(4R)-4-[(1R,2S,5R,6R,10S,11S,16R)-6,11-dimethyl-8,14-dioxo-7-azatetracyclo[8.8.0.02,6.011,16]octadecan-5-yl]pentanoic acid | 1428148-94-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (4R)-4-[(1R,2S,5R,6R,10S,11S,16R)-6,11-dimethyl-8,14-dioxo-7-azatetracyclo[8.8.0.02,6.011,16]octadecan-5-yl]pentanoic acid
• CAS: 1428148-94-0
• 化学式: C₂₄H₃₇NO₄
• 分子量: 403.562
• InChiKey: HPVSPXSDNBYBII-ZEZONBOOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  83.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  去氧胆酸N-2 在 Jones reagent 、 氯化亚砜 、 盐酸羟胺 、 sodium acetate trihydrate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 、 丙酮 为溶剂， 反应 6.42h， 生成 (4R)-4-[(1R,2S,5R,6R,10S,11S,16R)-6,11-dimethyl-8,14-dioxo-7-azatetracyclo[8.8.0.02,6.011,16]octadecan-5-yl]pentanoic acid
  参考文献：
  名称：

  Synthesis and antiproliferative activity of C-homo-lactam derivatives of 7-deoxycholic acid

  摘要：

  Using deoxycholic acid as starting materials, a series of 12a-aza-C-homo-12-one 7-deoxycholic acid derivatives were synthesized The antiproliferative activity of the synthesized compounds against some carcinoma cell lines was investigated. The results showed that some 12-oxy-12a-aza-C-homo-7-deoxycholic acid derivatives displayed distinct cytotoxicity to HeLa (human cervical carcinoma) and Tu 686 (laryngocarcinoma) tumor cell lines. In particular, the IC50 values of the compounds 6 and 7 against Tu 686 cells are 16.7 and 19.8 mu M/L respectively. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.08.064

文献信息

• Synthesis and antiproliferative activity of C-homo-lactam derivatives of 7-deoxycholic acid
  作者：Yanmin Huang、Jianguo Cui、Sijing Chen、Chunfang Gan、Qiucui Yao、Qifu Lin

  DOI：10.1016/j.bmcl.2012.08.064

  日期：2013.4

  Using deoxycholic acid as starting materials, a series of 12a-aza-C-homo-12-one 7-deoxycholic acid derivatives were synthesized The antiproliferative activity of the synthesized compounds against some carcinoma cell lines was investigated. The results showed that some 12-oxy-12a-aza-C-homo-7-deoxycholic acid derivatives displayed distinct cytotoxicity to HeLa (human cervical carcinoma) and Tu 686 (laryngocarcinoma) tumor cell lines. In particular, the IC50 values of the compounds 6 and 7 against Tu 686 cells are 16.7 and 19.8 mu M/L respectively. The information obtained from the studies may be useful for the design of novel chemotherapeutic drugs. (C) 2012 Elsevier Ltd. All rights reserved.