hypolaetin 5-O-β-D-glucuronopyranoside | 1273593-67-1

• 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: hypolaetin 5-O-β-D-glucuronopyranoside
• 英文别名: (2S,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-7,8-dihydroxy-4-oxochromen-5-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 1273593-67-1
• 化学式: C₂₁H₁₈O₁₃
• 分子量: 478.366
• InChiKey: RQONMROUJQLTJA-BHWDSYMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  224
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  hypolaetin 5-O-β-D-glucuronopyranoside 在 硫酸 作用下， 反应 1.0h， 生成 (1S,2S)-安非他酮N-1’-脱氧-beta-D-葡萄糖醛酸
  参考文献：
  名称：

  Bio-assay guided isolation and identification of α-glucosidase inhibitors from the leaves of Aquilaria sinensis

  摘要：

  Eight alpha-glucosidase inhibitors including four new compounds were isolated from the 70% aqueous ethanolic extract of leaves of Aquilaria sinensis (Lour.) Gilg by activity-directed fractionation and purification processes. The ethanolic extract was first separated into petroleum ether, ethyl acetate, n-butanol and water soluble fractions and screened for inhibitory activity against alpha-glucosidase. Further activity-directed investigation lead to the isolation of four new compounds with moderate inhibitory activity, viz, aquilarisinin (1), aquilarisin (2), hypolaetin 5-O-beta-D-glucuronopyranoside (3) and aquilarixanthone (4) from the n-butanol fraction, and four known compounds showing potent activity including mangiferin (5), iriflophenone 2-O-alpha-L-rhamnopyranoside (6), iriflophenone 3-C-beta-D-glucoside (7) and iriflophenone 3,5-C-beta-D-diglucopyranoside (8) from the most potent ethyl acetate fraction. The structures of these compounds were determined by extensive spectroscopic analyses, including IR. UV, ESIMS, HRESIMS, 1D and 2D NMR. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.phytochem.2010.11.025

文献信息

• Bio-assay guided isolation and identification of α-glucosidase inhibitors from the leaves of Aquilaria sinensis
  作者：Jie Feng、Xiu-Wei Yang、Ru-Feng Wang

  DOI：10.1016/j.phytochem.2010.11.025

  日期：2011.2

  Eight alpha-glucosidase inhibitors including four new compounds were isolated from the 70% aqueous ethanolic extract of leaves of Aquilaria sinensis (Lour.) Gilg by activity-directed fractionation and purification processes. The ethanolic extract was first separated into petroleum ether, ethyl acetate, n-butanol and water soluble fractions and screened for inhibitory activity against alpha-glucosidase. Further activity-directed investigation lead to the isolation of four new compounds with moderate inhibitory activity, viz, aquilarisinin (1), aquilarisin (2), hypolaetin 5-O-beta-D-glucuronopyranoside (3) and aquilarixanthone (4) from the n-butanol fraction, and four known compounds showing potent activity including mangiferin (5), iriflophenone 2-O-alpha-L-rhamnopyranoside (6), iriflophenone 3-C-beta-D-glucoside (7) and iriflophenone 3,5-C-beta-D-diglucopyranoside (8) from the most potent ethyl acetate fraction. The structures of these compounds were determined by extensive spectroscopic analyses, including IR. UV, ESIMS, HRESIMS, 1D and 2D NMR. (C) 2011 Published by Elsevier Ltd.