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Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives.
Bioelectrochemistry ( IF 5 ) Pub Date : 2019-11-30 , DOI: 10.1016/j.bioelechem.2019.107412
Marko Pešić 1 , Jovana Bugarinović 1 , Aleksandra Minić 2 , Slađana B Novaković 3 , Goran A Bogdanović 3 , Anka Todosijević 1 , Dragana Stevanović 1 , Ivan Damljanović 1
Affiliation  

The synthesis of a series of methyl 2-alkyl-5-aryl-4-ferrocenoylpyrrolidine-2-carboxylates has been achieved by [3 + 2] dipolar cycloaddition of azomethine ylides to acryloylferrocene. The electrochemical properties of novel products were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. The DNA-binding capacity of all the products was also studied using CV and DPV, and significant interactions between synthesized compounds and nucleic acid, mostly of the electrostatic type, were disclosed. DFT calculations and molecular docking tests were carried out to gain a more exhaustive insight into the interactions of the obtained products with nucleic acid. A detailed characterization of the new compounds was performed by IR, NMR and elemental analyses, followed by single-crystal X-ray diffraction experiments for two representatives.

中文翻译:

一系列新型二茂铁衍生物的电化学表征和DNA结合能力的估计。

一系列的2-烷基-5-芳基-4-铁茂铁基吡咯烷-2-羧酸甲酯的合成已经通过偶氮甲亚胺[3 + 2]偶极环加成到丙烯酰基二茂铁上来实现。通过循环伏安法(CV)和微分脉冲伏安法(DPV)检查了新产品的电化学性能。这些技术揭示了准可逆的单电子氧化过程。还使用CV和DPV研究了所有产品的DNA结合能力,并揭示了合成化合物与核酸之间的显着相互作用,其中大多数是静电型的。进行了DFT计算和分子对接测试,以更详尽地了解所得产物与核酸的相互作用。通过IR对新化合物进行了详细的表征,
更新日期:2019-11-30
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