有机化学 ›› 2013, Vol. 33 ›› Issue (04): 854-859.DOI: 10.6023/cjoc201301027 上一篇    下一篇

研究论文

2-甲酰噻吩缩氨基硫脲及其芳基钌配合物的合成、结构与抗癌活性研究

刘利锋a, 李培源b, 钱全全a, 雷晓琳a, 黄钰湘a, 周泉a, 黄珊a, 肖琦a, 苏炜a   

  1. a 北部湾环境演变与资源利用教育部重点实验室 广西师范学院化学与生命科学学院 南宁 530001;
    b 广西中医药大学药学院 南宁 530001
  • 收稿日期:2013-01-12 修回日期:2013-02-20 发布日期:2013-02-22
  • 通讯作者: 李培源, 苏炜 E-mail:aaasuwei@yahoo.com.cn; lipearpear@yahoo.cn
  • 基金资助:

    国家自然科学基金(Nos. 20961001, 21261005, 21203035, 51263002)、教育部科学技术研究重点(No. 2010168)、广西自然科学基金(Nos. 2010GXNSFB013014, 2012GXNSFAA053194)、广西中医药大学科研基金(No. 2012024)和北部湾环境演变与资源利用教育部重点实验室资助项目.

Synthesis, Structure, Anticancer Activity of 2-Formylthiophene Thiosemicarbazones and Their Organometallic Ruthenium Complexes

Liu Lifenga, Li Peiyuanb, Qian Quanquana, Lei Xiaolina, Huang Yuxianga, Zhou Quana, Huang Shana, Xiao Qia, Su Weia   

  1. a Key Laboratory of Beihu Gulf Environment Change and Resource Utilization, Ministry of Education; College of Chemistry and Life Science, Guangxi Teachers Education University, Nanning 530001;
    b College of Pharmacy, Guangxi University of Chinese Medicine, Nanning 530001
  • Received:2013-01-12 Revised:2013-02-20 Published:2013-02-22
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20961001, 21261005, 21203035, 51263002), the Key Project of Chinese Ministry of Education (No. 2010168), the Natural Science Foundation of Guangxi Province (Nos. 2010GXNSFB013014, 2012GXNSFAA053194), the Scientific Research Fund of Guangxi Traditional Chinese Medical University (No. 2012024) and the Key Laboratory of Beibu Gulf Environment Change and Resources Utilization (Guangxi Teachers Education University), Ministry of Education, China.

合成了2-甲酰噻吩缩氨基硫脲化合物L1, L2和它们的芳基钌配合物[(η6-p-cymene)RuII(TSC)Cl]Cl (1: TSC=L1, 2: TSC=L2), 其结构经1H NMR, MS和元素分析确认. 通过单晶培养得到了1的晶体, 并测定其晶体结构. 凝胶电泳实验表明, L1L212对pBR322质粒DNA存在不同的作用机理. 采用MTT法测定了这些化合物对3种人体肿瘤细胞株(SGC7901, BEL7404和CNE-1)的细胞毒活性. 其中化合物1对人鼻咽癌细胞株(CNE-1)的有较好的抑制活性, 其IC50值为27.8 μmol·L-1.

关键词: 芳基钌配合物, 氨基硫脲, 抗肿瘤

Two 2-formylthiophene thiosemicarbazone compounds (L1, L2) and the ruthenium(II) arene complexes [(η6-p-cymene)RuII(TSC)Cl]Cl (1: TSC=L1, 2: TSC=L2) have been synthesized. The complexes were characterized by 1H NMR, MS and elemental analysis. The crystal structure of 1 is determined by single-crystal X-ray diffraction. The gel electrophoresis results show that the reaction mechanism for L1/L2 and 1/2 with pBR322 plasmid DNA is different. The in vitro anticancer activities of these complexes have been evaluated against three human cancer cell lines (SGC7901, BEL7404 and CNE-1), and 1 is proved to be the most efficient inhibitor with IC50 values of 27.3 μmol·L1 against CNE-1.

Key words: Ru-arene complex, thiosemicarbazone, antitumor