2-(3-Amino-4-methoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one | 1175534-14-1

• 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: 2-(3-Amino-4-methoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
• CAS: 1175534-14-1
• 化学式: C₁₉H₁₉NO₇
• 分子量: 373.362
• InChiKey: VOZCSSCNJFEMHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  C₁₉H₁₇NO₉ 在 palladium 10% on activated carbon 、 氢气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以95%的产率得到2-(3-Amino-4-methoxyphenyl)-5-hydroxy-6,7,8-trimethoxychromen-4-one
  参考文献：
  名称：

  Semisynthesis and antiproliferative evaluation of a series of 3′-aminoflavones

  摘要：

  A series of 3 '-aminoflavones 5,6,7,8-tetra- or 5,7-dioxygenated on the A-ring was synthesized from tangeretin or naringin, two natural Citrus flavonoids. These flavones were evaluated for antiproliferative activity, activation of apoptosis, and inhibition of tubulin assembly. The most antiproliferative flavones exhibit a common 5-hydroxy-6,7,8-trimethoxy substitution pattern on the A-ring. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.008

文献信息

• Semisynthesis and antiproliferative evaluation of a series of 3′-aminoflavones
  作者：Jérôme Quintin、Didier Buisson、Sylviane Thoret、Thierry Cresteil、Guy Lewin

  DOI：10.1016/j.bmcl.2009.05.008

  日期：2009.7

  A series of 3 '-aminoflavones 5,6,7,8-tetra- or 5,7-dioxygenated on the A-ring was synthesized from tangeretin or naringin, two natural Citrus flavonoids. These flavones were evaluated for antiproliferative activity, activation of apoptosis, and inhibition of tubulin assembly. The most antiproliferative flavones exhibit a common 5-hydroxy-6,7,8-trimethoxy substitution pattern on the A-ring. (C) 2009 Elsevier Ltd. All rights reserved.