五脂素A1 | 117047-76-4

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 中文名称: 五脂素A1
• 中文别名: 五脂素 A1
• 英文名称: wulignan A₁
• 英文别名: arisantetralone A；Wulignan A1；(2S,3S,4R)-7-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-6-methoxy-2,3-dimethyl-3,4-dihydro-2H-naphthalen-1-one
• CAS: 117047-76-4
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: PSFZYOUCEGTRJM-RMDKCXRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  五脂素A1 、 重氮甲烷 生成 (+)-8'-epi-aristoligone
  参考文献：
  名称：

  LIU, JIA-SEN;TAO, YONG;HUANG, MEI-FEN, ACTA CHIM. SIN., 46,(1988) N 5, 483-488

  摘要：

  DOI：
• 作为产物：
  描述：

  (+)-8'-epi-aristoligone 在 Cunninghamella echinulata ATCC 10028B 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 480.0h， 以0.5 mg的产率得到(-)-holostyligone
  参考文献：
  名称：

  Microbial Transformations of Aryltetralone and Aryltetralin Lignans by Cunninghamella echinulata and Beauveria bassiana

  摘要：

  Microbiological transformation of the aryltetralone lignan (-)-8'-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxylsogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4'-O-demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)4'-O-demethyl-7-methoxyisogalbulin (10), (-)-4',5-O-didemethylcyclogalgravin (11), and (-)-4'-O-demethylcyclogal-gravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data.

  DOI：

  10.1021/np100607s

文献信息

• LIU, JIA-SEN;TAO, YONG;HUANG, MEI-FEN, ACTA CHIM. SIN., 46,(1988) N 5, 483-488
  作者：LIU, JIA-SEN、TAO, YONG、HUANG, MEI-FEN

  DOI：——

  日期：——
• SCHISANDRAE FRUCTUS EXTRACTS FOR INHIBITION OR PREVENTION OF H1N1 INFLUENZA VIRUS INFECTION AND ITS APPLICATION THEREOF
  申请人：CHANG WEN-LIANG

  公开号：US20120189719A1

  公开（公告）日：2012-07-26

  Disclosed are an Schisandrae fructus extract for inhibition or prevention of influenza and its application, wherein the Schisandrae fructus extract is obtained by water, methanol, or ethanol extraction process and the extract comprises compounds such as schisandrone, benzoylgomisin P, wulignan A1, epigomisin O, epiwulignan A1, and tigloylgomisin P. The extracts and purified compounds of Schisandrae fructus has anti-influenza virus H1N1 and H1N1-TR (a Tamiflu drug resistant virus strain) activities, therefore the extracts and the purified compounds of Schisandrae fructus can be applied as an inhitibory agent of a pharmaceutical composition for treatment or prevention agent for influenza infection.
• US8414938B2
  申请人：——

  公开号：US8414938B2

  公开（公告）日：2013-04-09
• Microbial Transformations of Aryltetralone and Aryltetralin Lignans by <i>Cunninghamella echinulata</i> and <i>Beauveria bassiana</i>
  作者：Gisele B. Messiano、E. M. Kithsiri Wijeratne、Lucia M. X. Lopes、A. A. Leslie Gunatilaka

  DOI：10.1021/np100607s

  日期：2010.11.29

  Microbiological transformation of the aryltetralone lignan (-)-8'-epi-aristoligone (1) with Cunninghamella echinulata ATCC 10028B afforded two known natural lignans, (-)-holostyligone (3) and (-)-arisantetralone (4). Incubation of the aryltetralin lignan (-)-isogalbulin (2), obtained by chemical transformation of 1, with C. echinulata ATCC 10028B afforded the known lignan aryltetralol (5) and seven new metabolites, (-)-8-hydroxylsogalbulin (6), (-)-7-methoxyisogalbulin (7), (-)-4'-O-demethyl-8-hydroxyisogalbulin (8), (-)-7-methoxy-8-hydroxyisogalbulin (9), (-)4'-O-demethyl-7-methoxyisogalbulin (10), (-)-4',5-O-didemethylcyclogalgravin (11), and (-)-4'-O-demethylcyclogal-gravin (12). When 2 was subjected to biotransformation with Beauveria bassiana ATCC 7159, (-)-8-hydroxyisogalbulin (6) was the only isolable product. The structures of all new compounds were established by detailed analysis of their spectroscopic data.