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硫代氨基脲钌(II)配合物:合成、生物传感器应用及作为抗菌剂的评估

Ruthenium (II) complexes of thiosemicarbazone: synthesis, biosensor applications and evaluation as antimicrobial agents.

作者信息

Yildirim Hatice, Guler Emine, Yavuz Murat, Ozturk Nurdan, Kose Yaman Pelin, Subasi Elif, Sahin Elif, Timur Suna

机构信息

Dokuz Eylul University, The Graduate School of Natural and Applied Sciences, Department of Chemistry, 35160 Buca, Izmir, Turkey.

Ege University, Faculty of Science, Department of Biochemistry, 35100 Bornova, Izmir, Turkey.

出版信息

Mater Sci Eng C Mater Biol Appl. 2014 Nov;44:1-8. doi: 10.1016/j.msec.2014.08.007. Epub 2014 Aug 7.

DOI:10.1016/j.msec.2014.08.007
PMID:25280673
Abstract

A conformationally rigid half-sandwich organoruthenium (II) complex [(η(6)-p-cymene)RuClTSC(N-S)]Cl, (1) and carbonyl complex [Ru(CO)Cl(PPh3)2TSC(N-S)] (2) have been synthesized from the reaction of [{(η(6)-p-cymene)RuCl}2(μ-Cl)2] and [Ru(H)(Cl)(CO)(PPh3)3] with thiophene-2-carboxaldehyde thiosemicarbazon (TSC) respectively and both novel ruthenium (II) complexes have been characterized by elemental analysis, FT-IR and NMR spectroscopy. The peripheral TSC in the complexes acts as an electrochemical coupling unit providing the ability to carry out electrochemical deposition (ED) and to form an electro-deposited film on a graphite electrode surface. The biosensing applicability of complexes 1 and 2 was investigated by using glucose oxidase (GOx) as a model enzyme. Electrochemical measurements at -0.9V versus Ag/AgCl electrode by following the ED Ru(II) reduction/oxidation due to from the enzyme activity, in the presence of glucose substrate. The designed biosensor showed a very good linearity for 0.01-0.5mM glucose. The in vitro antimicrobial activities of complexes 1 and 2 were also investigated against nine bacterial strains and one fungus by the disc diffusion test method. No activity was observed against the Gram-negative strains and fungus, whereas complex 1 showed moderate antibacterial activities against Gram-positive bacterial strains.

摘要

一种构象刚性的半夹心有机钌(II)配合物[(η(6)-对异丙基苯)RuClTSC(N-S)]Cl(1)和羰基配合物[Ru(CO)Cl(PPh₃)₂TSC(N-S)](2)已分别通过[{(η(6)-对异丙基苯)RuCl}₂(μ-Cl)₂]和[Ru(H)(Cl)(CO)(PPh₃)₃]与噻吩-2-甲醛硫代半卡巴腙(TSC)反应合成,并且这两种新型钌(II)配合物均已通过元素分析、傅里叶变换红外光谱和核磁共振光谱进行了表征。配合物中的外围TSC充当电化学耦合单元,提供了进行电化学沉积(ED)并在石墨电极表面形成电沉积膜的能力。以葡萄糖氧化酶(GOx)作为模型酶研究了配合物1和2的生物传感适用性。在存在葡萄糖底物的情况下,通过跟踪由于酶活性引起的ED Ru(II)还原/氧化,在相对于Ag/AgCl电极-0.9V下进行电化学测量。所设计的生物传感器对0.01 - 0.5mM葡萄糖显示出非常好的线性关系。还通过纸片扩散试验法研究了配合物1和2对九种细菌菌株和一种真菌的体外抗菌活性。未观察到对革兰氏阴性菌株和真菌的活性,而配合物1对革兰氏阳性细菌菌株显示出中等抗菌活性。

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