chizhine F

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: chizhine F
• 英文别名: 2-(2,5-dihydroxyphenyl)-4-(4,8-dimethyl-6-oxonona-3,7-dienyl)-2H-furan-5-one
• 化学式: C₂₁H₂₄O₅
• 分子量: 356.419
• InChiKey: JJEVWMMZVRKZMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  chizhine F 在 Daicel Chiralpak IC 作用下， 以 乙醇 、 正己烷 为溶剂， 以1.9 mg的产率得到(+)-chizhine F
  参考文献：
  名称：

  Isolation and identification of renoprotective substances from the mushroom Ganoderma lucidum

  摘要：

  The fruiting bodies of Ganoderma lucidum have been used in China for the prevention of a wide range of diseases including diabetic nephropathy. Our current investigation with this mushroom led to the isolation of six new and two known phenolic meroterpenoids. The structures and absolute configurations at all stereogenic centers in these substances were assigned by using spectroscopic and computational methods. The new meroterpenoids, chizhines A-F (1-6), are isolated as racemic mixtures. Chiral HPLC was utilized to obtain the individual (-)- and (+)-antipodes of these substances. The renoprotective effects of the selected members of the series, were evaluated by using the ELISA technique and high-glucose-induced rat mesangial cells. The results show that the individual enantiomers of these substances significantly inhibit monocyte chemotactic protein 1 (MCP-1) and fibronectin production in a dose-dependent manner. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.12.052

文献信息

• Isolation and identification of renoprotective substances from the mushroom Ganoderma lucidum
  作者：Qi Luo、Xin-Long Wang、Lei Di、Yong-Ming Yan、Qing Lu、Xiao-Hua Yang、Dong-Bao Hu、Yong-Xian Cheng

  DOI：10.1016/j.tet.2014.12.052

  日期：2015.2

  The fruiting bodies of Ganoderma lucidum have been used in China for the prevention of a wide range of diseases including diabetic nephropathy. Our current investigation with this mushroom led to the isolation of six new and two known phenolic meroterpenoids. The structures and absolute configurations at all stereogenic centers in these substances were assigned by using spectroscopic and computational methods. The new meroterpenoids, chizhines A-F (1-6), are isolated as racemic mixtures. Chiral HPLC was utilized to obtain the individual (-)- and (+)-antipodes of these substances. The renoprotective effects of the selected members of the series, were evaluated by using the ELISA technique and high-glucose-induced rat mesangial cells. The results show that the individual enantiomers of these substances significantly inhibit monocyte chemotactic protein 1 (MCP-1) and fibronectin production in a dose-dependent manner. (C) 2014 Elsevier Ltd. All rights reserved.