Introducing N‐Heteroaromatic Bases into Copper(II) Thiosemicarbazon Complexes: A Way to Change their Biological Activity

Abstract Three new copper(II) complexes, [Cu(1,10‐Phen)(L)] (1), [Cu(2,2′‐Bpy)(L)] (2) and [Cu(3,4‐Lut)(L)] (3), where H2L=2‐[(2,4‐dihydroxyphenyl)methylidene]‐N‐(prop‐2‐en‐1‐yl)hydrazine‐1‐carbothioamide, 1,10‐Phen=1,10‐phenanthroline, 2,2′‐Bpy=2,2′‐bipyridine, 3,4‐Lut=3,4‐lutidine, have been synth...

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Bibliographic Details
Main Authors: Ianina Ulchina, Dr. Vasilii Graur, Dr. Victor Tsapkov, Dr. Yurii Chumakov, Dr. Olga Garbuz, Dr. Olga Burduniuc, Prof. Dr. Emil Ceban, Prof. Dr. Aurelian Gulea
Format: Article
Language:English
Published: Wiley-VCH 2022-12-01
Series:ChemistryOpen
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Online Access:https://doi.org/10.1002/open.202200208
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Summary:Abstract Three new copper(II) complexes, [Cu(1,10‐Phen)(L)] (1), [Cu(2,2′‐Bpy)(L)] (2) and [Cu(3,4‐Lut)(L)] (3), where H2L=2‐[(2,4‐dihydroxyphenyl)methylidene]‐N‐(prop‐2‐en‐1‐yl)hydrazine‐1‐carbothioamide, 1,10‐Phen=1,10‐phenanthroline, 2,2′‐Bpy=2,2′‐bipyridine, 3,4‐Lut=3,4‐lutidine, have been synthesized and characterized by elemental analysis, FTIR spectroscopy and single crystal X‐ray crystallography (1, 2). All compounds are mononuclear. The introduction of a monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) has led to a significant increase of antimicrobial activity against Gram‐negative Escherichia coli and antifungal activity against Candida albicans compared to the pro‐ligand and the precursor complex [Cu(L)H2O]. The introduction of bidentate N‐heteroaromatic bases did not lead to such increase of antimicrobial and antifungal activities. Moreover, complex 3 surpasses the inhibitory activity of tetracycline toward Enterobacter cloacae and the inhibitory activity of fluconazole toward Candida parapsilosis and Cryptococcus neoformans. The study of antioxidant activity against cation radicals ABTS⋅+ showed that complexes 1–3 are more active than Trolox, but only introduction of the monodentate N‐heteroaromatic base (3,4‐dimethylpyridine) led to the increase of antioxidant properties compared to the precursor complex.
ISSN:2191-1363