Synthesis, crystal structure, spectral characterization and biological exploration of water soluble Cu(II) complexes of vitamin B6 derivative

Three novel copper(II) complexes, [Cu(Gly‐l‐Val)(HPBM)(H2O)]·ClO4·H2O (1), [Cu(Gly‐l‐Val)(TBZ)(H2O)]·ClO4 (2) and [Cu(Gly‐l‐Val)(PBO)(H2O)]·ClO4 (3) (Gly‐l‐Val = glycyl‐l‐valine anion, HPBM = 5‐methyl‐2‐(2′‐pyridyl)benzimidazole, TBZ = 2‐(4′‐thiazolyl)benzimidazole, PBO = 2‐(2′‐pyridyl)benzoxazole), have been prepared and characterized with elemental analyses, conductivity measurements as well as various spectroscopic techniques. The interactions of these copper complexes with calf thymus DNA were explored using UV–visible, fluorescence, circular dichroism, thermal denaturation, viscosity and docking analyses methods. The experimental results showed that all three complexes could bind to DNA via an intercalative mode. Moreover, the cytotoxic effects were evaluated using the MTT method, and the antimicrobial activity of these complexes was tested against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. The results showed that the activities are consistent with their DNA binding abilities, following the order of 1 > 2 > 3.

d_{x^{2} - y^{2}}

orbital, revealing the nearly square pyramidal coordination geometry of the copper(II) ion …”

Section: Resultsmentioning

confidence: 99%

Three new mixed‐ligand copper(II) complexes containing glycyl‐l‐valine and N,N‐aromatic heterocyclic compounds: Synthesis, characterization, DNA interaction, cytotoxicity and antimicrobial activity

Liu

Gan

et al. 2017

“…The most widespread complexing metals whose binding is studied with these methods are Co [8,39,42,43,50] and Cu [44][45][46]51,131,141] the most widespread DNA-binding complexing metal is Cu. [44][45][46][47]49,141] As far as the constants are concerned, pK of the Stern-Volmer quenching constants are equal on the average to 5.…”

Section: Discussionmentioning

confidence: 99%

“…The strongest ability of quenching is exhibited by Pd [138] and Ru [23,36,52] in binding with albumins and by Cu [44][45][46][47]49,141] in binding with DNA. Minimum quenching constants are observed in binding of albumins with and Pd [150] : pK = 2, and DNA with Ru [151] : pK = 1-2.…”

Section: Discussionmentioning

confidence: 99%

“…Direct nonfluorescent methods are used to determine the binding constants of mainly DNA. Cu [44][45][46][47]49,141] is the most widespread DNA-binding metal whose binding constant are determined with direct nonfluorescent methods. Constant numerical characteristics can be formulated as follows: on the average, pK of the protein-binding constants are equal to 4-5.…”

Section: Discussionmentioning

confidence: 99%

“…The major attention in the case of metal complexes binding with proteins is paid to the therapeutic properties, and only in some cases the binding parameters were studied which, if necessary, were improved by changing temperature [8,23,[33][34][35][36][37][38][39] or selecting organic and inorganic coligands (mostly 1,10-phenantholine and bipyridyl) which bind with a complexing metal together with a drug molecule. [8,24,36,37,[39][40][41][42][43][44][45][46][47][48][49][50][51][52][53][54] The complexes under study are mainly biligand complexes containing a drug ligand and coligand. The Figure 3 shows the distribution of the studing from the viewpoint of metals studied.…”

Section: Metal Complexesmentioning

confidence: 99%

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Supramolecular interaction of transition metal complexes with albumins and DNA: Spectroscopic methods of estimation of binding parameters

Galkina

Проскурнин

2018

Binding parameters of metal complexes with albumins and DNA since the middle of 1990s are considered and summarized. The most widespread spectroscopic methods of estimation of binding parameters are discusseddirect fluorescent methods, indirect fluorescent methods (by fluorescence quenching parameters), and ways of estimation of binding constants by other optical spectroscopic methods. The methods and approaches to calculations used for the determination of binding constants are discussed. The data on the already found binding constants and kinetic parameters is systematized.KEYWORDS albumins, DNA, metal complexes, proteins, supramolecular interaction Funding information: Russian Foundation for Basic Research, Grant/Award Number: 16-03-01089_a 16-53-50027_YaF_a Abbreviations and designations used: F 0 , fluorescence intensity in the absence of a quencher; F, fluorescence intensity in the presence of a acid); NTSC, a new thiosemicarbazone; o-cbiaH, 5-(2-carboxybenzyloxy)isophthalic acid; o-van-gln, a Schiff base derived from o-vanillin and glutamine; o-van-L-met, Schiff base derived from o-vanillin and L-methionine; oxo, 5-

Binding interactions of mixed ligand copper(II) amino acid Schiff base complexes with biological targets: Spectroscopic evaluation and molecular docking

Theetharappan

Subha

Balakrishnan

et al. 2017

Self Cite

Three mixed ligand copper(II) complexes [Cu(o-vanillin-L-tryptophan Schiff base) (diimine)] (diimine =2,2′-bipyridine (1), 1,10-phenanthroline (2) and 5,6dimethyl-1,10-phenanthroline(3)) were synthesized and characterized using analytical and spectral methods. The molecular structures of 1-3 were optimized using density functional theory (DFT) at B3LYP/LanL2DZ levels in the gas phase. Spectral and DFT studies suggest a distorted square pyramidal geometry around the copper ion. Binding interactions of 1-3 with calf thymus DNA and bovine serum albumin protein were studied using UV-visible and fluorescence spectroscopies, viscometric titrations and cyclic voltammetry and also using molecular docking analysis. Studies of the binding of the complexes with calf thymus DNA reveal intercalation, which is supported by molecular docking simulation. The DNA cleavage nature of 1-3 with pUC19 DNA shows that the complexes can cleave DNA without any external agents, and the efficiency follows the order 1 > 3 > 2. Synchronous and three-dimensional fluorescence spectral studies suggest that the secondary structures of the protein are altered by the complexes. Antioxidant studies reveal that the complexes have significant radical scavenging activity against DPPH. In vitro cytotoxic activity of the complexes was evaluated against breast cancer cells (MCF-7), revealing that complex 2 exhibits higher cytotoxicity than the other complexes. Nuclear chromatin condensation and fragmentation were observed with DAPI staining assay. The mitochondrial membrane potential damage was studied by FITC staining assay. Flow cytometric analysis suggests that all the metal complexes induce cell apoptosis.