kaempferol 3-O-α-L-rhamnopyranosyl-(1→6)-(400-trans-p-coumaroyl) 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-α-L-rhamnopyranosyl-(1→6)-(400-trans-p-coumaroyl) β-D-galactopyranoside 7-O-α-L-rhamnopyranoside
• 英文别名: kaempferol 3-O-β-D-<6-O-rhamnopyranosyl-4-O-E-p-coumaroylgalactopyranoside>-7-O-α-L-rhamnopyranoside；kaempferol 3-O-β-D-(6-O-rhamnopyranosyl-4-O-E-p-coumaroylgalactopyranoside)-7-O-α-L-rhamnopyranoside；[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• 化学式: C₄₂H₄₆O₂₁
• 分子量: 886.815
• InChiKey: WVHDCAPOGJJVCD-RSCZHDKASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  63
• 可旋转键数：
  12
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  331
• 氢给体数：
  11
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-α-L-rhamnopyranosyl-(1→6)-(400-trans-p-coumaroyl) β-D-galactopyranoside 7-O-α-L-rhamnopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 D-吡喃葡萄糖 、 L-rhamnopyranose
  参考文献：
  名称：

  Structure elucidation of secondary metabolites isolated from the leaves of Ixora undulate and their inhibitory activity toward advanced glycation end-products formation

  摘要：

  Three aromatic glycosides (1-3), two sulfur and nitrogen-containing compound glucosides (4, 5), and one flavonoid glycoside (6) were isolated from the leaves of Ixora undulata. Their structures were established by extensive 1D, 2D NMR, and HRESIMS experiments, and structure 4 was further confirmed by single crystal X-ray diffraction analysis. Of the assayed compounds, 7, 11 and 12 showed strong inhibitory activity toward advanced glycation end-products formation with IC50 values of 86.0 mu M, 76.6 mu M and 98.6 mu M, respectively. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2014.10.008

文献信息

• Structure elucidation of secondary metabolites isolated from the leaves of Ixora undulate and their inhibitory activity toward advanced glycation end-products formation
  作者：Sachiko Sugimoto、Amira Samir Wanas、Tsutomu Mizuta、Katsuyoshi Matsunami、Mohamed Salah Kamel、Hideaki Otsuka

  DOI：10.1016/j.phytochem.2014.10.008

  日期：2014.12

  Three aromatic glycosides (1-3), two sulfur and nitrogen-containing compound glucosides (4, 5), and one flavonoid glycoside (6) were isolated from the leaves of Ixora undulata. Their structures were established by extensive 1D, 2D NMR, and HRESIMS experiments, and structure 4 was further confirmed by single crystal X-ray diffraction analysis. Of the assayed compounds, 7, 11 and 12 showed strong inhibitory activity toward advanced glycation end-products formation with IC50 values of 86.0 mu M, 76.6 mu M and 98.6 mu M, respectively. (c) 2014 Elsevier Ltd. All rights reserved.