[3-(3,4-二羟基苯基)-2-氧代丙基](E)-3-(3,4-二羟基苯基)丙-2-烯酸酯 | 145904-50-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: [3-(3,4-二羟基苯基)-2-氧代丙基](E)-3-(3,4-二羟基苯基)丙-2-烯酸酯
• 英文名称: petasiphenol
• 英文别名: 3-(3,4-Dihydroxyphenyl)-2-oxopropyl caffeate；[3-(3,4-dihydroxyphenyl)-2-oxopropyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 145904-50-3
• 化学式: C₁₈H₁₆O₇
• 分子量: 344.321
• InChiKey: VMNHBRAHVFOYGK-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 [3-(3,4-二羟基苯基)-2-氧代丙基](E)-3-(3,4-二羟基苯基)丙-2-烯酸酯 在 吡啶 作用下， 反应 14.0h， 生成 Petasiphenol pentaacetate
  参考文献：
  名称：

  Isolation and Synthesis of a New Bio-antimutagen, Petasiphenol, from Scapes ofPetasites japonicum

  摘要：

  A new bio-antimutagen, petasiphenol [3-(3,4-dihydroxyphenyl)-2-oxopropyl caffeate] (1) was isolated from scapes of Petasites japonicum (AD50 =95μg/ml against UV-induced mutagenic E. coli WP2 B/r Trp−. Petasiphenol (1) and its isomer (2) were synthesized. The activity of 1 was observed in the presence of soybean oil (glyceride), although the isomer (2) did not show any activity in doses up to 300, μg/ml.

  DOI：

  10.1271/bbb.56.1773
• 作为产物：
  描述：

  (E)-3-(3,4-Bis-methoxymethoxy-phenyl)-acrylic acid 3-(3,4-bis-methoxymethoxy-phenyl)-2-oxo-propyl ester 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以89%的产率得到[3-(3,4-二羟基苯基)-2-氧代丙基](E)-3-(3,4-二羟基苯基)丙-2-烯酸酯
  参考文献：
  名称：

  Isolation and Synthesis of a New Bio-antimutagen, Petasiphenol, from Scapes ofPetasites japonicum

  摘要：

  A new bio-antimutagen, petasiphenol [3-(3,4-dihydroxyphenyl)-2-oxopropyl caffeate] (1) was isolated from scapes of Petasites japonicum (AD50 =95μg/ml against UV-induced mutagenic E. coli WP2 B/r Trp−. Petasiphenol (1) and its isomer (2) were synthesized. The activity of 1 was observed in the presence of soybean oil (glyceride), although the isomer (2) did not show any activity in doses up to 300, μg/ml.

  DOI：

  10.1271/bbb.56.1773

文献信息

• Isolation and Synthesis of a New Bio-antimutagen, Petasiphenol, from Scapes of<i>Petasites japonicum</i>
  作者：Ryozo Iriye、Kohji Furukawa、Ritsuo Nishida、Chul-sa Kim、Hiroshi Fukami

  DOI：10.1271/bbb.56.1773

  日期：1992.1

  A new bio-antimutagen, petasiphenol [3-(3,4-dihydroxyphenyl)-2-oxopropyl caffeate] (1) was isolated from scapes of Petasites japonicum (AD50 =95μg/ml against UV-induced mutagenic E. coli WP2 B/r Trp−. Petasiphenol (1) and its isomer (2) were synthesized. The activity of 1 was observed in the presence of soybean oil (glyceride), although the isomer (2) did not show any activity in doses up to 300, μg/ml.