Wydział Chemii

Daria Wojtala

Sandra Kozieł

Maciej Witwicki

Alessandro Niorettini

Katarzyna Guz-Regner

Gabriela Bugla-Płoskońska

Stefano Caramori

Urszula K. Komarnicka

2023

Chemistry-A European Journal

29

e202301603/1-e202301603/10

10.1002/chem.202301603

Naukowa

Angielski

Artykuł

The phosphine ligand (Ph₂PCH₂N(CH₃)(CH₂)₂Ph, PNMPEA) obtained by the reaction of the (hydroxymethyl)diphenylphosphine with naturally occurring alkaloid N-methylphenethylamine, was used to synthesize the half-sandwich iridium(III) (Ir(η⁵-Cp*)Cl₂Ph₂PCH₂N(CH₃)(CH₂)₂Ph, IrPNMPEA) and ruthenium(II) (Ru(η⁶-p-cymene)Cl₂Ph₂PCH₂N(CH₃)(CH₂)₂Ph, RuPNMPEA) complexes. They were characterized using a vast array of methods, including 1D and 2D NMR, ESI(+)MS spectrometry, elemental analysis, cyclic voltammetry (CV), electron spectroscopy in the UV-Vis range (absorption, fluorescence) and density functional theory (DFT). The initial antimicrobial activity in vitro toward Gram-positive and Gram-negative bacterial strains was examined, indicating that both complexes are selective towards Gram-positive bacteria, e. g., Staphylococcus aureus, where the IrPNMPEA has been more bactericidal compared to RuPNMPEA. Additionally, the interactions of these compounds with various biomolecules, such as DNA (ctDNA, plasmid DNA, 9-ethylguanine (9-EtG), and 9-methyladenine (9-MeA)), nicotinamide adenine dinucleotide (NADH), glutathione (GSH), and ascorbic acid (Asc) were described. The results showed that both Ir(III) and Ru(II) complexes accelerate the oxidation process of NADH, GSH and Asc that appeared to occur by an electron transfer mechanism. Interestingly, only IrPNMPEA leads to the formation of various biomolecule adducts, which can explain its higher activity. Furthermore, RuPNMPEA and IrPNMPEA have been interacting with the DNA through weak noncovalent interactions.

antibacterial agents, biomolecules, iridium(III), phosphines, ruthenium(II)

http://dx.doi.org/10.1002/chem.202301603

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