tanshinone I | 69659-81-0

• 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: tanshinone I
• 英文别名: methyltanshinquinone；6,7,8,9-Tetrahydro-1,6-dimethylphenanthro[1,2-b]furan-10,11-dione；1,6-dimethyl-6,7,8,9-tetrahydronaphtho[1,2-g][1]benzofuran-10,11-dione
• CAS: 69659-81-0
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: BOOUTQVXEDNXDK-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：

  3-甲基-5-羟基苯并呋喃 在 potassium nitrososulfonate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 tanshinone I
  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

• Method for identifying modulators of BCRP/ABCG2-mediated ATP release and use of said modulators for treating diseases
  申请人：Energeia Biosciences

  公开号：EP2829880A1

  公开（公告）日：2015-01-28

  The present invention belongs to the field of pharmaceutical industry and relates to an in vitro method for identifying test compounds which are capable of modulating adenosine triphosphate (ATP) release from cells by inhibiting or stimulating the Adenosine triphosphate-Binding Cassette Transporter (ABC Transporter) Breast Cancer Resistance Protein (BCRP; ABCG2)-mediated transport of ATP. The invention further relates to compounds having the above capability for treating specific diseases.

  本发明属于制药工业领域，涉及一种体外方法，用于鉴定能够通过抑制或刺激三磷酸腺苷结合盒转运体（ABC转运体）乳腺癌抗性蛋白（BCRP；ABCG2）介导的ATP转运来调节细胞中三磷酸腺苷（ATP）释放的试验化合物。本发明进一步涉及具有上述能力的化合物，用于治疗特定疾病。
• Ultrasound-promoted cycloadditions in the synthesis of Salvia miltiorrhiza abietanoid o-quinones
  作者：Junning Lee、John K. Snyder

  DOI：10.1021/jo00304a008

  日期：1990.8
• LEE, JUNNING;SNYDER, JOHN K., J. ORG. CHEM., 55,(1990) N7, C. 4995-5008
  作者：LEE, JUNNING、SNYDER, JOHN K.

  DOI：——

  日期：——
• INHIBITION OF INFLAMMATORY CYTOKINE PRODUCTION WITH TANSHINONES
  申请人：The Feinstein Institute for Medical Research

  公开号：EP1981489B1

  公开（公告）日：2013-05-01
• EP1981489A2
  申请人：——

  公开号：EP1981489A2

  公开（公告）日：2008-10-22