paepalantine-9-O-β-D-allopyranosyl-(1→6)-O-β-D-glucopyranoside

• 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: paepalantine-9-O-β-D-allopyranosyl-(1→6)-O-β-D-glucopyranoside
• 英文别名: 10-hydroxy-5,7-dimethoxy-3-methyl-1H-naphtho[2,3c]pyran-1-one-9-O-β-D-allopyranosyl-(1→6)-O-β-D-glucopyranoside；paepalantine-9-O-β-D-allopyranosyl(1->6)-β-D-glucopyranoside；10-hydroxy-5,7-dimethoxy-3-methyl-9-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxybenzo[g]isochromen-1-one
• 化学式: C₂₈H₃₄O₁₆
• 分子量: 626.568
• InChiKey: KYVFVYNZFJMBPD-JACNPRDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  244
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  paepalantine-9-O-β-D-allopyranosyl-(1→6)-O-β-D-glucopyranoside 在 盐酸 作用下， 反应 1.0h， 生成 Paepalantine
  参考文献：
  名称：

  来自凤梨花的萘并吡喃酮糖苷

  摘要：

  摘要 两种新的萘并[2,3C]pyran-1-one苷，paepalantine-9-O-β-d-glucopyranoside和paepalantine-9-O-β-d-allopyranosyl(1 → 6)glucopyranoside，从Paepalanthus bromelioides 头状花序的乙醇提取物，并从它们的光谱数据中鉴定。

  DOI：

  10.1016/s0031-9422(97)00952-7

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).
• Naphthopyranone glycosides from Paepalanthus bromelioides
  作者：Wagner Vilegas、Lourdes C Santos、Alberto C Alécio、Cosimo Pizza、Sonia Piacente、Edwin De Pauw、Paulo T Sano

  DOI：10.1016/s0031-9422(97)00952-7

  日期：1998.9

  new naphtho[2,3C]pyran-1-one glycosides, paepalantine-9-O-β- d -glucopyranoside and paepalantine-9-O-β- d -allopyranosyl(1 → 6)glucopyranoside, were isolated from an ethanolic extract of capitula from Paepalanthus bromelioides and identified from their spectrometric data.

  摘要 两种新的萘并[2,3C]pyran-1-one苷，paepalantine-9-O-β-d-glucopyranoside和paepalantine-9-O-β-d-allopyranosyl(1 → 6)glucopyranoside，从Paepalanthus bromelioides 头状花序的乙醇提取物，并从它们的光谱数据中鉴定。