diarctigenin | 160433-41-0

• 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: diarctigenin
• 英文别名: (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-[5-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]methyl]oxolan-2-one
• CAS: 160433-41-0
• 化学式: C₄₂H₄₆O₁₂
• 分子量: 742.82
• InChiKey: XYMRYKOVQDOJFH-VZNYXHRGSA-N

物化性质

• 沸点：
  872.9±60.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  54
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  148
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  牛蒡苷 在 Rhizoctonia solani Kühn AG-4 作用下， 反应 168.0h， 以21%的产率得到牛蒡子苷元
  参考文献：
  名称：

  Biopreparation of an anti-inflammatory agent, diarctigenin, from arctiin isolated from Arctium lappa by Rhizoctonia solani AG-4

  摘要：

  In the preliminary screening for the plant-derived pesticides against Rhizoctonia solani Kuhn AG-4 (RS AG-4), the indicator compounds arctiin (1) and arctigenin (2) in methanol extracts of Arctium lappa were consumed and transformed to other compounds. Thus, in the present study RS AG-4 was used as a biocatalyst and the biotransformation of arctiin (1) was investigated. Conversion of arctiin (1) to arctigenin (2) was achieved by the enzymatic hydrolysis of sugar moiety. In addition, an anti-inflammatory lignan dimer reported from the Arctium species, diarctigenin (3) was afforded in good yields. The HPLC monitoring of the biotransformation process indicated the possible mechanism. It would be an excellent method to produce a large scale of diarctigenin (3) for the successive medicinal examinations. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.057

文献信息

• Biopreparation of an anti-inflammatory agent, diarctigenin, from arctiin isolated from Arctium lappa by Rhizoctonia solani AG-4
  作者：Ping-Chung Kuo、Zi-Yu Chen、Miao-Fan Chen

  DOI：10.1016/j.tetlet.2013.10.057

  日期：2013.12

  In the preliminary screening for the plant-derived pesticides against Rhizoctonia solani Kuhn AG-4 (RS AG-4), the indicator compounds arctiin (1) and arctigenin (2) in methanol extracts of Arctium lappa were consumed and transformed to other compounds. Thus, in the present study RS AG-4 was used as a biocatalyst and the biotransformation of arctiin (1) was investigated. Conversion of arctiin (1) to arctigenin (2) was achieved by the enzymatic hydrolysis of sugar moiety. In addition, an anti-inflammatory lignan dimer reported from the Arctium species, diarctigenin (3) was afforded in good yields. The HPLC monitoring of the biotransformation process indicated the possible mechanism. It would be an excellent method to produce a large scale of diarctigenin (3) for the successive medicinal examinations. (C) 2013 Elsevier Ltd. All rights reserved.