simplexin A | 1154411-15-0

• 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: simplexin A
• 英文别名: [(1R,2S,3R,6R,7R,8R,9R,12S)-3-acetyloxy-12-hydroxy-3,9-dimethyl-13-methylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
• CAS: 1154411-15-0
• 化学式: C₂₆H₄₂O₆
• 分子量: 450.616
• InChiKey: UKQZTSVTMXZKLS-VLVNKJQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  simplexin A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 以1.2 mg的产率得到[(1R,2S,3R,6R,7R,8R,9R,12S)-3-acetyloxy-3,9-dimethyl-13-methylidene-6-propan-2-yl-12-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxy-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
  参考文献：
  名称：

  Simplexins A−I, Eunicellin-Based Diterpenoids from the Soft Coral Klyxum simplex

  摘要：

  Nine new eunicellin-based diterpenoids, simplexins A-I (1-9), were isolated from a Dongsha Atoll soft coral, Klyxum simplex. The structures of these compounds were established by detailed spectroscopic analysis (IR, MS, 1D and 2D NMR) and by comparison with the physical and spectral data of related known compounds. The absolute configuration of 1 was determined by a modified Mosher's method. Compounds 1, 4, and 5 were found to be cytotoxic toward a limited panel of cancer cell fines. Compound 5 was shown to significantly inhibit the accumulation of the pro-inflammatory iNOS and COX-2 proteins in LPS-stimulated RAW264.7 macrophage cells.

  DOI：

  10.1021/np900064a