apigenin-7-O-β-D-apiofuranosyl-(1->2)-β-D-apiofuranoside | 1217268-02-4

• 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: apigenin-7-O-β-D-apiofuranosyl-(1->2)-β-D-apiofuranoside
• 英文别名: 7-[(2S,3R,4R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• CAS: 1217268-02-4
• 化学式: C₂₅H₂₆O₁₃
• 分子量: 534.474
• InChiKey: PGVIOISIJDCHSB-WUYMVFMYSA-N

物化性质

• 沸点：
  911.3±65.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  205
• 氢给体数：
  7
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  apigenin-7-O-β-D-apiofuranosyl-(1->2)-β-D-apiofuranoside 在 盐酸 、 水 作用下， 反应 4.0h， 生成 D-apiose
  参考文献：
  名称：

  Flavones and phenylpropanoids from a sedative extract of Lantana trifolia L.

  摘要：

  The flavone glycosides, named scutellarein-7-O-beta-D-apiofuranoside and apigenin-7-O-beta-D-apiofuranosyl-(1 -> 2)-beta-D-apiofuranoside, and the flavone celtidifoline (5,6,4',5'-tetrahydroxy-7,3'-dimethoxyflavone), along with other 11 known compounds, were isolated from leaves of the ethyl acetate extract of Lantana trifolia L. using step gradient High Speed Countercurrent Chromatography (HSCCC) and High Performance Liquid Chromatography (HPLC), respectively. Their structures were elucidated by spectroscopic methods, including 2D NMR and mass spectrometry (ESI-MS) techniques. The ethanolic and ethyl acetate extracts produced an intense sedative effect in mice, one hour after oral administration of 1 mg/kg. This effect was neither due to a benzodiazepine-like effect of the three flavone derivatives neither of the phenylpropanoids, betonyoside F and verbascoside, that were tested for their affinity for the [H-3] flunitrazepam binding sites. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2009.10.007

文献信息

• Flavones and phenylpropanoids from a sedative extract of Lantana trifolia L.
  作者：Lisieux de Santana Julião、Suzana Guimarães Leitão、Cinzia Lotti、Anna Lisa Picinelli、Luca Rastrelli、Patricia D. Fernandes、François Noël、Jean-Pierre Barros Thibaut、Gilda Guimarães Leitão

  DOI：10.1016/j.phytochem.2009.10.007

  日期：2010.2

  The flavone glycosides, named scutellarein-7-O-beta-D-apiofuranoside and apigenin-7-O-beta-D-apiofuranosyl-(1 -> 2)-beta-D-apiofuranoside, and the flavone celtidifoline (5,6,4',5'-tetrahydroxy-7,3'-dimethoxyflavone), along with other 11 known compounds, were isolated from leaves of the ethyl acetate extract of Lantana trifolia L. using step gradient High Speed Countercurrent Chromatography (HSCCC) and High Performance Liquid Chromatography (HPLC), respectively. Their structures were elucidated by spectroscopic methods, including 2D NMR and mass spectrometry (ESI-MS) techniques. The ethanolic and ethyl acetate extracts produced an intense sedative effect in mice, one hour after oral administration of 1 mg/kg. This effect was neither due to a benzodiazepine-like effect of the three flavone derivatives neither of the phenylpropanoids, betonyoside F and verbascoside, that were tested for their affinity for the [H-3] flunitrazepam binding sites. (C) 2009 Elsevier Ltd. All rights reserved.