Copper coordination compounds with (5 Z,5 Z')-2,2'-(alkane-α,ω-diyldiselenyl)-bis-5-(2-pyridylmethylene)-3,5-dihydro-4 H-imidazol-4-ones. Comparison with sulfur analogue

铜与 (5 Z,5 Z')-2,2'-(烷-α,ω-二基二硒基)-双-5-(2-吡啶基亚甲基)-3,5-二氢-4 H-咪唑-4-酮的配位化合物。与硫类似物的比较

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作者:Alexander V Finko, Anatolii I Sokolov, Dmitry A Guk, Victor A Tafeenko, Anna A Moiseeva, Dmitry A Skvortsov, Andrei A Stomakhin, Andrei A Beloglazkin, Roman S Borisov, Vladimir I Pergushov, Mikhail Ya Melnikov, Nikolay V Zyk, Alexander G Majouga, Elena K Beloglazkina

Abstract

A series of new organic ligands (5Z,5Z')-2,2'-(alkane-α,ω-diyldiselenyl)-bis-5-(2-pyridylmethylene)-3,5-dihydro-4H-imidazol-4-ones (L) consisting of two 5-(2-pyridylmethylene)-3,5-dihydro-4H-imidazol-4-one units linked with polymethylene chains of various lengths (n = 2-10, where n is the number of CH2 units) have been synthesized. The reactions of these ligands with CuCl2·2H2O and CuClO4·6H2O gave Cu2+ or Cu1+ containing mono- and binuclear complexes with Cu2LCl x (x = 2-4) or CuL(ClO4) y (y = 1, 2) composition. It was shown that the agents reducing Cu2+ to Cu1+ in the course of complex formation can be both a ligand and an organic solvent in which the reaction is carried out. This fundamentally distinguishes the selenium-containing ligands L from their previously described sulfur analogs, which by themselves are not capable of reducing Cu2+ during complexation under the same conditions. A higher cytotoxicity and reasonable selectivity to cancer cell lines for synthesized complexes of selenium-containing ligands was shown; unlike sulfur analogs, ligands L themselves demonstrate a high cytotoxicity, comparable in some cases to the toxicity of copper-containing complexes.

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