kaempferol 3-O-β-D-xylopyranosyl(1→2)-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside

• 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: kaempferol 3-O-β-D-xylopyranosyl(1→2)-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside
• 英文别名: 3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• 化学式: C₃₂H₃₈O₁₉
• 分子量: 726.642
• InChiKey: DXIHKRRIIAWHMF-NEIMAXPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  304
• 氢给体数：
  11
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-β-D-xylopyranosyl(1→2)-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 D-木糖 、 L-鼠李糖 、 口服葡萄糖
  参考文献：
  名称：

  Constituents of the leaves and twigs of Elaeagnus umbellata and their proliferative effects on human keratinocyte HaCaT cells

  摘要：

  Bioassay-guided fractionation of an extract of leaves and twigs of Elaeagnus umbellata led to the isolation of a serotonin derivative, N-[2-(5-hydroxyl-1H-indol-3-yl)ethyl]-butanamide (1), along with six flavonoid glycosides, kaempferol-3-O-beta-D-xylopyranosyl(1 -> 2)-beta-D-galactopyranoside-7-O-alpha-L-rhamnopyranoside (2), kaempferol-3-O-beta-D-galactopyranoside-7-O-alpha-L-rhamnopyranoside (3), kaempferol-3-O-alpha-L-rhamnopyranosyl(1 -> 6)-beta-D-galactopyranoside-7-O-alpha-L-rhamnopyranoside (4), kaempferol-3-O-beta-D-xylopyranosyl(1 -> 2)-beta-D-galactopyranoside (5), kaempferol-3-O-rutinoside (6), and kaempferol-3-O-beta-D-glucopyranosyl(1 -> 2)-beta-D-galactopyranoside-7-O-alpha-L-rhamnopyranoside (7). Their structures were elucidated using 1D/2D nuclear magnetic resonance spectroscopy and mass spectrometry. Compounds 1-6 were evaluated for their proliferative effects on HaCaT keratinocytes; 1-5 promoted keratinocyte proliferation dose dependently. Compounds 3 and 4 showed potent activities. These results suggest that the leaves and twigs of E. umbellata have wound healing and skin cell regeneration potentials.

  DOI：

  10.1016/j.fitote.2019.104374