2-[[(1R,4S,5R,8S,10S,12R,13R)-1,5-dimethyl-9-methylidene-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethanol | 863484-40-6

• 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: 2-[[(1R,4S,5R,8S,10S,12R,13R)-1,5-dimethyl-9-methylidene-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethanol
• CAS: 863484-40-6
• 化学式: C₁₇H₂₆O₆
• 分子量: 326.39
• InChiKey: YPWTVAGOIFEWNG-OGILHVQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙二醇 、 dihydroartemisitene 在 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以10 mg的产率得到2-[[(1R,4S,5R,8S,10S,12R,13R)-1,5-dimethyl-9-methylidene-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]ethanol
  参考文献：
  名称：

  Antifungal Activity of Artemisinin Derivatives

  摘要：

  series of 29 artemisinin derivatives (2-30), including four new compounds (16-18, 20), together with artemisinin (1), artemisinic acid (31), and arteannuin B (32), were tested for antifungal activity against two opportunistic pathogens, Candida albicans and Cryptoccocus neoformans. Of all the compounds tested, anhydrodihydro-artemisinin (3) demonstrated more potent antifungal activity against C. neoformans than amphotericin B. Also, beta-arteether (7) and alpha-arteether (8) showed marked activity against C. neoformans. Against C. albicans, the overall antifungal effect of these compounds was weak or negligible. Derivatives 2-30 were prepared according to literature procedures.

  DOI：

  10.1021/np050074u

文献信息

• Antifungal Activity of Artemisinin Derivatives
  作者：Ahmed M. Galal、Samir A. Ross、Melissa Jacob、Mahmoud A. ElSohly

  DOI：10.1021/np050074u

  日期：2005.8.1

  series of 29 artemisinin derivatives (2-30), including four new compounds (16-18, 20), together with artemisinin (1), artemisinic acid (31), and arteannuin B (32), were tested for antifungal activity against two opportunistic pathogens, Candida albicans and Cryptoccocus neoformans. Of all the compounds tested, anhydrodihydro-artemisinin (3) demonstrated more potent antifungal activity against C. neoformans than amphotericin B. Also, beta-arteether (7) and alpha-arteether (8) showed marked activity against C. neoformans. Against C. albicans, the overall antifungal effect of these compounds was weak or negligible. Derivatives 2-30 were prepared according to literature procedures.