methyl 9α,13α-epidioxyabiet-8(14)-en-18-oate | 53539-34-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: methyl 9α,13α-epidioxyabiet-8(14)-en-18-oate
• 英文别名: methyl (1R,2S,6R,7R,12R)-2,6-dimethyl-12-propan-2-yl-13,14-dioxatetracyclo[10.2.2.01,10.02,7]hexadec-10-ene-6-carboxylate
• CAS: 53539-34-7
• 化学式: C₂₁H₃₂O₄
• 分子量: 348.483
• InChiKey: DGDPHTZXZIFFEV-DARKYYSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  abieto-8(14)-en-18-ol 9α,13α-endoperoxide 在 sodium chlorite 、 sodium dihydrogenphosphate 、 重铬酸吡啶 、 2-甲基-2-丁烯 作用下， 以 甲醇 、 二氯甲烷 、 水 、 叔丁醇 、 苯 为溶剂， 反应 21.0h， 生成 methyl 9α,13α-epidioxyabiet-8(14)-en-18-oate
  参考文献：
  名称：

  Abietane diterpenes from the cones of

  摘要：

  Five abietanes, three of them isolated as the corresponding acetate derivatives, i.e., 9alpha,13alpha-epidioxiabiet-8(14)-en-18-ol, 7alpha,18-diacetoxy, 9beta,13beta-epidioxiabiet-8(14)-ene, 7alpha,18-diacetoxyabiet-8(14)-en-13beta-ol, 7alpha,18-diacetoxy-13beta-methoxyabiet-8(14)-ene, and 13beta-hydroxyabiet-8(14)-en-7-one, were isolated from the neutral part of the hexane extract of the cones of Cedrus atlantica collected in Middle Atlas, Morocco. The structures of these compounds were established by spectroscopic techniques, including 2D NMR spectra, and in the case of 1, by chemical correlation. The cytotoxicity of these abietane diterpenoids was tested against five cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2004.10.017

文献信息

• Two endoperoxide diterpenes from elodea canadensis
  作者：Pietro Monaco、Michelangelo Parrilli、Lucio Previtera

  DOI：10.1016/s0040-4039(00)96578-x

  日期：1987.1
• Abietane diterpenes from the cones of
  作者：A BARRERO、J QUILEZDELMORAL、M MARHERRADOR、J ARTEAGA、M AKSSIRA、A BENHARREF、M DAKIR

  DOI：10.1016/j.phytochem.2004.10.017

  日期：2005.1

  Five abietanes, three of them isolated as the corresponding acetate derivatives, i.e., 9alpha,13alpha-epidioxiabiet-8(14)-en-18-ol, 7alpha,18-diacetoxy, 9beta,13beta-epidioxiabiet-8(14)-ene, 7alpha,18-diacetoxyabiet-8(14)-en-13beta-ol, 7alpha,18-diacetoxy-13beta-methoxyabiet-8(14)-ene, and 13beta-hydroxyabiet-8(14)-en-7-one, were isolated from the neutral part of the hexane extract of the cones of Cedrus atlantica collected in Middle Atlas, Morocco. The structures of these compounds were established by spectroscopic techniques, including 2D NMR spectra, and in the case of 1, by chemical correlation. The cytotoxicity of these abietane diterpenoids was tested against five cell lines. (C) 2004 Elsevier Ltd. All rights reserved.