DNA, protein binding, cytotoxicity, cellular uptake and antibacterial activities of new palladium(ii) complexes of thiosemicarbazone ligands: effects of substitution on biological activity

Abstract

The coordination propensities of 4(N,N')-diethylaminosalicylaldehyde-4(N)-substituted thiosemicarbazones (H(2)L(1-4)) were investigated by reacting with an equimolar amount of [PdCl(2)(PPh(3))(2)]. The new complexes were characterized by various spectroscopic techniques. The structure determination of the complexes [Pd(DeaSal-tsc)(PPh(3))] (1), [Pd(DeaSal-mtsc)(PPh(3))] (2) and [Pd(DeaSal-etsc)(PPh(3))] (3) by X-ray crystallography showed that ligands are coordinated in a dibasic tridentate ONS donor fashion forming stable five and six membered chelate rings. The binding ability of complexes (1-4) to calf-thymus DNA (CT DNA) has been explored by absorption and emission titration methods. Based on the observations, an electrostatic and an intercalative binding mode have been proposed. The protein binding studies have been monitored by quenching of tryptophan and tyrosine residues in the presence of complexes using lysozyme as a model protein. As determined by MTT assays, complex 3 exhibited a higher cytotoxic effect towards human lung cancer cell line (A549) and liver cancer cells (HepG2). LDH, NO assay and cellular uptake of the complexes have been studied. Further, antibacterial activity studies of the complexes have been screened against the pathogenic bacteria such as Enterococcus faecalis, Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa, MIC50 values of the complexes showed that the complexes exhibited significant activity against the pathogens and among the complexes, 3 exhibited higher activity.

DNA(CT), protein(BSA) binding studies, anti-oxidant and cytotoxicity studies of new binuclear Ni(II) complexes containing 4(N)-substituted thiosemicarbazones

“…In the spectra of (H 2 L) 1-4 , a sharp singlet corresponding to the phenolic -OH group has appeared at δ 11.34-11.76 ppm. However, this singlet completely disappeared in all the complexes confirmed the involvement of phenolic oxygen in coordination [41,43,46]. The spectra of (H 2 L) [1][2][3][4] showed a singlet at δ 9.13-10.0 ppm corresponding to (N(2)H-C=S) group [41,43], but in the complexes 1-4 there was no resonance attributable to N(2)H, indicating the coordination of thiolate sulphur atom of the ligand in the anionic form after deprotonation at N(2) [41,46].…”

“…However, this singlet completely disappeared in all the complexes confirmed the involvement of phenolic oxygen in coordination [41,43,46]. The spectra of (H 2 L) [1][2][3][4] showed a singlet at δ 9.13-10.0 ppm corresponding to (N(2)H-C=S) group [41,43], but in the complexes 1-4 there was no resonance attributable to N(2)H, indicating the coordination of thiolate sulphur atom of the ligand in the anionic form after deprotonation at N(2) [41,46]. In the spectra of H 2 L 1-4 and the complexes, a complex multiplet appeared at δ 6.3-7.98 ppm was assigned to aromatic protons of the ligands and diphenylphosphinomethane [41,43] and a singlet corresponding to the -OCH 3 group occurred at δ 3.59-3.81 ppm range [41,43].…”

Catechol Oxidase, Phosphatase-Like Activity, DNA/BSA Binding Studies of RuII Complexes of S-Allyldithiocarbazate: Synthesis and Spectral Studies

“…The methylene protons of complexes 1 and 2 appeared at 3.8 and 3.3 ppm, respectively, indicating the non-participation of S-allylsulfur in coordination. 39 …”

Cytotoxic effect of palladium (II) inclusion compounds in beta-cyclodextrin

“…De hecho, las tiosemicarbazonas y sus complejos metálicos son de gran interés por su amplio rango de efectos biológicos (13,14), ya que tanto los ligandos derivados de ellas como los complejos metálicos de transición tienen otras propiedades farmacológicas antivirales, antibacterianas, antifún-gicas, antiparasitarias y antitumorales (3,10,(15)(16)(17)(18).…”