cnidimonin A

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: cnidimonin A
• 化学式: C₃₀H₂₄O₉
• 分子量: 528.515
• InChiKey: XLNHEYPTZUOSKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  39.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  150.57
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  cnidimonin A 在 CHIRALPAK AD-H column (250 × 10 mm, 5μm) 作用下， 以 正己烷 、 异丙醇 为溶剂， 生成 (-)-cnidimonin A 、 (+)-cnidimonin A
  参考文献：
  名称：

  Cnidimonins A–C, Three Types of Hybrid Dimer from Cnidium monnieri: Structural Elucidation and Semisynthesis

  摘要：

  Three pairs of racemic dimers, (+/-)-cnidimonins A-C (1-3), were isolated from the fruits of Cnidium monnieri. They represent novel hybrid-dimerization patterns of coumarin skeleton with structurally diverse units (flavonol, benzofuran, and chromone) via an unprecedented terminal chiral carbon of prenyl. The absolute configurations of the enantiomers were determined by electronic circular dichroism (ECD). To investigate their bioactivities in depth, (+/-)-cnidimonins A-C (1-3) were synthesized. The racemic mixture (+/-)-1 exhibited stronger antiviral activity against HSV-1 (IC50: 1.23 mu M) than its corresponding optically pure enantiorriers.

  DOI：

  10.1021/acs.orglett.7b02290
• 作为产物：
  描述：

  蛇床子提取物 在 甲基磺酰胺 、 AD-mix β 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 水 、 甲苯 、 叔丁醇 为溶剂， 反应 48.5h， 生成 cnidimonin A
  参考文献：
  名称：

  Cnidimonins A–C, Three Types of Hybrid Dimer from Cnidium monnieri: Structural Elucidation and Semisynthesis

  摘要：

  Three pairs of racemic dimers, (+/-)-cnidimonins A-C (1-3), were isolated from the fruits of Cnidium monnieri. They represent novel hybrid-dimerization patterns of coumarin skeleton with structurally diverse units (flavonol, benzofuran, and chromone) via an unprecedented terminal chiral carbon of prenyl. The absolute configurations of the enantiomers were determined by electronic circular dichroism (ECD). To investigate their bioactivities in depth, (+/-)-cnidimonins A-C (1-3) were synthesized. The racemic mixture (+/-)-1 exhibited stronger antiviral activity against HSV-1 (IC50: 1.23 mu M) than its corresponding optically pure enantiorriers.

  DOI：

  10.1021/acs.orglett.7b02290

文献信息

• Cnidimonins A–C, Three Types of Hybrid Dimer from <i>Cnidium monnieri</i>: Structural Elucidation and Semisynthesis
  作者：Fangyi Su、Zheng Zhao、Shuanggang Ma、Rubing Wang、Yong Li、Yunbao Liu、Yuhuan Li、Li Li、Jing Qu、Shishan Yu

  DOI：10.1021/acs.orglett.7b02290

  日期：2017.9.15

  Three pairs of racemic dimers, (+/-)-cnidimonins A-C (1-3), were isolated from the fruits of Cnidium monnieri. They represent novel hybrid-dimerization patterns of coumarin skeleton with structurally diverse units (flavonol, benzofuran, and chromone) via an unprecedented terminal chiral carbon of prenyl. The absolute configurations of the enantiomers were determined by electronic circular dichroism (ECD). To investigate their bioactivities in depth, (+/-)-cnidimonins A-C (1-3) were synthesized. The racemic mixture (+/-)-1 exhibited stronger antiviral activity against HSV-1 (IC50: 1.23 mu M) than its corresponding optically pure enantiorriers.