2-(2'-methyl-1H-imidazole-1-carbonyloxy)-3-oxolup-1,(20)29-dien-28-oic acid | 1237747-74-8

• 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: 2-(2'-methyl-1H-imidazole-1-carbonyloxy)-3-oxolup-1,(20)29-dien-28-oic acid
• 英文别名: (1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-10-(2-methylimidazole-1-carbonyl)oxy-9-oxo-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,11b,12,13,13a,13b-dodecahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
• CAS: 1237747-74-8
• 化学式: C₃₅H₄₈N₂O₅
• 分子量: 576.777
• InChiKey: RMJBSCQDTVNEAI-JVGAFADDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  42
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  98.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,1’-羰基二(2-甲基咪唑) 、 2-hydroxy-3-oxolupa-1,20(29)-dien-28-oic acid 以 四氢呋喃 为溶剂， 反应 7.0h， 以83%的产率得到2-(2'-methyl-1H-imidazole-1-carbonyloxy)-3-oxolup-1,(20)29-dien-28-oic acid
  参考文献：
  名称：

  Synthesis and structure–activity relationship study of novel cytotoxic carbamate and N-acylheterocyclic bearing derivatives of betulin and betulinic acid

  摘要：

  Chemical transformation studies were conducted on betulin and betulinic acid, common plant-derived lupane-type triterpenes. The concise synthesis, via a stepwise approach, of betulin and betulinic acid carbamate and N-acylheterocyclic containing derivatives is described. All new compounds, as well as betulinic acid were tested in vitro for their cytotoxic activity. Most of the compounds have shown a better cytotoxic profile than betulinic acid, including the synthesized betulin derivatives. Compounds 25 and 32 were the most promising derivatives, being up to 12-fold more potent than betulinic acid against human PC-3 cell lines (IC50 values of 1.1 and 1.8 mu M, respectively). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.085

文献信息

• TRITERPENOID DERIVATIVES USEFUL AS ANTIPROLIFERATIVE AGENTS
  申请人：Ribeiro Salvador Jorge Antonio

  公开号：US20120129901A1

  公开（公告）日：2012-05-24

  Formula (I) and (II). The present invention relates to the use of a new lupane derivative of general formula (I) or (II), or a pharmaceutically acceptable salt, crystal form, complex, hydrate, or hydrolysable ester thereof, for preventing and/or inhibiting tumor growth and for treating cancer and other proliferative diseases, more particularly for treating leukemia, liver, cervical, colon and prostate cancer. The present invention also relates to the synthesis of these compounds and to pharmaceutical compositions which contain them.

  公式（I）和（II）。本发明涉及使用新的熊果苷衍生物的一般公式（I）或（II），或其药学上可接受的盐，晶体形式，复合物，水合物或可水解酯，用于预防和/或抑制肿瘤生长和治疗癌症和其他增生性疾病，更具体地用于治疗白血病，肝癌，宫颈癌，结肠癌和前列腺癌。本发明还涉及这些化合物的合成以及含有它们的制药组合物。
• US8969395B2
  申请人：——

  公开号：US8969395B2

  公开（公告）日：2015-03-03