1,6,6-Trimethyl-7,8-dihydroindeno[4,5-g][1]benzofuran-9,10-dione | 1356254-24-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 1,6,6-Trimethyl-7,8-dihydroindeno[4,5-g][1]benzofuran-9,10-dione
• CAS: 1356254-24-4
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: ZTYNNXKHQZWFBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2-二甲基环戊酮 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 苯 为溶剂， 反应 18.0h， 生成 1,6,6-Trimethyl-7,8-dihydroindeno[4,5-g][1]benzofuran-9,10-dione
  参考文献：
  名称：

  Antiandrogenic, Maspin Induction, and Antiprostate Cancer Activities of Tanshinone IIA and Its Novel Derivatives with Modification in Ring A

  摘要：

  Expression of metastatic suppressor maspin is lost in advanced prostate cancer. Clinically relevant mutations in androgen receptor (AR) convert antiandrogens into AR agonists, promoting prostate tumor growth. We discovered tanshinone IIA (TS-IIA) is a potent antagonist of mutated ARs and induces maspin expression through AR. TS-IIA suppressed AR expression and induced apoptosis in LNCaP cells. Syntheses of TS-IIA derivatives (1-9) revealed that the 4,4-dimethyl group at ring A is important for TS-IIA's antiandrogenic and maspin induction activities.

  DOI：

  10.1021/jm2015292

文献信息

• Antiandrogenic, Maspin Induction, and Antiprostate Cancer Activities of Tanshinone IIA and Its Novel Derivatives with Modification in Ring A
  作者：Weiguo Liu、Jinming Zhou、Guoyan Geng、Qingwen Shi、Francoise Sauriol、Jian Hui Wu

  DOI：10.1021/jm2015292

  日期：2012.1.26

  Expression of metastatic suppressor maspin is lost in advanced prostate cancer. Clinically relevant mutations in androgen receptor (AR) convert antiandrogens into AR agonists, promoting prostate tumor growth. We discovered tanshinone IIA (TS-IIA) is a potent antagonist of mutated ARs and induces maspin expression through AR. TS-IIA suppressed AR expression and induced apoptosis in LNCaP cells. Syntheses of TS-IIA derivatives (1-9) revealed that the 4,4-dimethyl group at ring A is important for TS-IIA's antiandrogenic and maspin induction activities.