urs-12-en-23-oic acid, 3-oxo-2-((E)-2-nitrophenylmethylene)-, methyl ester

• 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: urs-12-en-23-oic acid, 3-oxo-2-((E)-2-nitrophenylmethylene)-, methyl ester
• 英文别名: methyl (2E,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-4,6a,6b,8a,11,12,14b-heptamethyl-2-[(2-nitrophenyl)methylidene]-3-oxo-4a,5,6,7,8,9,10,11,12,12a,14,14a-dodecahydro-1H-picene-4-carboxylate
• 化学式: C₃₈H₅₁NO₅
• 分子量: 601.827
• InChiKey: AWUXQSHEDQFHPS-ZFZVCZRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  44
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 3-α-hydroxyurs-12-en-24-oate 在 sodium hydride 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 12.5h， 生成 urs-12-en-23-oic acid, 3-oxo-2-((E)-2-nitrophenylmethylene)-, methyl ester
  参考文献：
  名称：

  Synthesis of β-boswellic acid derivatives as cytotoxic and apoptotic agents

  摘要：

  A series of beta-boswellic acid derivatives were synthesized and evaluated for anticancer activity. One of the lead analog 4f displayed significant anticancer activity against a panel of cancer cells as well as substantially inhibited colony formation in HCT-116 cells. Furthermore, 4f was found to be a potent inducer of apoptosis confirmed by loss of mitochondrial membrane potential, DAPI staining, Western blotting and ROS generation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.027