3-(4,7-Dimethoxy-1,3-benzodioxol-5-yl)-5,6,7-trimethoxychromen-4-one | 1252801-63-0

• 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-(4,7-Dimethoxy-1,3-benzodioxol-5-yl)-5,6,7-trimethoxychromen-4-one
• CAS: 1252801-63-0
• 化学式: C₂₁H₂₀O₉
• 分子量: 416.384
• InChiKey: PMAHWBWATJZPKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  90.9
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-(4,7-dimethoxybenzo[d][1,3]dioxol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 3-iodo-5,6,7-trimethoxy-4H-chromen-4-one 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以16%的产率得到3-(4,7-Dimethoxy-1,3-benzodioxol-5-yl)-5,6,7-trimethoxychromen-4-one
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone

  摘要：

  Various analogues of glaziovianin A, an antitumor isoflavone, were synthesized, and their biological activities were evaluated. O-7-modified glaziovianin A showed strong cytotoxicity against HeLa S-3 cells. Compared to glaziovianin A, the O-7-benzyl and O-7-propargyl analogues were more cytotoxic against HeLa S-3 cells and more potent M-phase inhibitors. Furthermore, O-7-modified molecular probes of glaziovianin A were synthesized for biological studies. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.005

文献信息

• Structure–activity relationship study of glaziovianin A against cell cycle progression and spindle formation of HeLa S3 cells
  作者：Akiyuki Ikedo、Ichiro Hayakawa、Takeo Usui、Sayaka Kazami、Hiroyuki Osada、Hideo Kigoshi

  DOI：10.1016/j.bmcl.2010.07.111

  日期：2010.9

  Various derivatives of glaziovianin A, an antitumor isoflavone, were synthesized, and the cytotoxicity of each against HeLa S-3 cells was investigated. Compared to glaziovianin A, the O-7-allyl derivative was found to be more cytotoxic against HeLa S-3 cells and a more potent M-phase inhibitor. (c) 2010 Elsevier Ltd. All rights reserved.
• Design, synthesis, and biological evaluation of the analogues of glaziovianin A, a potent antitumor isoflavone
  作者：Ichiro Hayakawa、Akiyuki Ikedo、Takumi Chinen、Takeo Usui、Hideo Kigoshi

  DOI：10.1016/j.bmc.2012.08.005

  日期：2012.10

  Various analogues of glaziovianin A, an antitumor isoflavone, were synthesized, and their biological activities were evaluated. O-7-modified glaziovianin A showed strong cytotoxicity against HeLa S-3 cells. Compared to glaziovianin A, the O-7-benzyl and O-7-propargyl analogues were more cytotoxic against HeLa S-3 cells and more potent M-phase inhibitors. Furthermore, O-7-modified molecular probes of glaziovianin A were synthesized for biological studies. (C) 2012 Elsevier Ltd. All rights reserved.