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Mono-, Di- and Tetra-iron Complexes with Selenium or Sulphur Functionalized Vinyliminium Ligands: Synthesis, Structural Characterization and Antiproliferative Activity
Molecules ( IF 4.6 ) Pub Date : 2020-04-03 , DOI: 10.3390/molecules25071656
Gabriele Agonigi 1 , Lucinda K Batchelor 2 , Eleonora Ferretti 3 , Silvia Schoch 1 , Marco Bortoluzzi 4 , Simona Braccini 1 , Federica Chiellini 1 , Lorenzo Biancalana 1 , Stefano Zacchini 5 , Guido Pampaloni 1 , Biprajit Sarkar 3 , Paul J Dyson 2 , Fabio Marchetti 1
Affiliation  

A series of diiron/tetrairon compounds containing a S- or a Se-function (2a–d, 4a–d, 5a–b, 6), and the monoiron [FeCp(CO){SeC1(NMe2)C2HC3(Me)}] (3) were prepared from the diiron μ-vinyliminium precursors [Fe2Cp2(CO)( μ-CO){μ-η1: η3-C3(R’)C2HC1N(Me)(R)}]CF3SO3 (R = R’ = Me, 1a; R = 2,6-C6H3Me2 = Xyl, R’ = Ph, 1b; R = Xyl, R’ = CH2OH, 1c), via treatment with S8 or gray selenium. The new compounds were characterized by elemental analysis, IR and multinuclear NMR spectroscopy, and structural aspects were further elucidated by DFT calculations. The unprecedented metallacyclic structure of 3 was ascertained by single crystal X-ray diffraction. The air-stable compounds (3, 4a–d, 5a–b, 6) display fair to good stability in aqueous media, and thus were assessed for their cytotoxic activity towards A2780, A2780cisR, and HEK-293 cell lines. Cyclic voltammetry, ROS production and NADH oxidation studies were carried out on selected compounds to give insights into their mode of action.

中文翻译:

具有硒或硫官能化乙烯基亚胺配体的单、二和四铁配合物:合成、结构表征和抗增殖活性

一系列含有 S 或 Se 功能的二铁/四铁化合物 (2a–d, 4a–d, 5a–b, 6) 和单铁 [FeCp(CO){SeC1(NMe2)C2HC3(Me)} ] (3) 由二铁 μ-乙烯基亚胺前体制备 [Fe2Cp2(CO)(μ-CO){μ-η1: η3-C3(R')C2HC1N(Me)(R)}]CF3SO3 (R = R' = Me, 1a; R = 2,6-C6H3Me2 = Xyl, R' = Ph, 1b; R = Xyl, R' = CH2OH, 1c),通过用 S8 或灰色硒处理。新化合物通过元素分析、IR 和多核 NMR 光谱进行表征,并通过 DFT 计算进一步阐明结构方面。通过单晶 X 射线衍射确定了前所未有的 3 金属环结构。空气稳定化合物(3、4a-d、5a-b、6)在水性介质中表现出相当到良好的稳定性,因此评估了它们对 A2780、A2780cisR 和 HEK-293 细胞系的细胞毒活性。循环伏安法,
更新日期:2020-04-03
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