N-selaginelloyl-L-phenylalanine

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: N-selaginelloyl-L-phenylalanine
• 化学式: C₂₇H₃₃N₃O₃
• 分子量: 447.577
• InChiKey: XWNCKCJXIPNPSH-PFKVUDBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.98
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-selaginelloyl-L-phenylalanine 在 盐酸 、 水 作用下， 反应 6.0h， 以33%的产率得到L-苯丙氨酸
  参考文献：
  名称：

  Pyrrolidinoindoline Alkaloids from Selaginella moellendorfii

  摘要：

  Eight new pyrrolidinoindoline alkaloids (1-8) were isolated from the whole plant of Selaginella moellendorfii. Their structures were determined by mass spectrometry, 1D and 2D NMR spectroscopy, and chemical interconversions. These alkaloids have a 3-carboxybut-2-enyl group at C-3a and two methyl groups at N-8. The possible biogenetic route front selaginellic acid (1) to neoselaginellic acid (6) was postulated and chemically mimicked. Tautomerization between 6 and 6a was observed. Selected compounds were evaluated for antibacterial, cytotoxic, and acetylcholinesterase inhibitory activities.

  DOI：

  10.1021/np9001515

文献信息

• Pyrrolidinoindoline Alkaloids from <i>Selaginella moellendorfii</i>
  作者：Yue-Hu Wang、Chun-Lin Long、Fu-Mei Yang、Xi Wang、Qian-Yun Sun、Hong-Sheng Wang、Ya-Na Shi、Gui-Hua Tang

  DOI：10.1021/np9001515

  日期：2009.6.26

  Eight new pyrrolidinoindoline alkaloids (1-8) were isolated from the whole plant of Selaginella moellendorfii. Their structures were determined by mass spectrometry, 1D and 2D NMR spectroscopy, and chemical interconversions. These alkaloids have a 3-carboxybut-2-enyl group at C-3a and two methyl groups at N-8. The possible biogenetic route front selaginellic acid (1) to neoselaginellic acid (6) was postulated and chemically mimicked. Tautomerization between 6 and 6a was observed. Selected compounds were evaluated for antibacterial, cytotoxic, and acetylcholinesterase inhibitory activities.