apigenin 5-O-α-l-rhamnopyranosyl-(1-> 3)-β-D-glucopyranoside

• 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 5-O-α-l-rhamnopyranosyl-(1-> 3)-β-D-glucopyranoside
• 英文别名: 5-[(2S,3S,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• 化学式: C₂₇H₃₀O₁₄
• 分子量: 578.527
• InChiKey: HNGPTNBSKRUCNQ-UEKGWKPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  225
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  apigenin 5-O-α-l-rhamnopyranosyl-(1-> 3)-β-D-glucopyranoside 在 alpha-L-rhamnosidase 作用下， 以 acetate buffer 为溶剂， 反应 5.0h， 以4.8 mg的产率得到德国春黄菊油
  参考文献：
  名称：

  A new flavonoid glycoside from the leaf of Cephalotaxus koreana

  摘要：

  A new flavone glycoside, apigenin 5-O-alpha-L-rhamnopyranosyl-(1 -> 3)-beta-D-glucopyranoside (1), along with four known flavonol glycosides (2-5), were isolated from the leaf of Cephalotaxus koreana. The new glycoside 1 showed inhibitory activity in superoxide radical scavenging assay with IC50 value of 13.0 mu M, while it showed weak activity in 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay. Compounds 2-5 exhibited antioxidant activity in scavenging DPPH and superoxide radicals With IC50 values ranging from 5.7 to 22.3 mu M. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2007.02.008

文献信息

• A new flavonoid glycoside from the leaf of Cephalotaxus koreana
  作者：KiHwan Bae、WenYi Jin、Phuong Thien Thuong、Byung Sun Min、MinKyun Na、Young Mi Lee、Sam Sik Kang

  DOI：10.1016/j.fitote.2007.02.008

  日期：2007.9

  A new flavone glycoside, apigenin 5-O-alpha-L-rhamnopyranosyl-(1 -> 3)-beta-D-glucopyranoside (1), along with four known flavonol glycosides (2-5), were isolated from the leaf of Cephalotaxus koreana. The new glycoside 1 showed inhibitory activity in superoxide radical scavenging assay with IC50 value of 13.0 mu M, while it showed weak activity in 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging assay. Compounds 2-5 exhibited antioxidant activity in scavenging DPPH and superoxide radicals With IC50 values ranging from 5.7 to 22.3 mu M. (C) 2007 Elsevier B.V. All rights reserved.