Low-dimensional compounds containing bioactive ligands. XXII. First crystal structure, cytotoxic activity and DNA and HSA binding of a zirconium(IV) complex with 8-hydroxyquinoline-2-carboxylic acid

• Published in: Acta crystallographica. Section C, Crystal structure communications Vol. 79; no. Pt 8; pp. 316 - 323
• Main Authors: Harmošová, Michaela, Vilková, Mária, Kello, Martin, Smolko, Lukáš, Samol'ová, Erika, Šebová, Dominika, Potočňák, Ivan
• Format: Journal Article
• Language: English
• Published: England Wiley Subscription Services, Inc 01.08.2023
• Subjects: Binding sites; Carboxylic acids; Chemical analysis; Crystal structure; Cytotoxicity; Deoxyribonucleic acid; Dimethyl sulfoxide; Dimethylformamide; DNA; Hydrogen bonds; Hydroxyquinoline; Infrared spectroscopy; Ligands; NMR spectroscopy; Serum albumin; Spectrum analysis; Structural analysis; Structural stability; Tryptophan; Zirconium; 8-hydroxyquinoline-2-carboxylic acid; ZrIV complex; crystal structure; bioactive ligand; low-dimensional; DNA binding; cytotoxicity; HSA binding
• ISSN: 0108-2701; 2053-2296; 1600-5759
• DOI: 10.1107/S2053229623005971

A new zirconium(IV) complex, diaquabis(8-hydroxyquinoline-2-carboxylato-κ N,O ,O )zirconium(IV) dimethylformamide disolvate, [Zr(C H NO ) (H O) ]·2C H NO or [Zr(QCa) (H O) ]·2DMF (1) (HQCaH is 8-hydroxyquinoline-2-carboxylic acid and DMF is dimethylformamide), was prepared and characterized by elemental analysis, IR spectroscopy and single-crystal X-ray structure analysis. Complex 1 is a mononuclear complex in which the Zr atoms sit on the twofold axis and they are octacoordinated by two N and six O atoms of two tridentate anionic QCa ligands, and two aqua ligands. Outside the coordination sphere are two DMF molecules bound to the complex unit by hydrogen bonds. The structure and stability of complex 1 in dimethyl sulfoxide were verified by NMR spectroscopy. The cytotoxic properties of 1 and HQCaH were studied in vitro against eight cancer cell lines, and their selectivity was tested on the BJ-5ta noncancerous cell line. Both the complex and HQCaH exhibited low activity, with IC > 200 µM. DNA and human serum albumin (HSA) binding studies showed that 1 binds to calf thymus (CT) DNA via intercalation and is able to bind to the tryptophan binding site of HSA (Trp-214).