Effect of 1,10-phenanthroline on DNA binding, DNA cleavage, cytotoxic and lactate dehydrogenase inhibition properties of Robson type macrocyclic dicopper(II) complex

The present work consists of synthesis, structural characterization, spectral, DFT, antimicrobial and anticancer studies of two copper(II) complexes, [Cu(THEEN)(DNB)](DNB) (1) and [Cu(TEAH 3 ) 2 ](DNB) 2 (2). In these complexes, THEEN is N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine, a tetrapodal ligand, and TEAH 3 is tris(2-hydroxyethyl)amine, a tripodal ligand, and the counter anion is 3,5-dinitrobenzoate (DNB -). X-ray crystallography studies reveal that both complexes have distorted octahedron geometries. Density functional theory (DFT) studies have been performed to calculate structural parameters, vibrational bands and energy gaps of frontier orbital (HOMO-LUMO) with B3LYP/6-31G*/LANL2DZ level of theory using DMSO as solvent. The theoretical and crystallographic analyses are consistent. Antimicrobial studies have been performed with new copper(II) complexes against gram(+) bacteria (Staphylococcus aureus), gram(-) bacteria (Serratia marcescens, Sphingobium japonicum and Stenotrophomonas maltophilia) and fungal species (Candida albicans, Aspergillus niger and Saccharomyces cerevisiae). The copper(II) complexes have also shown in vitro cytotoxicity on MCF-7, HCT-116 and HL-60 human cell lines. This study demonstrates that 2 was active against MCF-7 cell lines with IC 50 of 23 µg/mL.

Section: Cell Proliferation Assay (Mtt)supporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Synthesis, structure, computational, antimicrobial andin vitroanticancer studies of copper(II) complexes with N,N,N′,N′-tetrakis(2-hydroxyethyl)ethylenediamine and tris(2-hydroxyethyl)amine

Kumar

Obrai

Jassal

et al. 2015

“…We also compared the DNA-binding properties of 1 with those of previously reported polycopper(II) complexes with various bridging ligands and polypyridines as terminal ligands [48][49][50][51], and we find that not only the interaction modes but also the DNA-binding ability of these polycopper(II) complexes are different, suggesting that interactions of these complexes toward DNA may be tuned by changing the bridging or terminal ligands. Such strategy should be valuable in designing new polynuclear complex systems and understanding the binding between these polynuclear complexes and DNA.…”

Section: Dna Interaction Studiesmentioning

confidence: 95%

Synthesis and structure of a 1-D copper(II) coordination polymer bridged both by oxamido and carboxylate: in vitro anticancer activity and reactivity toward DNA and protein BSA

Zheng

et al. 2015

2015) Synthesis and structure of a 1-D copper(II) coordination polymer bridged both by oxamido and carboxylate: in vitro anticancer activity and reactivity toward DNA and protein BSA, Journal of Coordination Chemistry, 68:5, 928-948, A new 1-D copper(II) coordination polymer was synthesized and structurally characterized. In vitro anticancer activity and reactivity toward DNA and protein of the copper(II) polymer was studied.A 1-D copper(II) coordination polymer formulated as {[Cu 2 (bdpox)(dabt)](NO 3 )·H 2 O} n , where H 3 bdpox and dabt denote N-benzoate-N′-[3-(diethylamino)propyl]oxamide and 2,2′-diamino-4,4′-bithiazole, respectively, was synthesized and characterized by elemental analyses, molar conductance *Corresponding authors.Downloaded by [University of Saskatchewan Library] at 07:16 17 March 2015 measurement, IR and electronic spectra studies, and single-crystal X-ray diffraction. The crystal structure analysis reveals that copper(II) ions are bridged by both cis-oxamido and carboxylato groups to form a 1-D coordination polymer with corresponding Cu···Cu separations of 5.2420(10) and 5.1551(8) Å. The endo-and exo-copper(II) ions of the cis-oxamido-bridge are located in distorted square-planar and square-pyramidal geometries, respectively. There is a 2-D hydrogen bonding network in the crystal. The in vitro anticancer activities suggest that the copper(II) complex is active against selected tumor cell lines. The reactivities toward herring sperm DNA and bovine serum albumin (BSA) reveal that the copper(II) complex can interact with DNA by intercalation and effectively quench the intrinsic fluorescence of BSA via a static mechanism. The influence of hydrophobicity of the substituents in bridging ligands on DNA and protein binding properties and the in vitro anticancer activities of such copper(II) polymers is discussed.

“…Many copper complexes were synthesized and their interaction with DNA was investigated. Different modes of interactions were reported, such as intercalation [21][22][23][24][25][26] or groove binding [27]. These complexes can be used for the development of anticancer drugs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, molecular modeling, and DNA interaction studies of a Cu(II) complex containing drug of chronic hepatitis B: adefovir dipivoxil

Shahabadi

Falsafi

Fili

2015

A new copper(II) complex [Cu(adefovir) 2 Cl 2 ], where adefovir = adefovir dipivoxil drug, was synthesized and characterized by using different physicochemical methods. Binding interaction of this complex with calf thymus DNA (ct-DNA) has been investigated by multi-spectroscopic techniques and molecular modeling study. The complex displays significant binding properties of ct-DNA. The results of fluorescence and UV-vis absorption spectroscopy indicated that, this complex interacted with ct-DNA in a groove-binding mode, and the binding constant was 4.3(±0.2) × 10 4 M −1 . The fluorimeteric studies showed that the reaction between the complex and ct-DNA is exothermic (ΔH = 73.91 kJ M −1 ; ΔS = 357.83 J M −1 K −1 ). Furthermore, the complex induces detectable changes in the CD spectrum of ct-DNA and slightly increases its viscosity which verified the groove-binding mode. The molecular modeling results illustrated that the complex strongly binds to the groove of DNA by relative binding energy of the docked structure −5.74 kcal M −1 . All experimental and molecular modeling results showed that the Cu(II) complex binds to DNA by a groove-binding mode.