蓼属甙 | 5041-68-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 蓼属甙
• 英文名称: quercetin 3-O-α-L-arabinofuranoside
• 英文别名: quercetin-3-O-α-L-arabinofuranoside；quercetin-3-arabinoside；avicularin；polystachoside；Polystachosid；Monosid B (3-O-β-L-Arabinofuranosyl-quercetin)；Quercetin 3-arabinoside；3-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• CAS: 5041-68-9
• 化学式: C₂₀H₁₈O₁₁
• 分子量: 434.356
• InChiKey: BDCDNTVZSILEOY-BQCJVYABSA-N

物化性质

• 物理描述：
  Solid
• 熔点：
  239°C

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  186
• 氢给体数：
  7
• 氢受体数：
  11

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  蓼属甙 在 盐酸 、 水 作用下， 反应 3.0h， 生成 L-阿拉伯糖
  参考文献：
  名称：

  Three new benzophenone glycosides with MAO-A inhibitory activity from Hypericum thasium Griseb.

  摘要：

  Purification of n-BuOH fraction from 80% ethanol extract of Hypericum thasium Griseb. resulted in the isolation of three new compounds 3',4,5'-trihydroxy-6-methoxy-2-O-alpha-L-arabinosylbenzophenone (1), 3',4,5',6-tetrahydroxy-2-O-alpha-L-arabinosylbenzophenone (2), and 3',4-dihydroxy-5'-methoxy-2-O-alpha-L-arabinosyl-6-O-beta-D-xylosylbenzophenone (3) along with a known flavonoid glycoside quercetin-3-O-alpha-L-arabinofuranoside (4). The structures of the new compounds were elucidated by 1D and 2D NMR analysis as well as HRESIMS. The isolated compounds (1-4), as well as quercetin, and kaempferol previously isolated from EtOAc fraction were screened against MAO-A inhibitory activity. When tested against the MAO-A quercetin and kaempferol displayed IC50 values of 19.6, and 17.5 mu M, respectively. The IC50 values for MAO-A inhibition by compounds (1-4) were 310.3, 111.2, 726.0, and 534.1 mu M, respectively. Standard inhibitor (clorgyline) exhibited MAO-A inhibition with an IC50 value of 0.5 mu M. (C) 2012 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.phytol.2012.06.018

文献信息

• Three new benzophenone glycosides with MAO-A inhibitory activity from Hypericum thasium Griseb.
  作者：Ozlem Demirkiran

  DOI：10.1016/j.phytol.2012.06.018

  日期：2012.12

  Purification of n-BuOH fraction from 80% ethanol extract of Hypericum thasium Griseb. resulted in the isolation of three new compounds 3',4,5'-trihydroxy-6-methoxy-2-O-alpha-L-arabinosylbenzophenone (1), 3',4,5',6-tetrahydroxy-2-O-alpha-L-arabinosylbenzophenone (2), and 3',4-dihydroxy-5'-methoxy-2-O-alpha-L-arabinosyl-6-O-beta-D-xylosylbenzophenone (3) along with a known flavonoid glycoside quercetin-3-O-alpha-L-arabinofuranoside (4). The structures of the new compounds were elucidated by 1D and 2D NMR analysis as well as HRESIMS. The isolated compounds (1-4), as well as quercetin, and kaempferol previously isolated from EtOAc fraction were screened against MAO-A inhibitory activity. When tested against the MAO-A quercetin and kaempferol displayed IC50 values of 19.6, and 17.5 mu M, respectively. The IC50 values for MAO-A inhibition by compounds (1-4) were 310.3, 111.2, 726.0, and 534.1 mu M, respectively. Standard inhibitor (clorgyline) exhibited MAO-A inhibition with an IC50 value of 0.5 mu M. (C) 2012 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.