polygonolide | 100560-66-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: polygonolide
• 英文别名: 8-Hydroxy-6-methoxy-3,4-dimethylisochromen-1-one
• CAS: 100560-66-5
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: ISJYICQTJIFNAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  polygonolide 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以99%的产率得到3,4-dihydro-3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2
• 作为产物：
  描述：

  5,7-二甲氧基-2,3-二甲基-茚满-1-酮 在 对甲苯磺酸 高氯酸 、 二甲基硫 、 乙酸酐 、 三氯化硼 、 臭氧 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 22.25h， 生成 polygonolide
  参考文献：
  名称：

  Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity

  摘要：

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.

  DOI：

  10.1016/s0031-9422(00)85513-2

文献信息

• Polygonolide, an isocoumarin from Polygonum hydropiper possessing anti-inflammatory activity
  作者：Takuya Furuta、Yoshiyasu Fukuyama、Yoshinori Asakawa

  DOI：10.1016/s0031-9422(00)85513-2

  日期：1986.1

  A new isocoumarin polygonolide which inhibits the reversed passive Arthus reaction has been isolated from the methanol extract of the root of Polygonum hydropiper. The structure of polygonolide has been elucidated on the basis of spectroscopic data and confirmed to be 3,4-dimethyl-6-methoxy-8-hydroxyisocoumarin by total synthesis.