litophynol A

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: litophynol A
• 英文别名: [(1S,2R,6R,7R,8R,9R,12S,14R)-12,14-dihydroxy-9-methyl-3,13-dimethylidene-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
• 化学式: C₂₄H₃₈O₅
• 分子量: 406.563
• InChiKey: OXAMGTGKTQRVNG-TVTQHCJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  丁酸酐 、 litophynol A 在 吡啶 作用下， 反应 2.0h， 生成 8-n-butyryl-litophynol A
  参考文献：
  名称：

  来自广西Wei州软珊瑚克雷迪氏菌的新的基于unicellinin的二萜类化合物。

  摘要：

  eunicellin型的三种新的多氧合二萜（1、3和4），分别是8-正丁酰-邻苯二酚A，6-酮-邻苯二酚B和6-表-邻苯二酚B，以及两个相关的已知的（ 2和5）是从广西壮族自治区Wei州岛附近采集的软珊瑚克雷迪菌分离得到的。通过广泛的光谱分析和化学相关性阐明了新化合物的结构。在生物测定中，所有新化合物均显示出中等的抗炎作用。

  DOI：

  10.1016/j.fitote.2018.10.012
• 作为产物：
  描述：

  oxylitophynol 在 三苯基膦 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以85.5%的产率得到litophynol A
  参考文献：
  名称：

  Polyoxygenated diterpenoids of the eunicellin-type from the Chinese soft coral Cladiella krempfi

  摘要：

  A detailed chemical investigation of the Chinese soft coral Cladiella krempfi has yielded four new eunicellin-based diterpenoids along with five known compounds. The stereostructures of the new metabolites have been elucidated by extensive spectroscopic analysis, mainly based on 2D NMR spectroscopy, and by chemical transformations. A remarkable variation in the diterpene composition in dependence of the exact site of collection was observed. Some of the isolated diterpenoids were shown to exhibit antiproliferative activity against C6 glioma cells, multi-drug resistant tumor cell line. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.12.051

文献信息

• Further new eunicellin-based diterpenoids from the Guangxi Weizhou soft coral Cladiella krempfi
  作者：Tong Ru、You-Sheng Cai、Heng Li、Wei Tang、Hong Wang、Yue-Wei Guo

  DOI：10.1016/j.fitote.2018.10.012

  日期：2018.11

  Three new polyoxygenated diterpenes (1, 3 and 4) of eunicellin-type, namely, 8-n-butyryl-litophynol A, 6-keto-litophynol B and 6-epi-litophynol B, respectively, together with two related known ones (2 and 5), were isolated from the soft coral Cladiella krempfi collected off the Weizhou island, Guangxi Zhuang Autonomous Region, China. The structures of the new compounds were elucidated by extensive

  eunicellin型的三种新的多氧合二萜（1、3和4），分别是8-正丁酰-邻苯二酚A，6-酮-邻苯二酚B和6-表-邻苯二酚B，以及两个相关的已知的（ 2和5）是从广西壮族自治区Wei州岛附近采集的软珊瑚克雷迪菌分离得到的。通过广泛的光谱分析和化学相关性阐明了新化合物的结构。在生物测定中，所有新化合物均显示出中等的抗炎作用。
• Polyoxygenated diterpenoids of the eunicellin-type from the Chinese soft coral Cladiella krempfi
  作者：You-Sheng Cai、Li-Gong Yao、Antonio Di Pascale、Carlo Irace、Ernesto Mollo、Orazio Taglialatela-Scafati、Yue-Wei Guo

  DOI：10.1016/j.tet.2012.12.051

  日期：2013.3

  A detailed chemical investigation of the Chinese soft coral Cladiella krempfi has yielded four new eunicellin-based diterpenoids along with five known compounds. The stereostructures of the new metabolites have been elucidated by extensive spectroscopic analysis, mainly based on 2D NMR spectroscopy, and by chemical transformations. A remarkable variation in the diterpene composition in dependence of the exact site of collection was observed. Some of the isolated diterpenoids were shown to exhibit antiproliferative activity against C6 glioma cells, multi-drug resistant tumor cell line. (c) 2012 Elsevier Ltd. All rights reserved.