petunidin 3-O-β-(4"'-O-(E-coumaroyl)rutinoside)-5-O-β-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: petunidin 3-O-β-(4"'-O-(E-coumaroyl)rutinoside)-5-O-β-glucopyranoside
• 英文别名: petunidin 3-O-[6-O-(4-O-trans-p-coumaroyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside]-5-O-[β-D-glucopyranoside]；petunidin-3-O-rutinoside(trans-p-coumaroyl)-5-O-glucoside；petanin；petunidin-3-O-trans-p-coumaroylrutinoside-5-O-glucoside；petunidin 3-(p-coumaroylrutinoside)-5-glucoside；petunidin 3RGc5G；[(2S,3R,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxy-5-methoxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-2-methyloxan-3-yl] 3-(4-hydroxyphenyl)prop-2-enoate
• 化学式: C₄₃H₄₉O₂₃
• 分子量: 933.848
• InChiKey: BXEZTCOKOLHMKY-PJUZUSDESA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -1.31
• 重原子数：
  66
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  355
• 氢给体数：
  13
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  petunidin 3-O-β-(4"'-O-(E-coumaroyl)rutinoside)-5-O-β-glucopyranoside 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 0.2h， 生成 4-香豆酸 、 petunidin 3-rutinoside-5-glucoside
  参考文献：
  名称：

  Black goji as a potential source of natural color in a wide pH range

  摘要：

  Lycium ruthenicum Murr. is a traditional Chinese herb widely distributed in Tibet. The fruit, known as black goji, is popular in traditional Chinese medicine. The objective of this study was to investigate its anthocyanin profile (by HPLC coupled to PDA and MS detectors) and the colorimetric and spectrophotometric properties. Black goji extracts contained abundant petunidin derivatives, with cis and trans isomers of petunidin-3-p-coumaroyl-rutinoside-5-glucoside. The colorimetric and spectrophotometric traits of black goji anthocyanins were significantly impacted by solid-phase-extraction, pH, and acylation. MCX cartridge removed considerable polyphenolics from fruit extracts, but attenuated the saturation of color expression. Petunidin-3-trans-p-coumaroyl-rutinoside-5-glucoside contributed most of the color expression of the black goji extract, and showed superior stability compared to other extracts over time. Acylation strengthened the petunidin derivatives color retention, and enhanced the color intensity and stability. Black goji anthocyanins produced various vivid hues over wide ranges of pH, making them promising candidates for natural colorants.

  DOI：

  10.1016/j.foodchem.2018.07.034

文献信息

• Black goji as a potential source of natural color in a wide pH range
  作者：Peipei Tang、M. Monica Giusti

  DOI：10.1016/j.foodchem.2018.07.034

  日期：2018.12

  Lycium ruthenicum Murr. is a traditional Chinese herb widely distributed in Tibet. The fruit, known as black goji, is popular in traditional Chinese medicine. The objective of this study was to investigate its anthocyanin profile (by HPLC coupled to PDA and MS detectors) and the colorimetric and spectrophotometric properties. Black goji extracts contained abundant petunidin derivatives, with cis and trans isomers of petunidin-3-p-coumaroyl-rutinoside-5-glucoside. The colorimetric and spectrophotometric traits of black goji anthocyanins were significantly impacted by solid-phase-extraction, pH, and acylation. MCX cartridge removed considerable polyphenolics from fruit extracts, but attenuated the saturation of color expression. Petunidin-3-trans-p-coumaroyl-rutinoside-5-glucoside contributed most of the color expression of the black goji extract, and showed superior stability compared to other extracts over time. Acylation strengthened the petunidin derivatives color retention, and enhanced the color intensity and stability. Black goji anthocyanins produced various vivid hues over wide ranges of pH, making them promising candidates for natural colorants.