tasiamide E | 1572177-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tasiamide E
• 英文别名: Tasiamid E；methyl (2S)-1-[(2R)-2-[[2-[[(2S,3S)-2-[[(2S)-5-amino-2-[[(2S)-2-[[(2S)-2-hydroxy-4-methylpentanoyl]amino]-4-methylpentanoyl]-methylamino]-5-oxopentanoyl]amino]-3-methylpentanoyl]amino]acetyl]-methylamino]-3-phenylpropanoyl]pyrrolidine-2-carboxylate
• CAS: 1572177-03-7
• 化学式: C₄₂H₆₇N₇O₁₀
• 分子量: 830.035
• InChiKey: NJVPZEXIAOQHHV-RLMVSLMISA-N

物化性质

• 沸点：
  1072.5±65.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  59
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  238
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 二碳酸二叔丁酯 、 tasiamide E 在 盐酸 、 碳酸氢钠 作用下， 以 水 、 乙醚 为溶剂， 反应 16.08h， 生成 N-[(1,1-二甲基乙氧基)羰基]-L-异亮氨酸甲酯
  参考文献：
  名称：

  Lipopeptides from the Tropical Marine Cyanobacterium Symploca sp.

  摘要：

  A collection of the tropical marine cyanobacterium Symploca sp., collected near Kimbe Bay, Papua New Guinea, previously yielded several new metabolites including kimbeamides A-C, kimbelactone A, and tasihalide C. Investigations into a more polar cytotoxic fraction yielded three new lipopeptides, tasiamides C-E (1-3). The planar structures were deduced by 2D NMR spectroscopy and tandem mass spectrometry, and their absolute configurations were determined by a combination of Marfey's and chiral-phase GC-MS analysis. These new metabolites are similar to several previously isolated compounds, including tasiamide (4), grassystatins (5, 6), and symplocin A, all of which were isolated from similar filamentous marine cyanobacteria.

  DOI：

  10.1021/np401051z

文献信息

• Lipopeptides from the Tropical Marine Cyanobacterium <i>Symploca</i> sp.
  作者：Emily Mevers、F. P. Jake Haeckl、Paul D. Boudreau、Tara Byrum、Pieter C. Dorrestein、Frederick A. Valeriote、William H. Gerwick

  DOI：10.1021/np401051z

  日期：2014.4.25

  A collection of the tropical marine cyanobacterium Symploca sp., collected near Kimbe Bay, Papua New Guinea, previously yielded several new metabolites including kimbeamides A-C, kimbelactone A, and tasihalide C. Investigations into a more polar cytotoxic fraction yielded three new lipopeptides, tasiamides C-E (1-3). The planar structures were deduced by 2D NMR spectroscopy and tandem mass spectrometry, and their absolute configurations were determined by a combination of Marfey's and chiral-phase GC-MS analysis. These new metabolites are similar to several previously isolated compounds, including tasiamide (4), grassystatins (5, 6), and symplocin A, all of which were isolated from similar filamentous marine cyanobacteria.