phloridzin-(I-5, II-3')-phloretin-4-O-glucoside

• 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: phloridzin-(I-5, II-3')-phloretin-4-O-glucoside
• 英文别名: 1-[3-[5-[3-[2,4-dihydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-oxopropyl]-2,3-dihydroxyphenyl]-2,6-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
• 化学式: C₄₂H₄₆O₂₁
• 分子量: 886.815
• InChiKey: VRTUYBPVEAZKQM-NOJFAUIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  375
• 氢给体数：
  15
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  phloridzin-(I-5, II-3')-phloretin-4-O-glucoside 在 盐酸 、 吡啶 、 美司坦 、 o-tolyl isothiocyanate 作用下， 以 水 为溶剂， 反应 3.0h， 生成 可得然胶
  参考文献：
  名称：

  Flavonoids from Malus hupehensis and their cardioprotective effects against doxorubicin-induced toxicity in H9c2 cells

  摘要：

  Three biflavonoid glycosides along with 12 known flavonoids, were isolated from leaves of Malus hupehensis. The complete structures of two of the compounds were established from analysis of MS, NMR spectroscopic and CD data, as well as DFT CD calculations they were determined to be atropisomeric along a central biaryl axis. The antioxidant activities and protective effects of the compounds against doxorubicin-induced cardiomyopathy in H9c2 cells were also investigated. Amongst all of the isolated compounds, quercetin was the most active radical scavenger with EC50 values of 3.2 mu M and 17.8 mu M by the DPPH and ABTS(+) methods, respectively. The results indicated that three of the flavanoids also had a strong protective influence against doxorubicin-induced cell death with EC50 values of 8.3, 5.2 and 7.6 mu M, respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2012.11.020