2-(1-hydroxy-5-methoxynaphthalen-2-yl)-4-methylfuran-3-carboxylic acid | 1159013-11-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-hydroxy-5-methoxynaphthalen-2-yl)-4-methylfuran-3-carboxylic acid
• CAS: 1159013-11-2
• 化学式: C₁₇H₁₄O₅
• 分子量: 298.295
• InChiKey: OEYFJKUUMWAJOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-methoxy-1-methyl-11H-benzo[h]furo[3,2-c]chromen-11-one 在 potassium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 以80%的产率得到2-(1-hydroxy-5-methoxynaphthalen-2-yl)-4-methylfuran-3-carboxylic acid
  参考文献：
  名称：

  Antitumor Agents. 266. Design, Synthesis, and Biological Evaluation of Novel 2-(Furan-2-yl)naphthalen-1-ol Derivatives as Potent and Selective Antibreast Cancer Agents

  摘要：

  In a continuing study, we explored how the individual rings in neo-tanshinlactone (1) influence its potent and selective in vitro antibreast cancer activity. Accordingly, we discovered a novel class of antibreast cancer agents, 2-(furan-2-yl)naphthalen-1-ol derivatives, based on an active C-ring opened model compound S. Further optimization led to 18 and 21, which showed decreased cytotoxic potency but better selectivity than neo-tanshinlactone analogue 2. Interestingly, 20 showed broad cytotoxicity against human cancer cell lines.

  DOI：

  10.1021/jm9001567

文献信息

• Antitumor Agents. 266. Design, Synthesis, and Biological Evaluation of Novel 2-(Furan-2-yl)naphthalen-1-ol Derivatives as Potent and Selective Antibreast Cancer Agents
  作者：Yizhou Dong、Qian Shi、Yi-Nan Liu、Xiang Wang、Kenneth F. Bastow、Kuo-Hsiung Lee

  DOI：10.1021/jm9001567

  日期：2009.6.11

  In a continuing study, we explored how the individual rings in neo-tanshinlactone (1) influence its potent and selective in vitro antibreast cancer activity. Accordingly, we discovered a novel class of antibreast cancer agents, 2-(furan-2-yl)naphthalen-1-ol derivatives, based on an active C-ring opened model compound S. Further optimization led to 18 and 21, which showed decreased cytotoxic potency but better selectivity than neo-tanshinlactone analogue 2. Interestingly, 20 showed broad cytotoxicity against human cancer cell lines.