asphodelin A | 923570-49-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: asphodelin A
• 英文别名: 3-(2,4-dihydroxyphenyl)-4,7-dihydroxychromen-2-one
• CAS: 923570-49-4
• 化学式: C₁₅H₁₀O₆
• 分子量: 286.241
• InChiKey: OZOZCKVLUMXFGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  asphodelin A 4'-O-β-D-glucoside 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.25h， 生成 asphodelin A
  参考文献：
  名称：

  Antimicrobial Arylcoumarins from Asphodelus microcarpus

  摘要：

  A new aryl coumarin glucoside, asphodelin A 4'-O-beta-D-glucoside (1), and its aglycon, asphodelin A (2), were isolated from Asphodelus microcarpus. The structures were determined by detailed spectroscopic analysis and chemical transformation as 3-(2'-hydroxy-p-O-beta-D-glucopyranosyloxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (1) and 3-(2',4'-dihydroxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (2), respectively. These compounds were isolated following bioactivity-directed fractionation, using antimicrobial activity, in which 1 and 1 exhibited moderate and potent activities, respectively. This is the first report of a 3-arylcoumarin derivative, a rare class of isoflavonoids, from a plant in the family Liliaceae.

  DOI：

  10.1021/np060444u

文献信息

• Antimicrobial Arylcoumarins from <i>Asphodelus </i><i>microcarpus</i>
  作者：Hesham R. El-Seedi

  DOI：10.1021/np060444u

  日期：2007.1.1

  A new aryl coumarin glucoside, asphodelin A 4'-O-beta-D-glucoside (1), and its aglycon, asphodelin A (2), were isolated from Asphodelus microcarpus. The structures were determined by detailed spectroscopic analysis and chemical transformation as 3-(2'-hydroxy-p-O-beta-D-glucopyranosyloxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (1) and 3-(2',4'-dihydroxyphenyl)-4,7-dihydroxy-2H-1-benzopyran-2-one (2), respectively. These compounds were isolated following bioactivity-directed fractionation, using antimicrobial activity, in which 1 and 1 exhibited moderate and potent activities, respectively. This is the first report of a 3-arylcoumarin derivative, a rare class of isoflavonoids, from a plant in the family Liliaceae.