5-O-β-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone | 889445-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-O-β-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone
• 英文别名: 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-1-hydroxy-2,3-dimethoxyxanthen-9-one
• CAS: 889445-66-3
• 化学式: C₂₀H₂₀O₁₀
• 分子量: 420.373
• InChiKey: TZLFSKRKVXNGSD-RFZLVVEASA-N

物化性质

• 沸点：
  731.2±60.0 °C(Predicted)
• 密度：
  1.543±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  144
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5-O-β-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以2 mg的产率得到1,5-dihydroxy-2,3-dimethoxyxanthone
  参考文献：
  名称：

  Microbial O-Demethylation, Hydroxylation, Sulfation, and Ribosylation of a Xanthone Derivative from Halenia elliptica

  摘要：

  1-Hydroxy-2,3,5-trimethoxyxanthone (1), one of the major xanthone derivatives isolated from Halenia elliptica, was biotransformed by two fungi, Trichothecium roseum and Paecilomyces marquandii. Transformation of 1 by T. roseum gave 1,5-dihydroxy-2,3-dimethoxyxanthone (2), 5-O-sulfate-1-hydroxy-2,3-dimethoxyxanthone (3), 5-O-sulfate-1-hydroxy-2,3,7- trimethoxyxanthone (4), 5-O-beta-ribofuranosyl-1-hydroxy-2,3-dimethoxyxanthone (5), and 1,5,6-trihydroxy-2,3dimethoxyxanthone (6). Compound 2 was also formed by P. marquandii. The structures of the isolated compounds were elucidated by spectroscopic analyses. Among the five microbial-converted compounds, 3, 4, 5, and 6 are new compounds.

  DOI：

  10.1021/np050472x