wilsonol A | 1446691-57-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: wilsonol A
• 英文别名: (1S,2S,3R,4R)-4-[(E,3S)-3-hydroxybut-1-enyl]-3,5,5-trimethylcyclohexane-1,2,4-triol
• CAS: 1446691-57-1
• 化学式: C₁₃H₂₄O₄
• 分子量: 244.331
• InChiKey: GOTQJVUEKCNRKB-MVIYIDSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3S,4S,5R,6R,7E,9S)-3,6,9-trihydroxymegastigm-7-ene-4-O-β-D-glucopyranoside 在 水 作用下， 以 aq. acetate buffer 为溶剂， 反应 48.0h， 以3.8 mg的产率得到wilsonol A
  参考文献：
  名称：

  Anti-inflammatory terpenes from Schefflera rubriflora C. J. Tseng & G. Hoo with their TNF-α and IL-6 inhibitory activities

  摘要：

  The 95% ethanol extract and its EtOAc and n-BuOH fractions obtained from the leaves and twigs of Schefflera rubriflora C. J. Tseng & G. Hoo showed significant inhibitory activities (33.6%, 35.7% and 40.6%, respectively) against croton oil-induced ear inflammation in mice. Bioactivity-guided isolation and separation gave eight previously undescribed terpenes or terpene glycosides. Structural elucidation was based on UV, IR, and NMR spectroscopy, MS, experimental and calculated ECD data, and Mosher's method. To identify anti-inflammatory components from the extract, all the compounds were evaluated for tumor necrosis factor-alpha (TNF-alpha) and interleukine-6 (IL-6) inhibitory activities. Four undescribed compounds inhibited mRNA expression of TNF-alpha and IL-6 with IC50 values of 15.3-52.4 mu M.

  DOI：

  10.1016/j.phytochem.2019.03.021