2,3-dihydro-4'-ethyl-3α-methylspiro<7H-naphtho<1,2,3-ij><2,7>naphthyridine-2α,10'-benzoquinoline>-5',7-dione | 143858-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2,3-dihydro-4'-ethyl-3α-methylspiro<7H-naphtho<1,2,3-ij><2,7>naphthyridine-2α,10'-benzoquinoline>-5',7-dione
• CAS: 143858-56-4
• 化学式: C₃₀H₂₁N₃O₂
• 分子量: 455.516
• InChiKey: YVEKHTGJAKYKDX-DFYVNMARSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.03
• 重原子数：
  35.0
• 可旋转键数：
  1.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  72.28
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 4-Ethylbenzo[g]quinoline-5,10-dione 在 氯化铵 、 溶剂黄146 作用下， 生成 4'-oxohomocleistopholine 、 3-methylsampangine 、 2,3-dihydro-4'-ethyl-3α-methylspiro<7H-naphtho<1,2,3-ij><2,7>naphthyridine-2α,10'-benzoquinoline>-5',7-dione
  参考文献：
  名称：

  Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines

  摘要：

  Several A- and B-ring-substituted sampangines were synthesized and evaluated for antifungal and antimycobacterial activity against AIDS-related opportunistic infection pathogens. Electrophilic halogenation provided a channel for structural elaboration of the sampangine B-ring at position 4, while the synthesis of A-ring 3-substituted sampangines and benzo[4,5]sampangine (24) were achieved from the corresponding functionalized cleistopholines. Two-dimensional NMR spectroscopy was used to rigorously characterize the A- and B-ring substituent patterns. Structure-activity relationship studies revealed the activity of the sampangines was enhanced by the presence of a substituent at position 3 or by a 4,5-benzo group.

  DOI：

  10.1021/jm00100a012