(2R,3R,4S,5S,6R)-2-[[(1R,10R,18R)-4,15-dihydroxy-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.02,7.012,17]octadeca-2,4,6,12,14,16-hexaen-18-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol | 1428903-98-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 木脂素苷
• 英文名称: (2R,3R,4S,5S,6R)-2-[[(1R,10R,18R)-4,15-dihydroxy-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.02,7.012,17]octadeca-2,4,6,12,14,16-hexaen-18-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 1428903-98-3
• 化学式: C₂₈H₃₆O₁₃
• 分子量: 580.586
• InChiKey: JBIWQUIUQWKNLC-VMRVLADFSA-N

物化性质

• 沸点：
  775.0±60.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  186
• 氢给体数：
  6
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S,6R)-2-[[(1R,10R,18R)-4,15-dihydroxy-3,5,14,16-tetramethoxy-8-oxatetracyclo[8.7.1.02,7.012,17]octadeca-2,4,6,12,14,16-hexaen-18-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 在 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 葡萄糖 、 (+)-ovafolinin B
  参考文献：
  名称：

  Antioxidant Lignans and Chromone Glycosides from Eurya japonica

  摘要：

  Four new 8,8',7,2'-lignans, (+)-ovafolinin B-9'-O-beta-D-glucopyranoside (1), (-)-ovafolinin B-9'-O-beta-D-glucopyranoside (2), (+)-ovafolinin E-9'-O-beta-D-glucopyranoside (3), and (-)-ovafolinin E-9'-0-13-o-glucopyranoside (4), two neolignans, eusiderin N (5) and (7S,8R)-3,5,5'-trimethoxy4',7-epoxy-8,3'-neolignan-9,9'-diol-4-O-beta-D-xylopyranoside (6), and two new chromone glycosides, 5,7-dihydroxy-4Hchromen-4-one-3-O-beta-D-glucopyranoside (7) and 5,7-dihydroicy-4H-chromen-4-one-3-0-fl-o-xylopyranoside (8), together with 25 known compounds, were isolated from the stems of Eurya japonica. Structural elucidation of compounds 1-8 was established by spectroscopic methods, especially 2D NMR techniques, electronic circular dichroism data, and comparison with reported data. The isolates were evaluated for antioxidant and anti-NO production activities. Compounds 1, 2, 12-20, and 29 (ED50 23.40 mu M for 1) demonstrated potent antioxidant activity compared to the positive control a-tocopherol (ED50 27.21 yM). On the other hand, compounds 1, 2, 7-9, 12-20, and 32 showed only weak anti-NO production activity when compared to the positive control quercetin.

  DOI：

  10.1021/np3007638

文献信息

• Antioxidant Lignans and Chromone Glycosides from <i>Eurya japonica</i>
  作者：Li-Ming Yang Kuo、Li-Jie Zhang、Hung-Tse Huang、Zhi-Hu Lin、Chia-Ching Liaw、Hui-Ling Cheng、Kuo-Hsiung Lee、Susan L. Morris-Natschke、Yao-Haur Kuo、Hsiu-O Ho

  DOI：10.1021/np3007638

  日期：2013.4.26

  Four new 8,8',7,2'-lignans, (+)-ovafolinin B-9'-O-beta-D-glucopyranoside (1), (-)-ovafolinin B-9'-O-beta-D-glucopyranoside (2), (+)-ovafolinin E-9'-O-beta-D-glucopyranoside (3), and (-)-ovafolinin E-9'-0-13-o-glucopyranoside (4), two neolignans, eusiderin N (5) and (7S,8R)-3,5,5'-trimethoxy4',7-epoxy-8,3'-neolignan-9,9'-diol-4-O-beta-D-xylopyranoside (6), and two new chromone glycosides, 5,7-dihydroxy-4Hchromen-4-one-3-O-beta-D-glucopyranoside (7) and 5,7-dihydroicy-4H-chromen-4-one-3-0-fl-o-xylopyranoside (8), together with 25 known compounds, were isolated from the stems of Eurya japonica. Structural elucidation of compounds 1-8 was established by spectroscopic methods, especially 2D NMR techniques, electronic circular dichroism data, and comparison with reported data. The isolates were evaluated for antioxidant and anti-NO production activities. Compounds 1, 2, 12-20, and 29 (ED50 23.40 mu M for 1) demonstrated potent antioxidant activity compared to the positive control a-tocopherol (ED50 27.21 yM). On the other hand, compounds 1, 2, 7-9, 12-20, and 32 showed only weak anti-NO production activity when compared to the positive control quercetin.