Comparison of solution chemical properties and biological activity of ruthenium complexes of selected ß-diketone, 8-hydroxyquinoline and pyrithione ligands

Pivarcsik, Tamás (author), Tóth, Gábor (author), Szemerédi, Nikoletta (author), Bogdanov, Anita (author), Spengler, Gabriella (author), Kljun, Jakob (author), Kladnik, Jerneja (author), Turel, Iztok (author), Enyedy, Éva A. (author)

In this work, the various biological activities of eight organoruthenium(II) complexes were evaluated to reveal correlations with their stability and reactivity in aqueous media. Complexes with general formula [Ru(η$^6$-p-cymene)(X,Y)(Z)] were prepared, where (X,Y) represents either an O,Oligand (β-diketone), N,O-ligand (8-hydroxyquinoline) or O,S-pyrithione-type ligands (pyrithione = 1-hydroxypyridine-2(1H)-thione) with Cl$^−$ or 1,3,5-triaza-7-phosphaadamantane (PTA) as a co-ligand (Z). The tested complexes inhibit the chlamydial growth on HeLa cells, and one of the complexes inhibits the growth of the human herpes simplex virus-2. The chlorido complexes with N,O- and O,S-ligands displayed strong antibacterial activity on Gram-positive strains including the resistant S. aureus (MRSA) and were cytotoxic in adenocarcinoma cell lines. Effect of the structural variation on the biological properties and solution stability was clearly revealed. The decreased bioactivity of the β-diketone complexes can be related to their lower stability in solution. In contrast, the O,Spyrithione-type complexes are highly stable in solution and the complexation prevents the oxidation of the O,S-ligands. Comparing the binding of PTA and the chlorido co-ligands, it can be concluded that PTA is generally more strongly coordinated to ruthenium, which at the same time decreased the reactivity of complexes with human serum albumin or 1-methylimidazole as well as diminished their bioactivity.

• Language: English
• Keywords: MTT assay, UV-vis, solution stability, MRSA, albumin binding, ligand effect
• Work type: Article
• Typology: 1.01 - Original Scientific Article
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Publication status: Published
• Publication version: Version of Record
• Year: 2021
• Number of pages: 24 str.
• Numbering: Vol. 14, iss. 6, art. 518
• PID: 20.500.12556/RUL-135430
• UDC: 546.96:547.8
• ISSN on article: 1424-8247
• DOI: 10.3390/ph14060518
• COBISS.SI-ID: 65179139
• Publication date in RUL: 14.03.2022

Record is a part of a journal

• Title: Pharmaceuticals
• Shortened title: Pharmaceuticals
• Publisher: MDPI
• ISSN: 1424-8247
• COBISS.SI-ID: 517582617

Licences

• License: CC BY 4.0, Creative Commons Attribution 4.0 International
• Link: http://creativecommons.org/licenses/by/4.0/
• Description: This is the standard Creative Commons license that gives others maximum freedom to do what they want with the work as long as they credit the author.
• Licensing start date: 01.06.2021

Secondary language

• Language: Slovenian
• Keywords: rutenij, organorutenijevi kompleksi, ligandi, kemijske lastnosti, biološka aktivnost