1-[(3S)-3-ethenyl-6,7,10-trimethoxy-3,4-dihydro-1H-phenanthro[9,10-c]pyridin-2-yl]but-3-en-1-one | 1217508-51-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1-[(3S)-3-ethenyl-6,7,10-trimethoxy-3,4-dihydro-1H-phenanthro[9,10-c]pyridin-2-yl]but-3-en-1-one
• CAS: 1217508-51-4
• 化学式: C₂₆H₂₇NO₄
• 分子量: 417.505
• InChiKey: ZBQPCQIDIUSYAM-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(3S)-3-ethenyl-6,7,10-trimethoxy-3,4-dihydro-1H-phenanthro[9,10-c]pyridin-2-yl]but-3-en-1-one 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Antitumor Agents. 274. A New Synthetic Strategy for E-Ring SAR Study of Antofine and Cryptopleurine Analogues

  摘要：

  A new versatile synthetic methodology for the synthesis of enantiomerically pure natural phenanthroindolizidines and phenanthroquinolizidines has been established and described. Natural products R-antofine and R-cryptopleurine, as well as a novel E-ring expanded analogue 13c (E7), 12-oxo-S-antofine (17), and 12N-methyl-12-aza-S-antofine (18) were synthesized with the new method. This strategy will greatly facilitate future SAR studies on the natural alkaloids with E-ring variations.

  DOI：

  10.1021/ol902819j
• 作为产物：
  描述：

  乙烯基乙酸 、 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-[(3S)-3-ethenyl-6,7,10-trimethoxy-3,4-dihydro-1H-phenanthro[9,10-c]pyridin-2-yl]but-3-en-1-one
  参考文献：
  名称：

  Antitumor Agents. 274. A New Synthetic Strategy for E-Ring SAR Study of Antofine and Cryptopleurine Analogues

  摘要：

  A new versatile synthetic methodology for the synthesis of enantiomerically pure natural phenanthroindolizidines and phenanthroquinolizidines has been established and described. Natural products R-antofine and R-cryptopleurine, as well as a novel E-ring expanded analogue 13c (E7), 12-oxo-S-antofine (17), and 12N-methyl-12-aza-S-antofine (18) were synthesized with the new method. This strategy will greatly facilitate future SAR studies on the natural alkaloids with E-ring variations.

  DOI：

  10.1021/ol902819j

文献信息

• Antofine and cryptopleurine derivatives as anticancer agents
  申请人：Lee Kuo-Hsiung

  公开号：US09216977B2

  公开（公告）日：2015-12-22

  The present invention provides compounds of Formula (I-IV): compositions containing the same, and methods of use thereof such as for the treatment of cancer.

  本发明提供了化合物的公式（I-IV）：含有相同化合物的组合物以及其使用方法，例如用于治疗癌症。
• ANTOFINE AND CRYPTOPLEURINE DERIVATIVES AS ANTICANCER AGENTS
  申请人：Lee Kuo-Hsiung

  公开号：US20120283220A1

  公开（公告）日：2012-11-08

  The present invention provides compounds of Formula (I-IV): compositions containing the same, and methods of use thereof such as for the treatment of cancer.

  本发明提供了公式(I-IV)的化合物、含有这些化合物的组合物以及使用这些组合物的方法，例如用于治疗癌症。
• US9216977B2
  申请人：——

  公开号：US9216977B2

  公开（公告）日：2015-12-22
• Antitumor Agents. 274. A New Synthetic Strategy for E-Ring SAR Study of Antofine and Cryptopleurine Analogues
  作者：Xiaoming Yang、Qian Shi、Kenneth F. Bastow、Kuo-Hsiung Lee

  DOI：10.1021/ol902819j

  日期：2010.4.2

  A new versatile synthetic methodology for the synthesis of enantiomerically pure natural phenanthroindolizidines and phenanthroquinolizidines has been established and described. Natural products R-antofine and R-cryptopleurine, as well as a novel E-ring expanded analogue 13c (E7), 12-oxo-S-antofine (17), and 12N-methyl-12-aza-S-antofine (18) were synthesized with the new method. This strategy will greatly facilitate future SAR studies on the natural alkaloids with E-ring variations.