(E)-N-(6-aminohexyl)-6-(3-(4,7-dimethoxybenzo[d][1,3]dioxol-5-yl)-6-methoxy-4-oxo-4H-chromen-7-yloxy)hex-4-enamide | 1400681-66-4

• 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: (E)-N-(6-aminohexyl)-6-(3-(4,7-dimethoxybenzo[d][1,3]dioxol-5-yl)-6-methoxy-4-oxo-4H-chromen-7-yloxy)hex-4-enamide
• 英文别名: (E)-N-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexyl]-6-[3-(4,7-dimethoxy-1,3-benzodioxol-5-yl)-6-methoxy-4-oxochromen-7-yl]oxyhex-4-enamide
• CAS: 1400681-66-4
• 化学式: C₄₁H₅₂N₄O₁₁S
• 分子量: 808.95
• InChiKey: JWZITGUCRGEWQJ-FQKNWJDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  57
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  206
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  Methyl 6-oxohex-4-enoate 在 咪唑 、 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 四丁基氟化铵 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 、 乙腈 为溶剂， 反应 76.0h， 生成 (E)-N-(6-aminohexyl)-6-(3-(4,7-dimethoxybenzo[d][1,3]dioxol-5-yl)-6-methoxy-4-oxo-4H-chromen-7-yloxy)hex-4-enamide
  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

• 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.