theaflavin 3-O-(3-O-methyl)gallate-3'-gallate | 951775-29-4

• 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: theaflavin 3-O-(3-O-methyl)gallate-3'-gallate
• 英文别名: [(2R,3R)-2-[8-[(2R,3R)-3-(3,4-dihydroxy-5-methoxybenzoyl)oxy-5,7-dihydroxy-3,4-dihydro-2H-chromen-2-yl]-3,4,6-trihydroxy-5-oxobenzo[7]annulen-1-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
• CAS: 951775-29-4
• 化学式: C₄₄H₃₄O₂₀
• 分子量: 882.742
• InChiKey: FQXKSGFYFITSPQ-WLDZFSAMSA-N

物化性质

• 沸点：
  1319.0±65.0 °C(predicted)
• 密度：
  1.90±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  64
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  340
• 氢给体数：
  12
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  (-)-表儿茶素没食子酸酯 、 表没食子儿茶素 3-O-(3-O-甲基)没食子酸酯 在 cocklebur polyphenol oxidase 作用下， 生成 theaflavin 3-O-(3-O-methyl)gallate-3'-gallate
  参考文献：
  名称：

  Determination of Theaflavins Including Methylated Theaflavins in Black Tea Leaves by Solid-Phase Extraction and HPLC Analysis

  摘要：

  A quantitative method for four theaflavins and two methylated theaflavin derivatives in black tea leaves was developed by solid-phase extraction and a high-performance liquid chromatographic method with photodiode array detection. The theaflavins in black tea leaves were extracted three times with 40 vol 50% aqueous ethanol (mg dry tea powder/mL) containing 2% ascorbic acid. The ethanol extracts were diluted 4-fold with distilled water. All diluted extracts were directly applied to the solid-phase C18 cartridge column without concentration. The fraction of theaflavins was obtained by 40% ethanol extraction after rinsing with water followed with 15% ethanol extraction. An aliquot of theaflavins after concentration was injected onto an ODS C-18 reversed-phase column, and four theaflavins and two methylated theaflavins were sufficiently separated by a linear gradient system using distilled water and acetonitrile with 0.5% acetic acid. This analytical method is sensitive for the determination of a small amount of methylated theaflavins, since various interfering substances produced during the fermentation process were eliminated in advance by solid-phase extraction. Using this analytical method, we also demonstrated that methylated theaflavins were easily produced during the manufacture of black tea.

  DOI：

  10.1021/jf070312m

文献信息

• Determination of Theaflavins Including Methylated Theaflavins in Black Tea Leaves by Solid-Phase Extraction and HPLC Analysis
  作者：Masami Nishimura、Kinuko Ishiyama、Akiko Watanabe、Setsuko Kawano、Toshio Miyase、Mitsuaki Sano

  DOI：10.1021/jf070312m

  日期：2007.9.1

  A quantitative method for four theaflavins and two methylated theaflavin derivatives in black tea leaves was developed by solid-phase extraction and a high-performance liquid chromatographic method with photodiode array detection. The theaflavins in black tea leaves were extracted three times with 40 vol 50% aqueous ethanol (mg dry tea powder/mL) containing 2% ascorbic acid. The ethanol extracts were diluted 4-fold with distilled water. All diluted extracts were directly applied to the solid-phase C18 cartridge column without concentration. The fraction of theaflavins was obtained by 40% ethanol extraction after rinsing with water followed with 15% ethanol extraction. An aliquot of theaflavins after concentration was injected onto an ODS C-18 reversed-phase column, and four theaflavins and two methylated theaflavins were sufficiently separated by a linear gradient system using distilled water and acetonitrile with 0.5% acetic acid. This analytical method is sensitive for the determination of a small amount of methylated theaflavins, since various interfering substances produced during the fermentation process were eliminated in advance by solid-phase extraction. Using this analytical method, we also demonstrated that methylated theaflavins were easily produced during the manufacture of black tea.