Novel binuclear copper(II) complexes with sulfanylpyrazole ligands: synthesis, crystal structure, fungicidal, cytostatic, and cytotoxic activity

Author:

Akhmetova Vnira R1ORCID,Akhmadiev Nail S1ORCID,Gubaidullin Aidar T2,Samigullina Aida I2,Glazyrin Andrey B3,Sadykov Rais A4,Ishmetova Diana V5,Vakhitova Yulia V5

Affiliation:

1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center of the Russian Academy of Sciences , Prospekt Oktyabrya 141, Ufa 450075 , Russia

2. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences , Arbuzov str. 8, Kazan 420088 , Russia

3. Ufa University of Science and Technology , Mingazheva str. 100, Ufa 450078 , Russia

4. Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences , Prospekt Oktyabrya 71, Ufa 450054 , Russia

5. Institute of Biochemistry and Genetics, Ufa Federal Research Center of the Russian Academy of Sciences , Prospekt Oktyabrya 71, Ufa 450054 , Russia

Abstract

Abstract New binuclear copper(II) [Cu(II)] tetraligand complexes (six examples) with sulfanylpyrazole ligands were synthesized. Electron spin resonance (ESR) studies have shown that in solution the complexes are transformed to the mononuclear one. Fungicidal properties against Candida albicans were found for the Cu complexes with benzyl and phenyl substituents. An in vitro evaluation of the cytotoxic properties of Cu chelates against HEK293, Jurkat, MCF-7, and THP-1 cells identified the Cu complex with the cyclohexylsulfanyl substituent in the pyrazole core as the lead compound, whereas the Cu complex without a sulfur atom in the pyrazole ligand had virtually no cytotoxic or fungicidal activity. The lead Cu(II) complex was more active than cisplatin. Effect of the S-containing Cu complex on apoptosis and cell cycle distribution has been investigated as well.

Publisher

Oxford University Press (OUP)

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