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

doi:10.6023/cjoc201301027

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (04): 854-859.DOI: 10.6023/cjoc201301027 Previous Articles Next Articles

Articles

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

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 Lifeng^a, Li Peiyuan^b, Qian Quanquan^a, Lei Xiaolin^a, Huang Yuxiang^a, Zhou Quan^a, Huang Shan^a, Xiao Qi^a, Su Wei^a

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.

Two 2-formylthiophene thiosemicarbazone compounds (L1, L2) and the ruthenium(II) arene complexes [(η⁶-p-cymene)Ru^II(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]. Chin. J. Org. Chem., 2013, 33(04): 854-859.

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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

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

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