(4-bromo-2-fluorobenzyl) 3-O-(4-oxo-4H-1-benzopyran-2-carbonyl)-olean-12-en-30-oate | 1375693-06-3

• 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: (4-bromo-2-fluorobenzyl) 3-O-(4-oxo-4H-1-benzopyran-2-carbonyl)-olean-12-en-30-oate
• 英文别名: [(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bR)-11-[(4-bromo-2-fluoro-phenyl)methoxycarbonyl]-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] 4-oxochromene-2-carboxylate；[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bR)-11-[(4-bromo-2-fluorophenyl)methoxycarbonyl]-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] 4-oxochromene-2-carboxylate
• CAS: 1375693-06-3
• 化学式: C₄₇H₅₆BrFO₆
• 分子量: 815.86
• InChiKey: JOSAIFGHMREQBI-WQDDCKHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  55
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  11-脱氧-18beta-甘草亭酸 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (4-bromo-2-fluorobenzyl) 3-O-(4-oxo-4H-1-benzopyran-2-carbonyl)-olean-12-en-30-oate
  参考文献：
  名称：

  Synthesis, biological evaluation and structure–activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

  摘要：

  Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC50 values of 5.71, 5.36, 8.90 and 9.08 mu M, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.081

文献信息

• Synthesis, biological evaluation and structure–activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents
  作者：Li-Jun Wang、Chang-An Geng、Yun-Bao Ma、Xiao-Yan Huang、Jie Luo、Hao Chen、Xue-Mei Zhang、Ji-Jun Chen

  DOI：10.1016/j.bmcl.2012.03.081

  日期：2012.5

  Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC50 values of 5.71, 5.36, 8.90 and 9.08 mu M, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents. (C) 2012 Elsevier Ltd. All rights reserved.