5-methoxypodophyllotoxin-4-O-β-D-glucoside | 119188-52-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素内酯
• 英文名称: 5-methoxypodophyllotoxin-4-O-β-D-glucoside
• 英文别名: 6-methoxypodophyllotoxin 7-O-β-glucoside；6-methoxypodophyllotoxin β-glucoside；MPT-G；5-Methoxypodophyllotoxin 4-O-β-D-glucoside；(5R,5aR,8aR,9R)-4-methoxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
• CAS: 119188-52-2
• 化学式: C₂₉H₃₄O₁₄
• 分子量: 606.581
• InChiKey: ZBHUQQHYXHVILV-OVXQXXFISA-N

物化性质

• 沸点：
  785.1±60.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  181
• 氢给体数：
  4
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  甲醇 、 去氧鬼臼毒素 在 Linum flavum 、 2,6-di-O-methyl-β-cyclodextrin 作用下， 以 正丁醇 为溶剂， 反应 168.0h， 以75.3%的产率得到5-methoxypodophyllotoxin-4-O-β-D-glucoside
  参考文献：
  名称：

  The Large-Scale Isolation of Deoxypodophyllotoxin from Rhizomes of Anthriscus sylvestris Followed by Its Bioconversion into 5-Methoxypodophyllotoxin β-d-Glucoside by Cell Cultures of Linum flavum

  摘要：

  Dried rhizomes of Anthriscus sylvestris contained 0.39% deoxypodophyllotoxin (1). An isolation procedure with an extraction efficiency of 51.2% was developed for this commercially unavailable lignan. The isolated 1 was subsequently complexed with dimethyl-P-cyclodextrin and fed to cell suspension cultures of Linum flavum by which it was bioconverted into 5-methoxypodophyllotoxin-beta-D-glucoside (2). After 7 days the cells contained 4.41% of this product on a dry-weight basis. An isolation procedure for compound 2 was developed, with an extraction efficiency of 83.4%.

  DOI：

  10.1021/np960748o