Synthesis and Antiproliferative Evaluation of Chenodeoxycholic Acid Containing-Nitrogen Derivatives

被引:2
|
作者
Huang, Yanmin [1 ]
Yao, Qiucui [2 ]
Liu, Zhiping [1 ]
Gan, Chunfang [1 ]
Zheng, Jiahua [1 ]
Sheng, Haibing [1 ]
Shi, Haishing [3 ]
Cui, Jianguo [1 ,3 ]
机构
[1] Guangxi Teachers Educ Univ, Chem & Mat Sci Coll, Nanning 53001, Peoples R China
[2] Guangxi Teachers Educ Univ, Key Lab Beibu GulfEnvironm Change & Resources Uti, Nanning 530219, Peoples R China
[3] Qinzhou Univ, Guangxi Coll & Univ Key Lab Beibu Gulf Oil & Nat, Qinzhou 535000, Peoples R China
基金
中国国家自然科学基金;
关键词
chenodeoxycholic acid; nitrogen-containing compounds; antiproliferative activity; bioactivity; CYTOTOXIC AGENTS STRUCTURE/ACTIVITY; LACTAM DERIVATIVES; STEROIDAL OXIMES; INDUCE APOPTOSIS;
D O I
10.6023/cjoc201503048
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chenodeoxycholic acid nitrogen-containing derivatives display anti-tumor activities and induce apoptosis of the cacer cells. Some chenodeoxycholic acid derivatives possessing various nitrogen-containing substituent in 3- or 7-position of steroidal nucleus were designed and synthesized using chenodeoxycholic acid as starting materials. Their structures were characterized by IR, NMR and MS. Antiproliferative activities of the compounds were assayed against human gastric cancer cells (SGC-7901), human hepatic cancer (Bel-7404) and prostate cancer cell (PC-3) by MTT method. The results showed that some nitrogen-containing derivatives of chenodeoxycholic acid had better antiproliferative activities against Bel-7404 and PC-3 cells.
引用
收藏
页码:2168 / 2175
页数:8
相关论文
共 19 条
  • [1] Hydrophobic bile salts induce hepatocyte shrinkage via NADPH oxidase activation
    Becker, Stephan
    Reinehr, Roland
    Graf, Dirk
    Dahl, Stephan vom
    Haeussinger, Dieter
    [J]. CELLULAR PHYSIOLOGY AND BIOCHEMISTRY, 2007, 19 (1-4) : 89 - 98
  • [2] Chen SJ, 2011, CHINESE J ORG CHEM, V31, P187
  • [3] Synthesis and evaluation of some steroidal oximes as cytotoxic agents: Structure/activity studies (I)
    Cui, Jian-Guo
    Fan, Lei
    Huang, Li-Liang
    Liu, Hong-Li
    Zhou, Ai-Min
    [J]. STEROIDS, 2009, 74 (01) : 62 - 72
  • [4] Synthesis, characterization and antitumor activities of some steroidal derivatives with side chain of 17-hydrazone aromatic heterocycle
    Cui, Jianguo
    Liu, Liang
    Zhao, Dandan
    Gan, Chunfang
    Huang, Xin
    Xiao, Qi
    Qi, Binbin
    Yang, Lei
    Huang, Yanmin
    [J]. STEROIDS, 2015, 95 : 32 - 38
  • [5] Synthesis and Biological Activity of Steroids Bearing Aromatic Rings and Heterocycles
    Cui Jianguo
    Liu Liang
    Gan Chunfang
    Xiao Qi
    Huang Yanmin
    [J]. PROGRESS IN CHEMISTRY, 2014, 26 (2-3) : 320 - 333
  • [6] Synthesis and evaluation of some steroidal oximes as cytotoxic agents: Structure/activity studies (II)
    Cui, Jianguo
    Fan, Lei
    Huang, Yanmin
    Xin, Yi
    Zhou, Aimin
    [J]. STEROIDS, 2009, 74 (12) : 989 - 995
  • [7] Synthesis and antiproliferative activity of some steroidal thiosemicarbazones, semicarbazones and hydrozones
    Gan, Chunfang
    Cui, Jianguo
    Su, Shaoyang
    Lin, Qifu
    Jia, Linyi
    Fan, Lianghua
    Huang, Yanmin
    [J]. STEROIDS, 2014, 87 : 99 - 107
  • [8] Syntheses of Lactam Derivatives of Chenodeoxycholic Acid and in vitro Antiproliferative Activity
    Huang Yanmin
    Yao Qiucui
    Cui Jianguo
    Gan Chunfang
    Huang Qianyang
    Su Bing
    Zhou Aimin
    [J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2014, 30 (04) : 605 - 613
  • [9] Synthesis and Evaluation of Some New Aza-B-homocholestane Derivatives as Anticancer Agents
    Huang, Yanmin
    Cui, Jianguo
    Chen, Sijing
    Lin, Qifu
    Song, Huacan
    Gan, Chunfang
    Su, Bin
    Zhou, Aimin
    [J]. MARINE DRUGS, 2014, 12 (04) : 1715 - 1731
  • [10] Synthesis and antiproliferative activity of C-homo-lactam derivatives of 7-deoxycholic acid
    Huang, Yanmin
    Cui, Jianguo
    Chen, Sijing
    Gan, Chunfang
    Yao, Qiucui
    Lin, Qifu
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (07) : 2265 - 2267