New Fe–Cu bimetallic coordination compounds based on ω-ferrocene carboxylic acids and 2-thioimidazol-4-ones: structural, mechanistic and biological studies,Inorganic Chemistry Frontiers

当前位置： X-MOL 学术 › Inorg. Chem. Front. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

New Fe–Cu bimetallic coordination compounds based on ω-ferrocene carboxylic acids and 2-thioimidazol-4-ones: structural, mechanistic and biological studies
Inorganic Chemistry Frontiers ( IF 6.1 ) Pub Date : 2021-08-17 , DOI: 10.1039/d1qi00714a
Dmitry A. Guk ₁ , Olga O. Krasnovskaya ₁ , Anna A. Moiseeva ₁ , Victor A. Tafeenko ₁ , Nikolay V. Ul'yanovskii ₂ , Dmitriy S. Kosyakov ₂ , Vladimir I. Pergushov ₁ , Mikhail Ya. Melnikov ₁ , Nikolay V. Zyk ₁ , Dmitry A. Skvortsov _{1,

3} , Elena V. Lopatukhina ₄ , Alexander N. Vaneev ₄ , Petr V. Gorelkin ₄ , Alexander S. Erofeev ₄ , Alexander G. Majouga _{4,

5} , Elena K. Beloglazkina ₁

Affiliation

Synthesis, characterization (HRMS, NMR, EPR, UV-Vis spectroscopy, and electrochemistry) and in vitro cytotoxic investigation of a series of new ferrocene-containing derivatives, based on ω-ferrocene carboxylic acids and 2-alkylthioimidazolin-4-ones as well as their copper coordination compounds, have been reported. A series of ferrocene–imidazolone conjugates with different lengths and donor properties of the linker fragments have been synthesized; all the obtained compounds were studied in complexation reactions with copper(I) and copper(II) perchlorates. It is shown that the synthesised conjugates rapidly and efficiently convert coordinating copper ions into the Cu(+1) oxidation state, but a change in the length of the linker in ferrocene–imidazolone ligands fundamentally changes the ratio of products formed as a result of iron oxidation/copper reduction and complexation by various mechanisms. After comparing the data on the qualitative and quantitative composition of the reaction mixtures and the kinetic characteristics of the processes occurring in the mixtures of ferrocene–imidazolones with copper(II) perchlorate, a scheme of the ongoing reactions was proposed which may fully explain all the observed processes and products. It has been shown that the obtained bimetallic Cu/Fe coordination compounds are more toxic than cisplatin and induce apoptosis in micromolar concentrations on Hek-293 and MCF-7 cell lines.

中文翻译：

基于ω-二茂铁羧酸和2-硫代咪唑-4-酮的新型Fe-Cu双金属配位化合物：结构、机械和生物学研究

一系列基于 ω-二茂铁羧酸和 2-烷基硫基咪唑啉-4-酮的新型含二茂铁衍生物的合成、表征（HRMS、NMR、EPR、紫外-可见光谱和电化学）和体外细胞毒性研究作为它们的铜配位化合物，已被报道。已经合成了一系列具有不同长度和不同接头片段供体特性的二茂铁-咪唑酮缀合物；所有得到的化合物都在与铜（I）和铜（II）的络合反应中进行了研究) 高氯酸盐。结果表明，合成的共轭物快速有效地将配位铜离子转化为 Cu(+1) 氧化态，但二茂铁-咪唑酮配体中接头长度的变化从根本上改变了由铁形成的产物的比例通过各种机制氧化/铜还原和络合。在比较了反应混合物的定性和定量组成的数据以及二茂铁-咪唑酮与铜（II）混合物中发生的过程的动力学特征后) 高氯酸盐，提出了一个正在进行的反应方案，可以充分解释所有观察到的过程和产品。已经表明，所获得的双金属 Cu/Fe 配位化合物比顺铂毒性更大，并在微摩尔浓度下诱导 Hek-293 和 MCF-7 细胞系细胞凋亡。

更新日期：2021-09-16

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11