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Chinese Journal of Organic Chemistry >

2013 , Vol. 33 >Issue 04: 854 - 859

DOI: https://doi.org/10.6023/cjoc201301027

Articles

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

  • Liu Lifeng ,
  • Li Peiyuan ,
  • Qian Quanquan ,
  • Lei Xiaolin ,
  • Huang Yuxiang ,
  • Zhou Quan ,
  • Huang Shan ,
  • Xiao Qi ,
  • Su Wei
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  • 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 date: 2013-01-12

  Revised date: 2013-02-20

  Online 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.

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Abstract

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·L－1 against CNE-1.

Key words： Ru-arene complex; thiosemicarbazone; antitumor

Cite this article

Liu Lifeng , Li Peiyuan , Qian Quanquan , Lei Xiaolin , Huang Yuxiang , Zhou Quan , Huang Shan , Xiao Qi , Su Wei . Synthesis, Structure, Anticancer Activity of 2-Formylthiophene Thiosemicarbazones and Their Organometallic Ruthenium Complexes[J]. Chinese Journal of Organic Chemistry, 2013 , 33(04) : 854 -859 . DOI: 10.6023/cjoc201301027

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