13-acetoxyloukacinol A

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 13-acetoxyloukacinol A
• 英文别名: [(1R,6R,7S,8R,10R,11R)-8-hydroxy-3,6,7-trimethyl-4-oxo-12,13-dioxatetracyclo[8.2.1.01,6.07,11]tridec-2-en-11-yl]methyl acetate
• 化学式: C₁₇H₂₂O₆
• 分子量: 322.358
• InChiKey: RKLCSLYSBLMPLN-HDKMNVHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  丙酮腈 、 loukacinol A 以 三乙胺 、 乙腈 为溶剂， 反应 2.5h， 以94%的产率得到13-acetoxyloukacinol A
  参考文献：
  名称：

  New Trichothecenes Isolated from Holarrhena floribunda

  摘要：

  Bioassay-guided fractionation of an extract of Holarrhena floribunda stem, has led to the isolation of the new trichothecenes, 8-dihydrotrichothecinol A (1), loukacinol A (2), and loukacinol B (3), and the known compounds, trichothecolone (4), trichothecin (5), trichothecinol A (6), rosenonolactone (7), 6 beta-hydroxyrosenonolactone (8), and rosololactone (9). The structures were determined by spectral and chemical methods, and absolute configurations were established by a modified Horeau's method using HPLC. Compounds 1 and 6 exhibited significant cytotoxicity against several human tumor cell lines, whereas compound 8 showed moderate and weak antileishmanial activity toward extracellular and intracellular Leishmania donovani, respectively.

  DOI：

  10.1021/np990332l

文献信息

• New Trichothecenes Isolated from <i>Holarrhena </i><i>f</i><i>loribunda</i>
  作者：Ali Loukaci、Oliver Kayser、K.-U. Bindseil、Karsten Siems、J. Frevert、Pedro M. Abreu

  DOI：10.1021/np990332l

  日期：2000.1.1

  Bioassay-guided fractionation of an extract of Holarrhena floribunda stem, has led to the isolation of the new trichothecenes, 8-dihydrotrichothecinol A (1), loukacinol A (2), and loukacinol B (3), and the known compounds, trichothecolone (4), trichothecin (5), trichothecinol A (6), rosenonolactone (7), 6 beta-hydroxyrosenonolactone (8), and rosololactone (9). The structures were determined by spectral and chemical methods, and absolute configurations were established by a modified Horeau's method using HPLC. Compounds 1 and 6 exhibited significant cytotoxicity against several human tumor cell lines, whereas compound 8 showed moderate and weak antileishmanial activity toward extracellular and intracellular Leishmania donovani, respectively.