but-3-en1-yl(3β)-3-hydroxy-11-oxoolean-12-en-30-oate | 1370262-45-5

• 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: but-3-en1-yl(3β)-3-hydroxy-11-oxoolean-12-en-30-oate
• 英文别名: (but-3-en-1-yl) 3β-hydroxy-11-oxo-olean-12-en-30-oate；but-3-enyl (2S,4aS,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,6a,7,8,8a,10,11,12,14b-dodecahydro-1H-picene-2-carboxylate
• CAS: 1370262-45-5
• 化学式: C₃₄H₅₂O₄
• 分子量: 524.784
• InChiKey: LBJFMELQLNDMGE-JYVVQSDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-溴-1-丁烯 、 甘草次酸 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75.6%的产率得到but-3-en1-yl(3β)-3-hydroxy-11-oxoolean-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

• Conversions at C-30 of Glycyrrhetinic Acid and Their Impact on Antitumor Activity
  作者：René Csuk、Stefan Schwarz、Bianka Siewert、Ralph Kluge、Dieter Ströhl

  DOI：10.1002/ardp.201100046

  日期：2012.3

  get “simple” derivatives, for example esters, amides and a nitrile. The influence of these changes on the cytotoxic activity is noteworthy and was determined by a colorimetric sulphorhodamine B test using 7 human tumor cell lines and mouse embryonic fibroblasts (NIH3T3) for comparison. A Trypan blue test as well as an acridine orange/ethidium bromide test was used to discover the ability of the compounds

  甘草根的提取物已用于传统和民间医学，以治疗多种疾病。这些提取物的主要成分是甘草酸。它的苷元甘草次酸具有许多生物活性，其中包括对肿瘤细胞的明显细胞毒性。在这项研究中，我们改变了 C-30 位的甘草次酸以获得“简单”的衍生物，例如酯、酰胺和腈。这些变化对细胞毒活性的影响是值得注意的，并且是通过使用 7 种人类肿瘤细胞系和小鼠胚胎成纤维细胞 (NIH3T3) 进行比色的磺胺罗丹明 B 测试来确定的。台盼蓝试验以及吖啶橙/溴化乙锭试验用于发现化合物诱导细胞凋亡的能力。
• 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.