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Copper(ii) and silver(i) complexes with dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz): the influence of the metal ion on the antimicrobial potential of the complex.

Tina P AndrejevićIvana AleksicJakob KljunMarta PočkajMatija ZlatarSandra VojnovicJasmina Nikodinovic-RunicIztok TurelMiloš I DjuranBiljana Đ Glišić
Published in: RSC advances (2023)
Dimethyl 6-(pyrazine-2-yl)pyridine-3,4-dicarboxylate (py-2pz) was used as a ligand for the synthesis of new copper(ii) and silver(i) complexes, [CuCl 2 (py-2pz)] 2 (1), [Cu(CF 3 SO 3 )(H 2 O)(py-2pz) 2 ]CF 3 SO 3 ·2H 2 O (2), [Ag(py-2pz) 2 ]PF 6 (3) and {[Ag(NO 3 )(py-2pz)]·0.5H 2 O} n (4). The complexes were characterized by spectroscopic and electrochemical methods, while their structures were determined by single crystal X-ray diffraction analysis. The X-ray analysis revealed the bidentate coordination mode of py-2pz to the corresponding metal ion via its pyridine and pyrazine nitrogen atoms in all complexes, while in polynuclear complex 4, the heterocyclic pyrazine ring of one py-2pz additionally behaves as a bridging ligand between two Ag(i) ions. DFT calculations were performed to elucidate the structures of the investigated complexes in solution. The antimicrobial potential of the complexes 1-4 was evaluated against two bacterial ( Pseudomonas aeruginosa and Staphylococcus aureus ) and two Candida ( C. albicans and C. parapsilosis ) species. Silver(i) complexes 3 and 4 have shown good antibacterial and antifungal properties with minimal inhibitory concentration (MIC) values ranging from 4.9 to 39.0 μM (3.9-31.2 μg mL -1 ). All complexes inhibited the filamentation of C. albicans and hyphae formation, while silver(i) complexes 3 and 4 had also the ability to inhibit the biofilm formation process of this fungus. The binding affinity of the complexes 1-4 with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA) was studied by fluorescence emission spectroscopy to clarify the mode of their antimicrobial activity. Catechol oxidase biomimetic catalytic activity of copper(ii) complexes 1 and 2 was additionally investigated by using 3,5-di- tert -butylcatechol (3,5-DTBC) and o -aminophenol (OAP) as substrates.
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