Low-dimensional compounds containing bioactive ligands. Part IX: Synthesis, structures, spectra, in vitro antimicrobial and anti-tumor activities and DNA binding of Pd(II) complexes with 7-bromo-quinolin-8-ol. (15th October 2017)

• Record Type: Journal Article
• Authors: Potočňák, Ivan; Ali Drweesh, Sayed; Farkasová, Veronika; Lüköová, Andrea; Sabolová, Danica; Radojević, Ivana D.; Arsenijevic, Aleksandar; Djordjevic, Dragana; Volarevic, Vladislav
• Is Part Of: Polyhedron. Volume 135(2017)
• Page Start: 195
• Page End: 205
• Publication Date: 2017-10-15
• Subjects: BrClQ 7-bromo-5-chloro-quinolin-8-ol -- BrQ 7-bromo-quinolin-8-ol -- ClQ 5-chloro-quinolin-8-ol -- CQ 5-chloro-7-iodo-quinolin-8-ol -- ctDNA calf thymus DNA -- dBrQ 5, 7-dibromo-quinolin-8-ol -- dClQ 5, 7-dichloro-quinolin-8-ol -- dIQ 5, 7-diiodo-quinolin-8-ol -- DMF N, N-dimethylformamide -- DMSO dimethylsulfoxide -- EB ethidium bromide -- FBS fetal bovine serum -- HTC116 human colorectal cancer cells -- 8-HQ quinolin-8-ol -- MIC minimum inhibitory concentration -- MMC minimum microbicidal concentration -- MSC mesenchymal stem cell -- Tris tris(hydroxymethyl)aminoethane -- XQ derivatives of quinolin-8-ol; 7-Bromo-quinolin-8-ol -- Crystal structure -- DNA binding -- Antimicrobial activity -- Anticancer activity; Chemistry, Inorganic -- Periodicals; Chimie inorganique -- Périodiques; Organometaalverbindingen; Anorganische chemie; 546.05
• DOI: 10.1016/j.poly.2017.07.008
• Languages: English
• ISSNs: 0277-5387

Abstract

Graphical abstract: [Pd(BrQ)2 ] (1 ) and HBrQ[PdCl2 (dBrQ)] (2 ) (BrQ = 7-bromo-quinolin-8-ol) have been prepared as potential anticancer agents. Both complex2 and BrQ ligand showed significantly higher cytotoxicity against human colorectal cancer cells than cisplatin and this effect is particularly pronounced at low concentrations that can be tested in vivo . Abstract: New Pd(II) complexes with 7-bromo-quinolin-8-ol (BrQ), [Pd(BrQ)2 ] (1a ) and (1b ) and HBrQ[PdCl2 (BrQ)] (2 ) have been synthesized and characterized. X-ray structure analysis of1a and1b revealed that the molecular structures of these square-planar polymorphs are very similar, nevertheless in the supramolecular structure the molecules are differently arranged and held by different intermolecular forces. The structure of2 in DMSO solution was elucidated using one- and two-dimensional NMR experiments which showed that the complex decomposes to BrQ ligand. Antimicrobial activity of soluble complex2 was tested by determining the minimum inhibitory concentration and minimum microbicidal concentration against 9 strains of bacteria and 5 strains of fungi; its activity on Proteus mirabilis is more than 250 times higher than a positive control. Complex2 is also significantly more cytotoxic against human colorectal cancer cells HCT116 than cisplatin at all tested concentrations and this effect is particularly pronounced at low concentrations; cytotoxicity of BrQ is four times higher than cytotoxicity of2 at these concentrations and is selectively cytotoxic. Interaction of2 with DNA was investigated using UV–VIS spectroscopy and fluorescence spectroscopy; the binding studies indicate that complex2 can interact with ctDNA through intercalation mechanism.