(6-trans-p-coumaroyl)-3-O-β-D-glucopyranosyl-2-deoxy-D-ribonic acid methyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (6-trans-p-coumaroyl)-3-O-β-D-glucopyranosyl-2-deoxy-D-ribonic acid methyl ester
• 英文别名: methyl (3S,4R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxypentanoate
• 化学式: C₂₁H₂₈O₁₂
• 分子量: 472.446
• InChiKey: IFQLSQTYVLYLSB-IRPAVAELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  192
• 氢给体数：
  6
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (6-trans-p-coumaroyl)-3-O-β-D-glucopyranosyl-2-deoxy-D-ribonic acid methyl ester 反应 4.0h， 生成 2-deoxy-D-ribonic acid 、 葡萄糖 、 4-香豆酸
  参考文献：
  名称：

  Antioxidant and free radical-scavenging activity of constituents from two Scorzonera species

  摘要：

  The aim of this study was to investigate the secondary metabolites content of Scorzonera papposa DC., an edible plant eaten in the desert region of Jordan and to assess its antioxidant and free radical-scavenging activity. By using this bioassay-oriented approach nine compounds, including the new natural compounds (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic acid (1), (6-cis-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburon acid (2a), (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-2-deoxy-D-riburonic acid methyl ester (3), and (6-trans-p-coumaroyl)-3-O-beta-D-glucopyranosyl-(5-acetyl)-2-deoxy-D-riburonic acid (4), having the rare deoxy-D-riburonic acid moiety, were isolated. Their structures were elucidated by UV, MS, H-1 and C-13 NMR and 2D NMR. The antioxidant activity of the S. papposa pure compounds and of related derivatives isolated from another Scorzonera species (S. judaica Eig.) was also tested. The Relative Antioxidant Capacity Index (RACI) was applied as an integrated method to compare the antioxidant activities obtained using different chemical methods. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.foodchem.2014.03.097