aliarin | 84294-77-9

• 物质功能分类: 天然产物 - 黄酮类化合物
• 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: aliarin
• 英文别名: Aliarin；5,7-dihydroxy-2-[4-hydroxy-3-(4-hydroxy-3-methylbutyl)phenyl]-3,6-dimethoxychromen-4-one
• CAS: 84294-77-9
• 化学式: C₂₂H₂₄O₈
• 分子量: 416.428
• InChiKey: VLVYYPSDJMDDBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  126
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (Z)-4-(5-(5,7-dihydroxy-3,6-dimethoxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl)-2-methylbutyl-18,19-dihydroxy-nonadec-10-enoate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 aliarin
  参考文献：
  名称：

  Visconata: A rare flavonol having long chain fatty acid from Dodonaea viscosa which inhibits Human neutrophil elastase (HNE)

  摘要：

  A series of flavonoids were isolated from Dodonaea Viscosa and tested for inhibition of human neutrophil elastase (HNE), enzyme involved in inflammatory disorders. Isolated compounds were "identified as a novel flavonol (1) along with eight known flavonoids (2-9). Novel flavonol, visconata (1) has a very rare skeleton having odd numbered long chain (C19) fatty acid, which was completely identified by mass fragmentation and 2D NMR analysis. All compounds (1-9) inhibited HNE in dose dependent manner with IC(50)s ranging between 2.4 and 150 mu M. Visconata (1) emerged to be the most potent compound with 2.4 mu M of IC50. In kinetic studies, compound (1) was observed to be reversible, noncompetitive inhibitor having K, = 1.8 mu M, whereas other flavonoids (2-9) displayed mixed type inhibition. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2017.05.059