malaborolide B | 152221-22-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: malaborolide B
• 英文别名: (2S,4aR,6aS,10S,10aR,10bS)-2-(furan-3-yl)-10-hydroxy-10b-methyl-1,2,4a,5,6,6a,8,9,10,10a-decahydrobenzo[f]isochromene-4,7-dione
• CAS: 152221-22-2
• 化学式: C₁₈H₂₂O₅
• 分子量: 318.37
• InChiKey: BGWRQUWBILWCAI-LVPZQSSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  malaborolide B 、 甲氧基-三氟甲基苯 在 氘代吡啶 作用下， 反应 4.0h， 生成 [(2S,4aR,6aS,10S,10aR,10bS)-2-(furan-3-yl)-10b-methyl-4,7-dioxo-1,2,4a,5,6,6a,8,9,10,10a-decahydrobenzo[f]isochromen-10-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Structure and Absolute Configuration of Clerodane Diterpene Glycosides and a Rearranged Cadinane Sesquiterpene Glycoside from the Stems of Tinospora sinensis

  摘要：

  Three new clerodane diterpene glycosides, tinosposinensides A-C (1-3), and a new rearranged cadinane sesquiterpene glycoside, tinosinenside (4), were isolated from the stems of Tinospora sinensis. The structure including the relative configuration was elucidated on the basis of spectroscopic analysis. The absolute configuration was determined by application of the modified Mosher's method and chemical transformation. The inhibitory activities of the isolated compounds against a-glucosidase are also described.

  DOI：

  10.1021/np070367i
• 作为产物：
  描述：

  [(2S,4aR,6aR,10S,10aS,10bS)-2-(furan-3-yl)-6a-(hydroxymethyl)-10b-methyl-4,7-dioxo-2,4a,5,6,8,9,10,10a-octahydro-1H-benzo[f]isochromen-10-yl] acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以1.1 mg的产率得到malaborolide B
  参考文献：
  名称：

  Structure and Absolute Configuration of Clerodane Diterpene Glycosides and a Rearranged Cadinane Sesquiterpene Glycoside from the Stems of Tinospora sinensis

  摘要：

  Three new clerodane diterpene glycosides, tinosposinensides A-C (1-3), and a new rearranged cadinane sesquiterpene glycoside, tinosinenside (4), were isolated from the stems of Tinospora sinensis. The structure including the relative configuration was elucidated on the basis of spectroscopic analysis. The absolute configuration was determined by application of the modified Mosher's method and chemical transformation. The inhibitory activities of the isolated compounds against a-glucosidase are also described.

  DOI：

  10.1021/np070367i