(Z)-3-(2,4,5-trimethoxyphenyl)-2-phenylprop-2-enoic acid | 129047-52-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-3-(2,4,5-trimethoxyphenyl)-2-phenylprop-2-enoic acid
• 英文别名: (Z)-2-phenyl-3-(2,4,5-trimethoxyphenyl)prop-2-enoic acid
• CAS: 129047-52-5
• 化学式: C₁₈H₁₈O₅
• 分子量: 314.338
• InChiKey: DLESBEUQPDYOAL-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4,6-三甲氧基苯甲醛 、 (Z)-3-(2,4,5-trimethoxyphenyl)-2-phenylprop-2-enoic acid 生成 2,4,5-trimethoxystilbene
  参考文献：
  名称：

  ANJANEYULU, A. S. R.;RANI, G. SUDHA;MALLAVADHANI, U. V.;MURTHY, Y. L. N., INDIAN J. CHEM. A, 29,(1990) N, C. 219-223

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-phenyl-3-(2,4,5-trimethoxyphenyl)prop-2-enoic acid 在 重氮甲烷 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 24.0h， 以35 mg的产率得到(Z)-3-(2,4,5-trimethoxyphenyl)-2-phenylprop-2-enoic acid
  参考文献：
  名称：

  Anjaneyulu; Rani; Mallavadhani, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 3, p. 219 - 223

  摘要：

  DOI：

文献信息

• Synthesis of combretastatin analogs: evaluation of in vitro anticancer activity and molecular docking studies
  作者：Sunil Kumar、Sameer Sapra、Raj Kumar、Manish Kumar Gupta、Surrinder Koul、Tandeep Kour、Ajit Kumar Saxena、Om Prakash Suri、Kanahya Lal Dhar

  DOI：10.1007/s00044-011-9887-7

  日期：2012.11

  This study is based on the synthesis of a series of combretastatin analogs with different substitutions on one aryl moiety and a carboxylic group in connecting chain. Cis-configuration with respect to aryl groups was established by X-ray crystal analysis. All the synthesized compounds were evaluated for anticancer activity against a panel of cell lines. Six compounds 1a, 1b, 1c, 1k, 1n, and 1p showed marked anticancer activity against human colon (colo-205), lung (A549), ovary (IGROV-1), prostrate (PC-3), CNS (SF-295), leukemia (THP-1), and breast (MCF-7) cell lines. Out of these, 1b showed remarkable inhibitory activity comparable to paclitaxel against lung cancer cell line with IC50 3.9 mu M. Importance of carboxylic group in the synthesized compounds was studied by flexible docking study of 1b which showed the importance of carboxylic group interactions with colchicine-binding site of alpha beta-tubulin.A series of combretastatin analogs have been synthesized by condensation of phenyl acetic acid and different substituted aldehydes. All the synthesized compounds were evaluated for anticancer activity against a panel of cell lines. Six compounds 1a, 1b, 1c, 1k, 1n, and 1p showed better anticancer activity against human colon (colo-205), lung (A549), ovary (IGROV-1), prostrate (PC-3), CNS (SF-295), leukemia (THP-1), and breast (MCF-7) cell lines. Out of these, 1b showed marked inhibitory activity against lung cancer cell line with IC50 3.9 mu M.
• ANJANEYULU, A. S. R.;RANI, G. SUDHA;MALLAVADHANI, U. V.;MURTHY, Y. L. N., INDIAN J. CHEM. A, 29,(1990) N, C. 219-223
  作者：ANJANEYULU, A. S. R.、RANI, G. SUDHA、MALLAVADHANI, U. V.、MURTHY, Y. L. N.

  DOI：——

  日期：——
• ANJANEYULU, A. S. R.;RANI, G. SUDHA;MALLAVADHANI, U. V.;MURTHY, Y. L. N., INDIAN J. CHEM. B, 29,(1990) N, C. 219-223
  作者：ANJANEYULU, A. S. R.、RANI, G. SUDHA、MALLAVADHANI, U. V.、MURTHY, Y. L. N.

  DOI：——

  日期：——
• Anjaneyulu; Rani; Mallavadhani, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 3, p. 219 - 223
  作者：Anjaneyulu、Rani、Mallavadhani、Murthy

  DOI：——

  日期：——