7-methoxy-5-methyl-2,3-dihydropyrano[3,2-b]indol-4(5H)-one | 1026650-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 7-methoxy-5-methyl-2,3-dihydropyrano[3,2-b]indol-4(5H)-one
• 英文别名: 2,3-dihydrokoniamborine；7-Methoxy-5-methyl-2,3-dihydropyrano[3,2-b]indol-4-one
• CAS: 1026650-41-8
• 化学式: C₁₃H₁₃NO₃
• 分子量: 231.251
• InChiKey: OKPUZBMNWKTURI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  koniamborine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以47%的产率得到6'-methoxy-1'-methyl-4,5-dihydro-3H-spiro[furan-2,2'-indol]-3'(1'H)-one
  参考文献：
  名称：

  Koniamborine, the First Pyrano[3,2-b]indole Alkaloid and Other Secondary Metabolites from Boronella koniambiensis

  摘要：

  Two new alkaloids,(-)-cis-1,2-dihydroxy- 1,2-dihydromedicosmine (3) and koniamborine (4), have been isolated from Boronella koniambiensis aerial parts. Their structures have been established from NMR and mass data. Koniamborine is a novel type of alkaloid, which derives from the pyrano[3,2-b]indole basic skeleton, described for the first time from nature. 6-Methoxy-1-methylisatin, also present in the plant material, can be considered biogenetically as a degradation product of the fused pyrone ring of 4.

  DOI：

  10.1021/np050013w

文献信息

• Koniamborine, the First Pyrano[3,2-<i>b</i>]indole Alkaloid and Other Secondary Metabolites from <i>Boronella </i><i>k</i><i>oniambiensis</i>
  作者：Raphaël Grougnet、Prokopios Magiatis、Nikolas Fokialakis、Sofia Mitaku、Alexios-Leandros Skaltsounis、François Tillequin、Thierry Sévenet、Marc Litaudon

  DOI：10.1021/np050013w

  日期：2005.7.1

  Two new alkaloids,(-)-cis-1,2-dihydroxy- 1,2-dihydromedicosmine (3) and koniamborine (4), have been isolated from Boronella koniambiensis aerial parts. Their structures have been established from NMR and mass data. Koniamborine is a novel type of alkaloid, which derives from the pyrano[3,2-b]indole basic skeleton, described for the first time from nature. 6-Methoxy-1-methylisatin, also present in the plant material, can be considered biogenetically as a degradation product of the fused pyrone ring of 4.