5-Acetoxy-3,7,8,3',4'-pentamethoxy-flavon | 57528-78-6

• 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: 5-Acetoxy-3,7,8,3',4'-pentamethoxy-flavon
• 英文别名: [2-(3,4-Dimethoxyphenyl)-3,7,8-trimethoxy-4-oxochromen-5-yl] acetate
• CAS: 57528-78-6
• 化学式: C₂₂H₂₂O₉
• 分子量: 430.411
• InChiKey: IOTAUJQCFAKRFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  hexa-O-methylogossypetin 在 吡啶 、 盐酸 、 溶剂黄146 作用下， 反应 2.0h， 生成 5-Acetoxy-3,7,8,3',4'-pentamethoxy-flavon
  参考文献：
  名称：

  Antiproliferative Activities of Citrus Flavonoids against Six Human Cancer Cell Lines

  摘要：

  Citrus fruits contain high concentrations of several classes of phenols, including numerous hydroxycinnamates, flavonoid glycosides, and polymethoxylated flavones. The latter group of compounds occurs without glycosidic linkages and has been shown to inhibit the proliferation of a number of cancer cell lines. This antiproliferative property was further demonstrated against additional human cancer cell lines, and the anti proliferative actions of a series of synthetic methoxylated flavones were also studied. Similar to the naturally occurring compounds, the synthetic compounds exhibited strong antiproliferative activities. In many cases the IC50 values occurred below 10 mum. Other hydroxylated flavone and flavanone aglycons also exhibited antiproliferative activities against the cancer cell lines, with the flavones showing greater activities than the flavanones. Glycosylation of these compounds removed their activity. The strong antiproliferative activities of the polymethoxylated flavones suggest that they may have use as anticancer agents in humans.

  DOI：

  10.1021/jf020121d

文献信息

• Alkaloids, coumarins and flavonoids of Micromelum zeylanicum
  作者：Ian H. Bowen、K.P.W.Christopher Perera

  DOI：10.1016/s0031-9422(00)95283-x

  日期：1982.1
• US7683095B2
  申请人：——

  公开号：US7683095B2

  公开（公告）日：2010-03-23
• Antiproliferative Activities of Citrus Flavonoids against Six Human Cancer Cell Lines
  作者：John A. Manthey、Najla Guthrie

  DOI：10.1021/jf020121d

  日期：2002.10.1

  Citrus fruits contain high concentrations of several classes of phenols, including numerous hydroxycinnamates, flavonoid glycosides, and polymethoxylated flavones. The latter group of compounds occurs without glycosidic linkages and has been shown to inhibit the proliferation of a number of cancer cell lines. This antiproliferative property was further demonstrated against additional human cancer cell lines, and the anti proliferative actions of a series of synthetic methoxylated flavones were also studied. Similar to the naturally occurring compounds, the synthetic compounds exhibited strong antiproliferative activities. In many cases the IC50 values occurred below 10 mum. Other hydroxylated flavone and flavanone aglycons also exhibited antiproliferative activities against the cancer cell lines, with the flavones showing greater activities than the flavanones. Glycosylation of these compounds removed their activity. The strong antiproliferative activities of the polymethoxylated flavones suggest that they may have use as anticancer agents in humans.