7,9,10-trihydroxy-5-methoxy-3-methyl-1H-naphtho[2,3-c]pyran-1-one-9-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside | 1372408-18-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 7,9,10-trihydroxy-5-methoxy-3-methyl-1H-naphtho[2,3-c]pyran-1-one-9-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside
• 英文别名: 7,10-dihydroxy-5-methoxy-3-methyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzo[g]isochromen-1-one
• CAS: 1372408-18-8
• 化学式: C₂₇H₃₂O₁₆
• 分子量: 612.541
• InChiKey: LTXGXYWAIVIDEM-QEKRRRGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  255
• 氢给体数：
  9
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  7,9,10-trihydroxy-5-methoxy-3-methyl-1H-naphtho[2,3-c]pyran-1-one-9-O-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside 在 盐酸 作用下， 以 水 为溶剂， 生成 葡萄糖
  参考文献：
  名称：

  HPLC-ESIMSⁿ Profiling, Isolation, Structural Elucidation, and Evaluation of the Antioxidant Potential of Phenolics from Paepalanthus geniculatus

  摘要：

  The methanol extract of the flowers of Paepalanthus geniculatus Kunth. showed radical-scavenging activity in the TEAC assay. An analytical approach based on HPLC:ESIMSn was applied to obtain the metabolite profile of this extract and led to the rapid identification of 19 polyphenolic compounds comprising flavonoids and naphthopyranones. The new naphthopyranone (10, 16), quercetagetin (1, 5, 7, 13), and galetine derivatives (9, 11, 17, 19), and a flavonol glucoside cyclodimer in the truxillate form (12), were identified. Compounds 2, 6, and 7 showed the highest antioxidant capacity and ability to affect the levels of intracellular ROS in human prostate cancer cells (PC3).

  DOI：

  10.1021/np200604k

文献信息

• HPLC-ESIMS^<i>n</i> Profiling, Isolation, Structural Elucidation, and Evaluation of the Antioxidant Potential of Phenolics from <i>Paepalanthus geniculatus</i>
  作者：Fabiano Pereira do Amaral、Assunta Napolitano、Milena Masullo、Lourdes Campaner dos Santos、Michela Festa、Wagner Vilegas、Cosimo Pizza、Sonia Piacente

  DOI：10.1021/np200604k

  日期：2012.4.27

  The methanol extract of the flowers of Paepalanthus geniculatus Kunth. showed radical-scavenging activity in the TEAC assay. An analytical approach based on HPLC:ESIMSn was applied to obtain the metabolite profile of this extract and led to the rapid identification of 19 polyphenolic compounds comprising flavonoids and naphthopyranones. The new naphthopyranone (10, 16), quercetagetin (1, 5, 7, 13), and galetine derivatives (9, 11, 17, 19), and a flavonol glucoside cyclodimer in the truxillate form (12), were identified. Compounds 2, 6, and 7 showed the highest antioxidant capacity and ability to affect the levels of intracellular ROS in human prostate cancer cells (PC3).