硫酸氢铵 、 potassium carbonate 、 potassium hydrogencarbonate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.5h， 生成 3-(3'',4'',5''-trimethoxyphenyl)diosmetin 7,3'-dibenzyl-5-methyl 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
• 作为产物：
  描述：

  地奥司明八乙酸酯 在 吡啶 、 盐酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 生成 3-bromodiosmetin
  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

• [EN] NOVEL HETEROCYCLIC COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES HETEROCYCLIQUES
  申请人：CADILA HEALTHCARE LTD

  公开号：WO2005049589A2

  公开（公告）日：2005-06-02

  Disclosed are novel compounds of formula (I), having hypolipidaemic and hypocholesterolemic properties, their tautomeric forms, their pharmaceutically acceptable salts, their pharmaceutically acceptable solvates and pharmaceutically acceptable compositions containing them.
• 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.