phyllanemblinin A

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: phyllanemblinin A
• 英文别名: [(1S,18R,19S,21R,22S)-6,7,12,13,22-pentahydroxy-21-(hydroxymethyl)-3,16-dioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.18,11.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-19-yl] 3,4,5-trihydroxybenzoate
• 化学式: C₂₇H₂₀O₁₇
• 分子量: 616.446
• InChiKey: ADCWWONRVSXNJV-NOGSEESMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  44
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  283
• 氢给体数：
  9
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  furosin 在 吡啶 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以40.3 mg的产率得到phyllanemblinin A
  参考文献：
  名称：

  Phyllanemblinins A−F, New Ellagitannins from Phyllanthus emblica

  摘要：

  Six new ellagitannins, phyllanemblinins A-F (1-6), were isolated from Phyllanthus emblica, along with 30 known tannins and related compounds. Their structures were determined by spectral and chemical methods. Phyllanemblinins A (1) and B (2) were confirmed to be ellagitannins having a tetrahydroxybenzofuran dicarboxyl group and a hexahydroxydiphenoyl group, respectively, by chemical synthesis from furosin (8). Phyllanemblinin C (3) has a new acyl group at the glucose 2,4-positions and is structurally related to chebulagic acid. Phyllanemblinins D (4), E (5), and F 6) were found to be positional isomers of neochebuloyl 1(beta)-O-galloylglucose.

  DOI：

  10.1021/np010370g

文献信息

• Phyllanemblinins A−F, New Ellagitannins from <i>Phyllanthus </i><i>e</i><i>mblica</i>
  作者：Ying-Jun Zhang、Tomomi Abe、Takashi Tanaka、Chong-Ren Yang、Isao Kouno

  DOI：10.1021/np010370g

  日期：2001.12.1

  Six new ellagitannins, phyllanemblinins A-F (1-6), were isolated from Phyllanthus emblica, along with 30 known tannins and related compounds. Their structures were determined by spectral and chemical methods. Phyllanemblinins A (1) and B (2) were confirmed to be ellagitannins having a tetrahydroxybenzofuran dicarboxyl group and a hexahydroxydiphenoyl group, respectively, by chemical synthesis from furosin (8). Phyllanemblinin C (3) has a new acyl group at the glucose 2,4-positions and is structurally related to chebulagic acid. Phyllanemblinins D (4), E (5), and F 6) were found to be positional isomers of neochebuloyl 1(beta)-O-galloylglucose.