3,4,5-trimethoxyphenyl-3'-amino-4'-ethoxydiphenylethane-Fmoc-glycineamide | 1334740-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3,4,5-trimethoxyphenyl-3'-amino-4'-ethoxydiphenylethane-Fmoc-glycineamide
• CAS: 1334740-34-9
• 化学式: C₃₆H₃₈N₂O₇
• 分子量: 610.707
• InChiKey: ZPMNGOLZEXWQQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.37
• 重原子数：
  45.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  104.35
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3,4,5-trimethoxyphenyl-3'-amino-4'-ethoxydiphenylethane-Fmoc-glycineamide 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 2-amino-N-(2-ethoxy-5-(3,4,5-trimethoxyphenethyl)phenyl)acetamide
  参考文献：
  名称：

  Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs

  摘要：

  A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.05.003
• 作为产物：
  描述：

  4-乙氧基-3-硝基苯(甲)醛 在 palladium 10% on activated carbon 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 3,4,5-trimethoxyphenyl-3'-amino-4'-ethoxydiphenylethane-Fmoc-glycineamide
  参考文献：
  名称：

  Design, synthesis and anti-proliferative effects in tumor cells of new combretastatin A-4 analogs

  摘要：

  A total of 11 novel combretastatin A-4 (CA-4) analogs were designed, synthesized, and evaluated for the anti-proliferative effects in tumor cells. The compounds represent four structural classes: (i) hydrogenated derivatives, (ii) ethoxyl derivatives, (iii) amino derivatives and (iv) pro-drugs. Biological evaluations demonstrate that multiple structural features control the biological potency. Three of the compounds, sit-1, sit-2 and sit-3, have potent anti-proliferative activity against multiple cancer cell lines. Their pro-drugs were synthesized to increase water solubility. Structure-activity relationship study and Surflex-Docking were studied in this paper. These results will be useful for the design of new CA-4 analogs that are structurally related to the SAR study. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.05.003

文献信息

• ETHOXY DIPHENYL ETHANE DERIVATES, PREPARATION PROCESSES AND USES THEREOF
  申请人：Shanghai Ecust Biomedicine Co., Ltd

  公开号：EP2351730B1

  公开（公告）日：2014-07-30