3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-butan-1-one | 206192-17-8

• 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: 3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-butan-1-one
• 英文别名: 3-[3-Methoxy-2-(methoxymethoxy)phenyl]-1-(2,4,5-trimethoxyphenyl)butan-1-one
• CAS: 206192-17-8
• 化学式: C₂₂H₂₈O₇
• 分子量: 404.46
• InChiKey: OCWGJUICZJKSCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-butan-1-one 在 吡啶 、 盐酸 、 sodium hydroxide 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 、 二甲基亚砜 为溶剂， 反应 1.0h， 生成 (E)-4-hydroxy-3-methoxy-5-[4-(2,4,5-trimethoxyphenyl)but-3-en-2-yl]benzaldehyde
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g
• 作为产物：
  描述：

  3-methoxy-2-(methoxymethoxy)benzaldehyde 在 sodium hydroxide 、 copper(l) iodide 作用下， 以 乙醇 、 水 为溶剂， 生成 3-(3-Methoxy-2-methoxymethoxy-phenyl)-1-(2,4,5-trimethoxy-phenyl)-butan-1-one
  参考文献：
  名称：

  Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage

  摘要：

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.

  DOI：

  10.1021/np970555g

文献信息

• Synthesis of (±)-Cassumunins A and B, New Curcuminoid Antioxidants Having Protective Activity of the Living Cell against Oxidative Damage
  作者：Toshiya Masuda、Hiroyuki Matsumura、Yasuo Oyama、Yoshio Takeda、Akiko Jitoe、Atsuko Kida、Kayo Hidaka

  DOI：10.1021/np970555g

  日期：1998.5.1

  A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic cassumunins showed stronger protective activity than curcumin against oxidative cell death induced by hydrogen peroxide in a rat thymocyte system.