brusatol

• 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: brusatol
• 英文别名: Methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17R)-10,15,16-trihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• 化学式: C₂₆H₃₂O₁₁
• 分子量: 520.533
• InChiKey: ZZZYHIMVKOHVIH-MWFXHRFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  166
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  鸦胆子内酯 、 brusatol 、 、 丁二酰氯 、 戊二酰基二氯 、 乙酰氯 在 三乙酸 作用下， 以there is obtained 3,3-bisbrusatolyl succinate, 3,3-bisbrusatolyl glutarate and 3,11,12-brusatolyl triacetate, 3, 11, 12 bis brusatolyl triacetate的产率得到琥珀酸根
  参考文献：
  名称：

  Bruceolides

  摘要：

  提供了两种合成路线，从更容易获得的bruceoside-A和-B合成已知的强效抗白血病的苦杏仁酮bruceantin。在合成过程中产生的某些中间化合物以及bruceantin本身已被证明具有抗疟疾的性质。

  公开号：

  US04350638A1
• 作为产物：
  描述：

  重氮甲烷 、 desmethyl-brusatol 以 甲醇 、 乙醚 为溶剂， 反应 2.5h， 以68%的产率得到brusatol
  参考文献：
  名称：

  Three New Quassinoid Derivatives and Related Compounds as Antitumor Promoters fromBrucea javanica

  摘要：

  Three new quassinoid derivatives [desmethyl-brusatol (1), desmethyl- bruceantinoside A (2), and butyl ester (3) of bruceoside D (6)] were isolated from the extract of Brucea javanica. Their structures were elucidated by spectral evidence and chemical transformation to or from known compounds. The three new quassinoid derivatives and related compounds have shown inhibitory effects against TPA-induced Epstein–Barr virus early antigen (EBV-EA) activation.

  DOI：

  10.1246/bcsj.72.751

文献信息

• Bruceolides
  申请人：Research Corporation

  公开号：US04350638A1

  公开（公告）日：1982-09-21

  There are provided two synthetic routes to the known potent anti-leukemic quassinoid bruceantin from the more readily available bruceoside-A and -B. Certain of the intermediate compounds produced in the synthetic sequence as well as bruceantin itself have been shown to possess anti-malarial properties.

  提供了两种合成路线，从更容易获得的bruceoside-A和-B合成已知的强效抗白血病的苦杏仁酮bruceantin。在合成过程中产生的某些中间化合物以及bruceantin本身已被证明具有抗疟疾的性质。
• Three New Quassinoid Derivatives and Related Compounds as Antitumor Promoters from<b><i>Brucea javanica</i></b>
  作者：Shakila Rahman、Narihiko Fukamiya、Harukuni Tokuda、Hoyoku Nishino、Kiyoshi Tagahara、Kuo-Hsiung Lee、Masayoshi Okano

  DOI：10.1246/bcsj.72.751

  日期：1999.4

  Three new quassinoid derivatives [desmethyl-brusatol (1), desmethyl- bruceantinoside A (2), and butyl ester (3) of bruceoside D (6)] were isolated from the extract of Brucea javanica. Their structures were elucidated by spectral evidence and chemical transformation to or from known compounds. The three new quassinoid derivatives and related compounds have shown inhibitory effects against TPA-induced Epstein–Barr virus early antigen (EBV-EA) activation.