(3E)-7,8-二羟基-3-[(4-甲氧基苯基)亚甲基]色满-4-酮 | 124166-26-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 高异黄酮
• 中文名称: (3E)-7,8-二羟基-3-[(4-甲氧基苯基)亚甲基]色满-4-酮
• 中文别名: 甲基4-(甲基[4-(1-吡咯烷基)-2-丁炔基]氨基)-4-羰基丁酸酯
• 英文名称: intricatinol
• 英文别名: (3E)-7,8-dihydroxy-3-[(4-methoxyphenyl)methylidene]chromen-4-one
• CAS: 124166-26-3
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: VXIWIIHDWPBCIM-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3E)-7,8-二羟基-3-[(4-甲氧基苯基)亚甲基]色满-4-酮 、 硫酸二甲酯 在 碳酸氢钠 作用下， 以 丙酮 为溶剂， 反应 36.0h， 以48%的产率得到(3E)-8-羟基-7-甲氧基-3-[(4-甲氧基苯基)亚甲基]色满-4-酮
  参考文献：
  名称：

  Synthesis, structural revision, and antioxidant activities of antimutagenic homoisoflavonoids from Hoffmanosseggia intricata

  摘要：

  Intricatinol and intricatin, the two homoisoflavonoids isolated from Hoffmanosseggia intricata, and two analogs have been synthesized from pyrogallol in three steps. The spectral data of synthetic intricatinol are in good agreement with those of natural metabolite, but the spectral data of intricatin are not corroborative with those of the natural product. The structure of intricatin has been thus revised to 8-methoxybonducellin, a compound isolated from Caesalpinia pulcherrima. The antioxidant activity of all the four homoisoflavonoids was determined by superoxide (NBT) and DPPH free radical scavenging methods. The synthetic analog 7,8-dihydroxy-3-[(3,4-dihydroxyphenyl)methylene]chroman-4-one displayed excellent activity in both methods.

  DOI：

  10.1016/j.bmcl.2006.12.008
• 作为产物：
  描述：

  7,8-dimethoxy-2,3-dihydrochromen-4-one 在 盐酸 、 乙醇 、 氢溴酸 作用下， 生成 (3E)-7,8-二羟基-3-[(4-甲氧基苯基)亚甲基]色满-4-酮
  参考文献：
  名称：

  Pfeiffer et al., Journal fur praktische Chemie (Leipzig 1954), 1931, vol. <2> 129, p. 31,37

  摘要：

  DOI：

文献信息

• Pfeiffer et al., Journal fur praktische Chemie (Leipzig 1954), 1931, vol. <2> 129, p. 31,37
  作者：Pfeiffer et al.

  DOI：——

  日期：——
• Synthesis, structural revision, and antioxidant activities of antimutagenic homoisoflavonoids from Hoffmanosseggia intricata
  作者：Vidavalur Siddaiah、Muchchintala Maheswara、Chunduri Venkata Rao、Somepalli Venkateswarlu、Gottumukkala V. Subbaraju

  DOI：10.1016/j.bmcl.2006.12.008

  日期：2007.3

  Intricatinol and intricatin, the two homoisoflavonoids isolated from Hoffmanosseggia intricata, and two analogs have been synthesized from pyrogallol in three steps. The spectral data of synthetic intricatinol are in good agreement with those of natural metabolite, but the spectral data of intricatin are not corroborative with those of the natural product. The structure of intricatin has been thus revised to 8-methoxybonducellin, a compound isolated from Caesalpinia pulcherrima. The antioxidant activity of all the four homoisoflavonoids was determined by superoxide (NBT) and DPPH free radical scavenging methods. The synthetic analog 7,8-dihydroxy-3-[(3,4-dihydroxyphenyl)methylene]chroman-4-one displayed excellent activity in both methods.