(+)-(7S,7'R,8R,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7,9':7',9-diepoxylignane | 21453-71-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (+)-(7S,7'R,8R,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7,9':7',9-diepoxylignane
• 英文别名: (+)-1-episyringaresinol；(+)-epi-syringaresinol；(+)-episyringaresinol；epi-syringaresinol；episyringaresinol；lirioresinol A；4-[(3R,3aR,6S,6aR)-6-(4-hydroxy-3,5-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-3-yl]-2,6-dimethoxyphenol
• CAS: 21453-71-4
• 化学式: C₂₂H₂₆O₈
• 分子量: 418.444
• InChiKey: KOWMJRJXZMEZLD-GKHNXXNSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (+)-(7S,7'R,8R,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7,9':7',9-diepoxylignane 生成 O,O-二甲基鹅掌楸树脂醇 A
  参考文献：
  名称：

  Liriodendrin, a New Lignan Diglucoside from the Inner Bark of Yellow Poplar (Liriodendron tulipifera L.)

  摘要：

  DOI：

  10.1021/jo01096a007
• 作为产物：
  描述：

  (+)-丁香树脂酚 在 Montmorillonite KSF 作用下， 反应 0.03h， 以43%的产率得到(+)-(7S,7'R,8R,8'R)-4,4'-dihydroxy-3,3',5,5'-tetramethoxy-7,9':7',9-diepoxylignane
  参考文献：
  名称：

  Clay Catalysed Convenient Isomerization of Natural Furofuran Lignans Under Microwave Irradiation

  摘要：

  The naturally occuring furofuron lignans, (+)-sesamin, (+)- eudesmin, (+)-syringaresinol and (+)-yangambin underwent rapid isomerization to their corresponding C-7 epimers under microwave irradiation in the presence of montmorillonite KSF as catalyst.

  DOI：

  10.1080/00397910008087015

文献信息

• Acyl glycosides lignans, coumarins, and terpenes from the stems of Erycibe obtusifolia
  作者：Zhao-zhen Liu、Zhi-lai Zhan、Fu Liu、Ya-nan Yang、Zi-ming Feng、Jian-shuang Jiang、Pei-cheng Zhang

  DOI：10.1016/j.carres.2013.02.006

  日期：2013.5

  glycosides, obtusifosides A-I (1-9), and eight known compounds have been isolated from an EtOH extract of the stems of Erycibe obtusifolia. Their structures were elucidated on the basis of a spectroscopic data analysis (NMR, HRESIMS, and CD) and chemical evidence. The hepatoprotective effects of some of the compounds from d-galactosamine-induced cytotoxicity in HL-7702 hepatic cells were evaluated. Compounds

  九种新的酰基糖苷，obtusifosides AI（1-9）和八种已知的化合物已从Erycibe obtusifolia茎的EtOH提取物中分离出来。在光谱数据分析（NMR，HRESIMS和CD）和化学证据的基础上阐明了它们的结构。评估了某些化合物对d-半乳糖胺诱导的HL-7702肝细胞的肝毒性的肝保护作用。与浓度为1x10（-5）M的阳性对照双环化合物相比，化合物1、10、11、13、16和17显示出显着的保肝活性。
• Liriodendrin, a New Lignan Diglucoside from the Inner Bark of Yellow Poplar (Liriodendron tulipifera L.)
  作者：EDGAR E. DICKEY

  DOI：10.1021/jo01096a007

  日期：1958.2
• Clay Catalysed Convenient Isomerization of Natural Furofuran Lignans Under Microwave Irradiation
  作者：Biswanath Das、P. Madhusudhan、B. Venkataiah

  DOI：10.1080/00397910008087015

  日期：2000.11

  The naturally occuring furofuron lignans, (+)-sesamin, (+)- eudesmin, (+)-syringaresinol and (+)-yangambin underwent rapid isomerization to their corresponding C-7 epimers under microwave irradiation in the presence of montmorillonite KSF as catalyst.