3,2'-Dihydroxy-4,3',4',5',6'-pentamethoxychalcone | 1120350-51-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3,2'-Dihydroxy-4,3',4',5',6'-pentamethoxychalcone
• 英文别名: 3-(3-hydroxy-4-methoxyphenyl)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)prop-2-en-1-one
• CAS: 1120350-51-7
• 化学式: C₂₀H₂₂O₈
• 分子量: 390.39
• InChiKey: PXKJJPWOZDITCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,2'-Dihydroxy-4,3',4',5',6'-pentamethoxychalcone 在 吡啶 、 碘 作用下， 反应 10.0h， 生成 3'-去甲川陈皮素
  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
• 作为产物：
  描述：

  异香兰素 、 1-(2-羟基-3,4,5,6-四甲氧基苯基)乙-1-酮 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 15.0h， 生成 3,2'-Dihydroxy-4,3',4',5',6'-pentamethoxychalcone
  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.