(-)-duryne C | 1304776-84-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (-)-duryne C
• 英文别名: (3R,4E,11Z,17Z,28E,30R)-dotriaconta-4,11,17,28-tetraen-1,31-diyne-3,30-diol
• CAS: 1304776-84-8
• 化学式: C₃₂H₅₀O₂
• 分子量: 466.748
• InChiKey: ILEBLZYXEWLOSI-ARHWHDHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  34
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (-)-duryne C 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 吡啶 作用下， 反应 15.0h， 生成 [(3R,4E,15Z,21Z,28E,30R)-30-[(2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxydotriaconta-4,15,21,28-tetraen-1,31-diyn-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  (−)-Duryne and Its Homologues, Cytotoxic Acetylenes from a Marine Sponge Petrosia sp.

  摘要：

  Six linear acetylenes, (-)-duryne (1) and (-)-durynes B-F (2-6), were isolated from the marine sponge Petrosia sp. Their structures were elucidated by NMR and tandem FABMS analyses. The positions of the olefinic bonds were confirmed by ozonolysis experiments, and the absolute configurations were determined by the modified Mosher's method. Compound 1 was found to be the enantiomer of duryne, a previously reported sponge metabolite. Compounds 1-6 show cytotoxicity against HeLa cells with IC(50) values between 0.08 and 0.50 mu M.

  DOI：

  10.1021/np200271n

文献信息

• (−)<i>-</i>Duryne and Its Homologues, Cytotoxic Acetylenes from a Marine Sponge <i>Petrosia</i> sp.
  作者：Yuki Hitora、Kentaro Takada、Shigeru Okada、Yuji Ise、Shigeki Matsunaga

  DOI：10.1021/np200271n

  日期：2011.5.27

  Six linear acetylenes, (-)-duryne (1) and (-)-durynes B-F (2-6), were isolated from the marine sponge Petrosia sp. Their structures were elucidated by NMR and tandem FABMS analyses. The positions of the olefinic bonds were confirmed by ozonolysis experiments, and the absolute configurations were determined by the modified Mosher's method. Compound 1 was found to be the enantiomer of duryne, a previously reported sponge metabolite. Compounds 1-6 show cytotoxicity against HeLa cells with IC(50) values between 0.08 and 0.50 mu M.