(7'S,8'R)-3',4',4,5-tetramethoxy-2,7'-cyclolignan-7-ene | 73366-01-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (7'S,8'R)-3',4',4,5-tetramethoxy-2,7'-cyclolignan-7-ene
• 英文别名: (+)-cyclogalgravin；Ciclogalgravin；Cycloveraguensin；trans-1-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-2,3-dimethyl-1,2-dihydro-naphthalin；(1S)-1r-(3,4-dimethoxy-phenyl)-6,7-dimethoxy-2t,3-dimethyl-1,2-dihydro-naphthalene；(1S)-1r-(3,4-Dimethoxy-phenyl)-6,7-dimethoxy-2t,3-dimethyl-1,2-dihydro-naphthalin；(1S,2R)-1-(3,4-dimethoxyphenyl)-6,7-dimethoxy-2,3-dimethyl-1,2-dihydronaphthalene
• CAS: 73366-01-5
• 化学式: C₂₂H₂₆O₄
• 分子量: 354.446
• InChiKey: GRJMIMFTPGNXIC-FPTDNZKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  蔚瑞昆森 在 高氯酸 作用下， 以 溶剂黄146 为溶剂， 生成 (7'S,8'R)-3',4',4,5-tetramethoxy-2,7'-cyclolignan-7-ene
  参考文献：
  名称：

  275.天然存在的氧杂环。第十一部分。维拉菌素

  摘要：

  DOI：

  10.1039/jr9620001459

文献信息

• Aryltetralols from Holostylis reniformis and syntheses of lignan analogous
  作者：Marcos D.P. Pereira、Matheus R. Ferreira、Gisele B. Messiano、Isabela Penna Cerávolo、Lucia M.X. Lopes、Antoniana U. Krettli

  DOI：10.1016/j.phytol.2015.06.001

  日期：2015.9

  Two new lignans, an aryltetralol and its methyl ether analogous, were isolated from Holostylis reniformis (Aristolochiaceae) together with futokadsurin C and (-)-8'-epi-aristoligone. The latter was also obtained as an enantiomeric mixture by synthesis and was transformed into aryltetralols and aryltetralenes that were subjected to chiral-HPLC separations. The compound structures were determined by spectroscopic methods. Several of these lignans had their antiplasmodial activity (against Plasmodium falciparum, W2 clone, anti-HRPII) and toxicity to mammalian kidney cells (MDL50) evaluated. (-)-Cyclogalgravin and (-)-aristoligol exhibited activity (IC50 similar to 10.8 and 8.4 mu M, respectively), the latter exhibited lower toxicity. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.
• Birch et al., Journal of the Chemical Society, 1958, p. 4471,4474
  作者：Birch et al.

  DOI：——

  日期：——
• 275. Naturally occurring oxygen heterocyclics. Part XI. Veraguensin
  作者：N. S. Crossley、Carl Djerassi

  DOI：10.1039/jr9620001459

  日期：——