fuscol | 70206-91-6

• 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: fuscol
• 英文别名: (+)-fuscol；(3E,5E)-6-[(1S,3R,4R)-4-ethenyl-4-methyl-3-prop-1-en-2-ylcyclohexyl]-2-methylhepta-3,5-dien-2-ol
• CAS: 70206-91-6
• 化学式: C₂₀H₃₂O
• 分子量: 288.473
• InChiKey: PGZCBHXBAUSEPY-VHSBKHBUSA-N

物化性质

• 沸点：
  380.2±11.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (4R,5R)-1-Acetoxy-4-isopropenyl-5-methyl-5-vinylcyclohex-1-ene 在 六甲基磷酰三胺 、 氢氧化钾 、 sodium tetrahydroborate 、 copper(l) iodide 、 lithium aluminium tetrahydride 、 甲基锂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 、 正己烷 为溶剂， 反应 31.25h， 生成 fuscol
  参考文献：
  名称：

  Kosugi, Hiroshi; Yamabe, Osamu; Kato, Michiharu, Journal of the Chemical Society. Perkin transactions I, 1998, # 2, p. 217 - 221

  摘要：

  DOI：

文献信息

• Total synthesis of marine diterpene fuscol
  作者：Makoto Iwashima、Hiroto Nagaoka、Kaoru Kobayashi、Yasuji Yamada

  DOI：10.1016/s0040-4039(00)77678-7

  日期：1992.1

  Marine diterpene fuscol was synthesized stereoselectively from D-mannitol via bicyclo[2.2.2]octane derivative 4. and its complete structure was established.

  通过双环[2.2.2]辛烷衍生物4，由D-甘露醇立体选择性地合成了海洋二萜双酚。
• Synthesis of beta-elemene, intermediates thereto, analogues and uses thereof
  申请人：Huang Lan

  公开号：US20060014987A1

  公开（公告）日：2006-01-19

  The present invention provides convergent processes for preparing beta-elemene, and analogues thereof. Also provided are analogues related to beta-elemene and intermediates useful for preparing the same. The present invention further provides novel compositions based on analogues of beta-elemene and methods for the treatment of cancer, such as brain tumor, lung cancer, colorectal cancer, gastric intestional cancer, and stomach cancer.

  本发明提供了制备β-艾莫烯及其类似物的汇聚过程。还提供与β-艾莫烯相关的类似物和用于制备它们的中间体。本发明还提供了基于β-艾莫烯类似物的新型组合物和用于治疗癌症（如脑肿瘤、肺癌、结直肠癌、胃肠癌和胃癌）的方法。
• Corey; Roberts, Bryan E.; Dixon, Brian R., Journal of the American Chemical Society, 1995, vol. 117, # 1, p. 193 - 196
  作者：Corey、Roberts, Bryan E.、Dixon, Brian R.

  DOI：——

  日期：——
• Eunicidiol, an Anti-inflammatory Dilophol Diterpene from <i>Eunicea fusca</i>
  作者：Douglas H. Marchbank、Fabrice Berrue、Russell G. Kerr

  DOI：10.1021/np300149y

  日期：2012.7.27

  A new dilophol diterpene, eunicidiol (1), has been isolated from the crude extract of Eunicea fusca, a gorgonian coral collected from Hillsboro Ledge, Florida. This compound was purified, along with fuscol (2) and eunicol (3), using a combination of normal- and reversed-phase chromatography methods. The structure of eunicidiol (1) was elucidated by ID and 2D NMR spectroscopic analysis, and the absolute configuration was assigned using Mosher's method. The anti-inflammatory activity of 1-3 was evaluated by measuring their ability to reduce phorbol myristate acetate (PMA)-induced edema in a mouse ear model. Topical application of a 100 mu g/ear dose of diterpenes 1-3 significantly reduced edema by 44%, 46%, and 54%, respectively. This activity was superior to indomethacin, a known anti-inflammatory used as a control.
• Kosugi, Hiroshi; Yamabe, Osamu; Kato, Michiharu, Journal of the Chemical Society. Perkin transactions I, 1998, # 2, p. 217 - 221
  作者：Kosugi, Hiroshi、Yamabe, Osamu、Kato, Michiharu

  DOI：——

  日期：——