(-)-larreatricin | 109194-74-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (-)-larreatricin
• 英文别名: 4-[(2S,3S,4R,5S)-5-(4-hydroxyphenyl)-3,4-dimethyloxolan-2-yl]phenol
• CAS: 109194-74-3
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: PIBJADPEZQHMQS-CMKMFDCUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-larreatricin 在 氘代三氟乙酸 作用下， 以 丙酮 为溶剂， 反应 168.0h， 以2 mg的产率得到meso-3,3'-didemethoxynectandrin B
  参考文献：
  名称：

  Lignans and nor-neolignans from Krameria interior

  摘要：

  DOI：

  10.1016/0031-9422(90)85205-t
• 作为产物：
  描述：

  (7R,7'R)-8(8')-ene-4,4'-dihydroxy-7,7'-epoxylignan 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 以1.5 mg的产率得到(-)-larreatricin
  参考文献：
  名称：

  Antioxidant lignoids from leaves of Ribes nigrum

  摘要：

  Phytochemical investigation of the leaves of Ribes nigrum resulted in the isolation of fourteen compounds, including four 7,7'-epoxylignans, three tetrahydrofuran-type sesquilignans, and a spirocyclic dilignan. Their structures were elucidated by extensive spectroscopic analyses and by chemical transformations. The isolated compounds were evaluated for their antioxidant activities using superoxide anion scavenging assay and DPPH free radical scavenging assay. Ribesin D and ribesin G showed the most potent superoxide anion scavenging activity with EC50 values of 1.24 and 1.12 mu M, respectively, and the structure-activity relationship was discussed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2013.07.022

文献信息

• Lignans and nor-neolignans from Krameria interior
  作者：Xorge A. Dominguez、H. Sanchez V.、Griselda C. Espinoza B.、Julia Verde S.、Hans Achenbach、Wolfgang Utz

  DOI：10.1016/0031-9422(90)85205-t

  日期：1990.1
• Antioxidant lignoids from leaves of Ribes nigrum
  作者：Tatsunori Sasaki、Wei Li、Shinnosuke Zaike、Yoshihisa Asada、Qin Li、Fenghua Ma、Qingbo Zhang、Kazuo Koike

  DOI：10.1016/j.phytochem.2013.07.022

  日期：2013.11

  Phytochemical investigation of the leaves of Ribes nigrum resulted in the isolation of fourteen compounds, including four 7,7'-epoxylignans, three tetrahydrofuran-type sesquilignans, and a spirocyclic dilignan. Their structures were elucidated by extensive spectroscopic analyses and by chemical transformations. The isolated compounds were evaluated for their antioxidant activities using superoxide anion scavenging assay and DPPH free radical scavenging assay. Ribesin D and ribesin G showed the most potent superoxide anion scavenging activity with EC50 values of 1.24 and 1.12 mu M, respectively, and the structure-activity relationship was discussed. (C) 2013 Elsevier Ltd. All rights reserved.