3α-formyl-12-oxo-lithocholic acid | 66907-61-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3α-formyl-12-oxo-lithocholic acid
• 英文别名: 3α-formyloxy-12-oxo-5β-cholan-24-oic acid；3α-Formyloxy-12-oxo-5β-cholan-24-saeure；3α-Formyloxy-12-oxo-5β-cholansaeure-(24)
• CAS: 66907-61-7
• 化学式: C₂₅H₃₈O₅
• 分子量: 418.574
• InChiKey: JIAQXWKDZDJACF-BXVWHTCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  80.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3α-formyl-12-oxo-lithocholic acid 生成 3α-hydroxy-26,27-dinor-5β-cholestane-12,24-dione
  参考文献：
  名称：

  Inhoffen; Bartmann, Justus Liebigs Annalen der Chemie, 1958, vol. 619, p. 177,182

  摘要：

  DOI：
• 作为产物：
  描述：

  去氧胆酸 在 吡啶 、 硝酸 、 溶剂黄146 作用下， 生成 3α-formyl-12-oxo-lithocholic acid
  参考文献：
  名称：

  Effects of Bcl-2 modulation with G3139 antisense oligonucleotide on human breast cancer cells are independent of inherent Bcl-2 protein expression

  摘要：

  We have investigated the effects of transient Bcl-2 down-regulation induced by the Bcl-2 antisense oligodeoxynucleotide (ODN) G3139 (Genta Incorporated) in high Bcl-2 protein expressing, estrogen receptor (ER) positive MCF-7 and low Bcl-2 expressing, ER negative MDA435/LCC6 human breast cancer cells. Treatment with Bcl-2 antisense ODN in vitro caused > 80% reduction of Bcl-2 protein levels in a sequence specific manner for both cell lines. Maximum mRNA reduction was achieved within 24 h of the first antisense ODN exposure whereas full protein down-regulation required antisense exposure over 48 h. This Bcl-2 reduction was associated with 80-95% loss of viable cells compared to untreated cells. Similar cytotoxic effects were observed in both cell lines despite a nine-fold intrinsic difference in Bcl-2 protein expression suggesting that the relative degree of down-regulation of Bcl-2 is more important than the absolute reduction. Cell death associated with G3139 exposure exhibited properties indicative of apoptosis such as mitochondrial membrane depolarization and caspase activation. Combined treatment with G3139 and cytotoxic agents resulted in additive cytotoxicity in both cell lines. However, under most conditions studied, the direct cytotoxic activity of G3139 antisense was not synergistic with the cytotoxic agents. These results suggest that while Bcl-2 clearly constitutes an attractive therapeutic target due to its role in regulating apoptosis in breast cancer cells, additional mechanisms are important in the control of apoptosis arising from exposure to anticancer agents in vitro.

  DOI：

  10.1023/a:1017371013487

文献信息

• Barton, Derek H. R.; Godfrey, Christopher R. A.; Morzycki, Jacek W., Journal of the Chemical Society. Perkin transactions I, 1982, # 8, p. 1947 - 1952
  作者：Barton, Derek H. R.、Godfrey, Christopher R. A.、Morzycki, Jacek W.、Motherwell, William B.、Ley, Steven V.

  DOI：——

  日期：——
• Preparation of Phenyl Ketones from Bile Acids¹
  作者：Willard M. Hoehn、Robert Bruce Moffett

  DOI：10.1021/ja01221a014

  日期：1945.5