fuscoside E | 1338603-87-4

• 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: fuscoside E
• 英文别名: [(2S,3S,4R,5R)-2-[[(1S,4S,4aR,6S,8aS)-4,4a-dimethyl-6-[(2E)-6-methylhepta-2,5-dien-2-yl]-2,3,4,5,6,7,8,8a-octahydro-1H-naphthalen-1-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
• CAS: 1338603-87-4
• 化学式: C₂₇H₄₄O₆
• 分子量: 464.643
• InChiKey: IDBOOCJKJVAGAO-DESIZGQRSA-N

物化性质

• 沸点：
  551.8±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  fuscoside E 、 4-溴苯甲酰氯 在 吡啶 、 lithium hydride 作用下， 反应 2.0h， 以12.5%的产率得到
  参考文献：
  名称：

  Fuscoside E: A strong anti-inflammatory diterpene from Caribbean octocoral Eunicea fusca

  摘要：

  The screen of 10 soft coral extracts collected from the Colombian Caribbean Sea in the TPA-induced ear edema model allowed us to identify Eunicea fusca extract among others as an interesting source of active compounds. The new diterpene, fuscoside E (1), along with the known fuscoside B (2), fuscol (3), (+)-germacrene D (4) and a mixture of six sterols (5-10), were isolated from this soft coral. Their structures were elucidated by 1D and 2D NMR spectroscopy techniques. Fuscoside E (1) absolute stereochemistry was determined by chiroptical methods. Fuscoside E (1) and B (2) showed strong anti-inflammatory in the above mentioned bioassay. Additionally, fuscoside E (1) and the sterol mixture (5-10) presented antifouling activity against bacterial strains involved in surface colonization. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.07.092

文献信息

• Fuscoside E: A strong anti-inflammatory diterpene from Caribbean octocoral Eunicea fusca
  作者：Eduardo Reina、Carlos Puentes、Juan Rojas、Josué García、Freddy A. Ramos、Leonardo Castellanos、Marcela Aragón、Luis F. Ospina

  DOI：10.1016/j.bmcl.2011.07.092

  日期：2011.10

  The screen of 10 soft coral extracts collected from the Colombian Caribbean Sea in the TPA-induced ear edema model allowed us to identify Eunicea fusca extract among others as an interesting source of active compounds. The new diterpene, fuscoside E (1), along with the known fuscoside B (2), fuscol (3), (+)-germacrene D (4) and a mixture of six sterols (5-10), were isolated from this soft coral. Their structures were elucidated by 1D and 2D NMR spectroscopy techniques. Fuscoside E (1) absolute stereochemistry was determined by chiroptical methods. Fuscoside E (1) and B (2) showed strong anti-inflammatory in the above mentioned bioassay. Additionally, fuscoside E (1) and the sterol mixture (5-10) presented antifouling activity against bacterial strains involved in surface colonization. (C) 2011 Elsevier Ltd. All rights reserved.