O,N-diacetylpolyveoline | 81342-36-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: O,N-diacetylpolyveoline
• CAS: 81342-36-1
• 化学式: C₂₇H₃₇NO₃
• 分子量: 423.596
• InChiKey: FCUAOWOWNJVDJD-YAWGCKLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  31.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-Acetyl polyveoline 、 乙酸酐 在 吡啶 作用下， 反应 12.0h， 以98.2%的产率得到O,N-diacetylpolyveoline
  参考文献：
  名称：

  Indolosesquiterpene alkaloids from the Cameroonian medicinal plant Polyalthia oliveri (Annonaceae)

  摘要：

  The stem bark of Polyalthia oliveri was screened for its chemical constituents using liquid chromatography high resolution mass spectrometry resulting in the isolation of three indolosesquiterpene alkaloids named 8α-polyveolinone (1), N-acetyl-8α-polyveolinone (2) and N-acetyl-polyveoline (3), together with three known compounds, dehydro-O-methylisopiline (4), N-methylurabaine (5) and polycarpol (6). The structures of the compounds were elucidated by means of high resolution mass spectrometry and different NMR techniques and chemical transformations. Their absolute configurations were assigned by ab-initio calculation of CD and ORD data (for 2 and 3) and X-ray diffraction analysis (for 2). Compounds 2 and 3 exhibited moderate antiplasmodial activity against erythrocytic stages of chloroquine-sensitive Plasmodium falciparum NF54 strain and low cytotoxicity on rat skeletal myoblast (L6) cell line.

  DOI：

  10.1016/j.phytochem.2014.06.015