有机化学 ›› 2017, Vol. 37 ›› Issue (9): 2435-2441.DOI: 10.6023/cjoc201701053 上一篇    下一篇

研究简报

N-三氮唑基噁唑烷酮类衍生物合成及抗肿瘤活性研究

罗睿a, 郭山春b, 郑时龙b, 王光迪b, 包旭a, 何菱a   

  1. a 四川大学华西药学院 成都 610041;
    b RCMI Cancer Research Center, Xavier University of Louisiana, New Orleans, LA 70125, USA
  • 收稿日期:2017-02-06 修回日期:2017-03-27 出版日期:2017-09-25 发布日期:2017-05-02
  • 通讯作者: 何菱 E-mail:lhe2001@sina.com
  • 基金资助:

    川大-泸州战略合作(No.2013CDLZ-S18)和NIMHD-RCMI(No.5G12MD007595)资助项目.

Synthesis and Antitumor Activity of N-Triazol-5-yl-oxazolidin-4-one Derivatives

Luo Ruia, Guo Shanchunb, Zheng Shilongb, Wang Guangdib, Bao Xua, He Linga   

  1. a West China School of Pharmacy, Sichuan University, Chengdu, 610041;
    b RCMI Cancer Research Center, Xavier University of Louisiana, New Orleans, LA 70125, USA
  • Received:2017-02-06 Revised:2017-03-27 Online:2017-09-25 Published:2017-05-02
  • Contact: 10.6023/cjoc201701053 E-mail:lhe2001@sina.com
  • Supported by:

    Project supported by the Sichuan University-Lu Zhou Strategic Cooperation Projects (No. 2013CDLZ-S18), the NIH RCMI Program at Xavier University of Louisiana through Grant (No. 2G12MD007595-07).

以苯甲醛衍生物为起始物,经多步反应合成了15个未见文献报道的N-三氮唑基噁唑烷酮类衍生物.探索发现N-碘代丁二酰亚胺(NIS)以较高产率促进合成过程中的关键反应-分子内胺化反应,此反应为分子内构建氮杂环提供了新的方法.细胞毒活性测试表明,化合物6a、6b6c对人乳腺癌细胞MDA-MB-231,6a、6b6d对宫颈癌细胞HeLa有一定的抑制活性.

关键词: N-三氮唑基噁唑烷酮, N-碘代丁二酰亚胺, 分子内胺化反应, 抗肿瘤活性

Fifteen novel N-triazol-5-yl-oxazolidin-4-ones were synthesized through a few of steps from the benzaldehydes. It was found that N-iodosuccinimide (NIS) can promote intramolecular amination reaction which is the key step of the syntheses, which will be used as new method for the intramolecular formation of nitrogen-containing heterocycles. Part of the compounds were evaluated for their anticancer activity. Among them, compounds 6a, 6b and 6c showed moderate antiprolifiration activity toward human breast cancer cells MDA-MB-231 cell lines, while the mild activity of 6a, 6b and 6d against human cervical cancer HeLa cell lines was confirmed in vitro assay.

Key words: N-triazol-5-yl-oxazolidin-4-one, N-iodosuccinimide, intramolecular amination, antitumor activity