3-(3',4',5'-trimethoxyphenyl)-4,5,6-trimethoxy-2-(4''-methoxybenzylidene)-indan-1-one | 1375084-17-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 3-(3',4',5'-trimethoxyphenyl)-4,5,6-trimethoxy-2-(4''-methoxybenzylidene)-indan-1-one
• 英文别名: 2-(4'-methoxybenzylidene)-3(3,4,5-trimethoxyphenyl)-4,5,6-trimethoxy-indan-1-one；4,5,6-trimethoxy-2-[(4-methoxyphenyl)methylidene]-3-(3,4,5-trimethoxyphenyl)-3H-inden-1-one
• CAS: 1375084-17-5
• 化学式: C₂₉H₃₀O₈
• 分子量: 506.552
• InChiKey: JBLOWAJVLIBVJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  没食子酸 在 magnesium 、 三氟乙酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 11.5h， 生成 3-(3',4',5'-trimethoxyphenyl)-4,5,6-trimethoxy-2-(4''-methoxybenzylidene)-indan-1-one
  参考文献：
  名称：

  Synthesis and anticancer activity of 2-benzylidene indanones through inhibiting tubulin polymerization

  摘要：

  In an attempt to discover a potent and selective anticancer agent, gallic acid has been modified to benzylidene indanones as tubulin polymerization inhibitors. These compounds were evaluated against several human cancer cell lines and also evaluated for inhibition of tubulin polymerase in in vitro assays. Three of the analogues exhibited strong cytotoxicity against human cancer cell lines IC50 = 10-880 nM and also showed tubulin polymerization inhibition (IC50 = 0.62-2.04 mu M). Compound 9j, the best candidate of the series was found to be non-toxic in acute oral toxicity in Swiss-albino mice up to 1000 mg/kg dose. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.057

文献信息

• Synthesis and anticancer activity of 2-benzylidene indanones through inhibiting tubulin polymerization
  作者：A.P. Prakasham、A.K. Saxena、Suaib Luqman、Debabrata Chanda、Tandeep Kaur、Atul Gupta、D.K. Yadav、C.S. Chanotiya、Karuna Shanker、F. Khan、Arvind S. Negi

  DOI：10.1016/j.bmc.2012.02.057

  日期：2012.5

  In an attempt to discover a potent and selective anticancer agent, gallic acid has been modified to benzylidene indanones as tubulin polymerization inhibitors. These compounds were evaluated against several human cancer cell lines and also evaluated for inhibition of tubulin polymerase in in vitro assays. Three of the analogues exhibited strong cytotoxicity against human cancer cell lines IC50 = 10-880 nM and also showed tubulin polymerization inhibition (IC50 = 0.62-2.04 mu M). Compound 9j, the best candidate of the series was found to be non-toxic in acute oral toxicity in Swiss-albino mice up to 1000 mg/kg dose. (C) 2012 Elsevier Ltd. All rights reserved.