鹅脱氧胆酸含氮衍生物的合成及抗肿瘤活性研究
收稿日期: 2015-03-29
修回日期: 2015-05-23
网络出版日期: 2015-06-19
基金资助
国家自然科学基金(No. 21462009)和广西高校北部湾石油天然气资源有效利用重点实验室开放课题(No. 2014KLOG09)资助项目.
Synthesis and Antiproliferative Evaluation of Chenodeoxycholic Acid Containing-Nitrogen Derivatives
Received date: 2015-03-29
Revised date: 2015-05-23
Online published: 2015-06-19
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21462009, 21562007) and the Opening Project of Guangxi Colleges and Universities Key Laboratory of Beibu Gulf Oil and Natural Gas Resource Effective Utilization (No. 2014KLOG09).
鹅脱氧胆酸的含氮衍生物能抑制多种癌细胞的增殖作用并能够诱导多种癌细胞的凋亡. 从鹅去氧胆酸出发, 经过酯化、Jones试剂氧化、还原等反应, 分别在鹅去氧胆酸甾核的3-位或7-位引进肟基、甲氧肟基、苄氧肟基和含有不同取代基的氨基硫脲等含氮基团, 通过IR、NMR及Ms等现代分析方法对合成物进行了结构表征. 同时, 分别采用人胃癌细胞(SGC-7901)、人肝癌细胞(Bel-7404)和前列腺癌细胞(PC-3)对合成产物及部分合成中间体进行体外抑制肿瘤细胞生长增殖活性研究, 结果表明某些鹅脱氧胆酸含氮化合物对前列腺癌细胞(PC-3)和人体肝癌细胞(Bel 7404)具有较好的抑制作用.
黄燕敏 , 姚秋翠 , 刘志平 , 甘春芳 , 郑嘉桦 , 盛海兵 , 石海信 , 崔建国 . 鹅脱氧胆酸含氮衍生物的合成及抗肿瘤活性研究[J]. 有机化学, 2015 , 35(10) : 2168 -2175 . DOI: 10.6023/cjoc201503048
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.
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