13α(21)-Epoxyeurycomanone

• 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: 13α(21)-Epoxyeurycomanone
• 英文别名: (1R,5R,6S,7R,8R,11R,13S,17S,18S,19R)-4,5,7,8,17-pentahydroxy-14,18-dimethylspiro[3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-6,2'-oxirane]-9,16-dione
• 化学式: C₂₀H₂₄O₁₀
• 分子量: 424.405
• InChiKey: MOCOVNGOINOTNW-KGKUFQEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  166
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  宽缨酮 在 间氯过氧苯甲酸 作用下， 以 乙腈 为溶剂， 反应 70.0h， 以55%的产率得到13α(21)-Epoxyeurycomanone
  参考文献：
  名称：

  New antiulcer quassinoids from Eurycoma longifolia

  摘要：

  A bioassay study of Pasak bumi (Eurycoma longifolia) led to the isolation of four quassinoids, pasakbumin-A (1), -B (2), -C (4) and -D (7). Both pasakbumin-A (= eurycomanone) 1 and pasakbumin-B 2 exhibited potent antiulcer activity. This prompted us to test some modified quassinoids to reveal that ailanthone (8), the main quassinoid of Ailanthus altissima, and its alpha-epoxide (9) have potent activity and less toxicity. Thus, quassinoids which are generally recognised as antitumor compounds were revealed to have antiulcer activity.

  DOI：

  10.1016/0223-5234(91)90069-y

文献信息

• New antiulcer quassinoids from Eurycoma longifolia
  作者：H Tada、F Yasuda、K Otani、M Doteuchi、Y Ishihara、M Shiro

  DOI：10.1016/0223-5234(91)90069-y

  日期：1991.4

  A bioassay study of Pasak bumi (Eurycoma longifolia) led to the isolation of four quassinoids, pasakbumin-A (1), -B (2), -C (4) and -D (7). Both pasakbumin-A (= eurycomanone) 1 and pasakbumin-B 2 exhibited potent antiulcer activity. This prompted us to test some modified quassinoids to reveal that ailanthone (8), the main quassinoid of Ailanthus altissima, and its alpha-epoxide (9) have potent activity and less toxicity. Thus, quassinoids which are generally recognised as antitumor compounds were revealed to have antiulcer activity.