| 1415652-19-5

• 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
• CAS: 1415652-19-5
• 化学式: C₄₁H₆₅N₂O₅
• 分子量: 665.977
• InChiKey: MWSMKVQMINMNCC-YAIWUXEHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives

  摘要：

  Eighteen novel spin-labeled 18 beta-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA. The best compound, 6j, with a tryptophan amino moiety and piperidine nitroxyl radical showed GI(50) values of 13.7-15.0 mu M, and was fivefold more potent than GA. In a mechanism of action study, compound 7a was confirmed as a 20S proteasome inhibitor in both in vitro and cell-based assays. These findings support further optimization efforts based on 18 beta-GA as a lead compound to develop potential anticancer drug candidates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.041
• 作为产物：
  描述：

  乙酰甘草亭酸铝 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives

  摘要：

  Eighteen novel spin-labeled 18 beta-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA. The best compound, 6j, with a tryptophan amino moiety and piperidine nitroxyl radical showed GI(50) values of 13.7-15.0 mu M, and was fivefold more potent than GA. In a mechanism of action study, compound 7a was confirmed as a 20S proteasome inhibitor in both in vitro and cell-based assays. These findings support further optimization efforts based on 18 beta-GA as a lead compound to develop potential anticancer drug candidates. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.041

文献信息

• Synthesis and biological evaluation of novel spin labeled 18β-glycyrrhetinic acid derivatives
  作者：Yingqian Liu、Keduo Qian、Chih-Ya Wang、Chin-Ho Chen、Xiaoming Yang、Kuo-Hsiung Lee

  DOI：10.1016/j.bmcl.2012.10.041

  日期：2012.12

  Eighteen novel spin-labeled 18 beta-glycyrrhetinic acid (GA) derivatives were designed, synthesized, and evaluated for cytotoxicity against four human tumor cell lines (A-549, DU-145, KB and KBvin). Most of the derivatives showed more significant cytotoxicity than that of the parent compound GA. The best compound, 6j, with a tryptophan amino moiety and piperidine nitroxyl radical showed GI(50) values of 13.7-15.0 mu M, and was fivefold more potent than GA. In a mechanism of action study, compound 7a was confirmed as a 20S proteasome inhibitor in both in vitro and cell-based assays. These findings support further optimization efforts based on 18 beta-GA as a lead compound to develop potential anticancer drug candidates. (C) 2012 Elsevier Ltd. All rights reserved.