2-(trans-Cinnamyl)-5,6-dimethoxy-phenol | 23925-28-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(trans-Cinnamyl)-5,6-dimethoxy-phenol
• 英文别名: 2,3-dimethoxy-6-[(E)-3-phenylprop-2-enyl]phenol
• CAS: 23925-28-2
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: KTPLXAZEFDJHKQ-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二甲氧基苯酚 、 3-苯基丙-2-烯-1-醇 在 甲酸 作用下， 以 水 为溶剂， 反应 0.5h， 以107 mg的产率得到2-(trans-Cinnamyl)-5,6-dimethoxy-phenol
  参考文献：
  名称：

  Synthetic cinnamylphenol derivatives as cancer chemopreventive agents

  摘要：

  Several substituted cinnamylphenol (1,3-diphenylpropene) derivatives were synthesized and tested for their inhibitory activities against in vitro Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate in Raji cells. The prenylated cinnamylphenols were found to show remarkably potent activity. Furthermore, prenylated cinnamylphenols (19 and 25) exhibited a marked inhibitory effect on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test. These results indicate that some prenylated cinnamylphenols might be valuable as potential cancer chemopreventive agents (anti-tumor promoters). (c) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.12.024

文献信息

• Synthetic cinnamylphenol derivatives as cancer chemopreventive agents
  作者：Chihiro Ito、Masataka Itoigawa、Tetsufumi Kanematsu、Yuuki Imamura、Harukuni Tokuda、Hoyoku Nishino、Hiroshi Furukawa

  DOI：10.1016/j.ejmech.2006.12.024

  日期：2007.7

  Several substituted cinnamylphenol (1,3-diphenylpropene) derivatives were synthesized and tested for their inhibitory activities against in vitro Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoylphorbol-13-acetate in Raji cells. The prenylated cinnamylphenols were found to show remarkably potent activity. Furthermore, prenylated cinnamylphenols (19 and 25) exhibited a marked inhibitory effect on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test. These results indicate that some prenylated cinnamylphenols might be valuable as potential cancer chemopreventive agents (anti-tumor promoters). (c) 2007 Elsevier Masson SAS. All rights reserved.