DNA Binding, Molecular Docking and Antimicrobial Evaluation of Novel Azo Dye Ligand and Their Metal Complexes

Venugopal, N.; Krishnamurthy, G.; Naik, H.S. Bhojya; Manohara, J. D.

doi:10.1007/s10904-019-01394-8

Cited by 26 publications

(15 citation statements)

References 52 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A molecular docking study was undertaken to gain an understanding of the binding sites and possible interactions of the complexes in the protein environment [54,55]. The lowest ten binding energies of the complexes were obtained, of which the best three are listed in Table 2.…”

Section: Molecular Dockingmentioning

confidence: 99%

Effect of Net Charge on DNA-Binding, Protein-Binding and Anticancer Properties of Copper(I) Phosphine-Diimine Complexes

Alsaedi

Babgi

Abdellatif

et al. 2021

J Inorg Organomet Polym

View full text Add to dashboard Cite

The syntheses of [Cu(PPh3)2(L)]NO3 and [Cu(PPh3)2(L-SO3Na)]NO3 were achieved through the reaction of Cu(PPh3)2NO3 and equimolar amount of the ligands (L = 5,6-diphenyl-3-[2-pyridyl]-1,2,4-triazine; LSO3Na = 5,6-diphenyl-3-[2-pyridyl]-1,2,4-triazine-4,4′-disulfonic acid disodium salt). The complexes were characterized by NMR and IR spectroscopy and mass spectrometry. The compounds exhibit similar absorption and emission spectra, suggesting a similar electronic structure. Ct-DNA binding studies show the strong influence of the net charge as Cu-L (positively charged) is able to bind to ct-DNA while Cu-LSO3Na (negatively charged) is not. The net charge of the complexes affects the thermodynamic and kinetic binding parameters toward human serum albumin. HSA-binding of the complexes was further investigated by molecular docking, revealing different binding sites on the HSA protein as a function of the net charge. The different anticancer activities of the complexes towards ovcar-3 and hope-62 cancer cell lines are suggestive of a role for the overall charge of the complexes. Interaction with the DNA is not the major mechanism for this class of complexes. The overall net charge of the pharmacophore (anticancer agent) should be a key consideration in the design of anticancer metal complexes.

show abstract

Section: Molecular Dockingmentioning

confidence: 99%

Effect of Net Charge on DNA-Binding, Protein-Binding and Anticancer Properties of Copper(I) Phosphine-Diimine Complexes

Alsaedi

Babgi

Abdellatif

et al. 2021

J Inorg Organomet Polym

View full text Add to dashboard Cite

show abstract

“…we have synthesized a ligand derived from 4-amino antipyrine by simple diazo-coupling method in an acidic medium at lower temperature. It is a simple, convenient and economical method of electrophilic substitution reaction between an aromatic amine with a strong nucleophile in acidic medium at 0-5 o C as described in earlier reports [25][26][27][28][29][30][31]. An accurately weighed 0.002 mol solution of 4-aminoantipyrine (1) in dilute HCl was added to the cold solution of the NaNO 2 in 2 mL H 2 SO 4 with constant stirring at 0-5 o C for 2 h. Then, the formed diazonium salt solution was slowly added to the previously cooled solution of a coupling component ethylpyridone (2) (0.002 mol) in 5 mL aqueous KOH and stirred for another 2 h at the same temperature.…”

Section: Synthesis Of Ligand (L)mentioning

confidence: 99%

Synthesis, Characterization and Biological Studies on 3d-Metal Complexes of 5-[(1, 5-Dimethyl-3-oxo-2-Phenyl-2, 3-Dihydro-1H-Pyrazol-4-yl) Diazenyl]-1-Ethyl-6-Hydroxy-4-Methyl-2-oxo-1, 2-Dihydropyridine-3-Carbonitrile

Krishnamurthy

Melkeri

Naik

et al. 2021

Preprint

Self Cite

View full text Add to dashboard Cite

N-hetorocyclic ligand. 5-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)diazenyl]-1-ethyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (L) and a few of their transition metal complexes have been synthesised and characterized by different physico-chemical techniques. The electronic and magnetic susceptibility measurements suggest an octahedral geometry for all the complexes excepting Zn(II) complex which possess tetrahedral geometry. The results of thermogravimetric analysis showed that the synthesized complexes have thermal stability and confirms the absence of coordinated or lattice water molecules. The bio potency of all the compounds were investigated by studying the antimicrobial, antimycobacterial and cytotoxic activities. All the transition metal complexes were noticeably exhibited their inhibition properties against the tested microbes.

show abstract

“…[ 23,24 ] They show improved antioxidant and antitumor activity in biological evaluation because the N and S atoms of thiazole ring play a crucial role in the coordination to metals at the active sites of different metallo‐biomolecules. [ 25 ]…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

El‐Nahass

Bakr

El‐Gamil³

et al. 2022

Applied Organom Chemis

View full text Add to dashboard Cite

Herein, a novel ligand, namely, N,N-dimethyl-4-((4-(pyridin-2-yl)thiazol-2-yl) diazenyl)aniline, and its solid Mn (II), Co (II), Ni (II), and Cu (II) complexes have been synthesized and characterized. The photophysical properties of the thiazolyl azo ligand, L, have been investigated in various solvents of different polarities. The absorption and fluorescence maxima of the ligand show a strong dependence on the solvent polarity. The metal ions sensing response to Mn (II), Co (II), Ni (II), and Cu (II) ions were also investigated in ethanolic solutions. The novel solid complexes of hexacoordinate Mn (II), Co (II), Ni (II), and Cu (II) of the ligand have the molar ratio 2:1 (M:L) and general chemical formula [M 2 (L)(H 2 O) 4 Cl 4 ]ÁnH 2 O. The presence of metal-metal interaction was proved by the low magnetic moment values μ eff of metal complexes. The UV-Vis spectra of the ligand and its metal complexes displayed bands characteristic to different types of transitions inside the molecules. The metal complexes show additional absorption bands of very low intensity around 650-690 nm attributed to d-d transitions within the metal ion indicating octahedralgeometry. The geometry of the ligand and its complexes was also theoretically confirmed using the DMOL3 program and density functional theory (DFT). The free ligand and its metal complexes have been studied for their DNA-binding properties using steady-state absorption and emission techniques. They demonstrated successful binding properties against CT-DNA in an intercalative mode.Additionally, the ligand and its metal complexes have also been successfully applied to polyester fabrics as disperse dyes. Multifunctional properties such as color representation, colorimetric data (L*, a*, b*, C*, h*, K/S), and fastness properties of the dyed samples have been discussed and evaluated in detail. These dyes have proven their efficiency in dyeing polyester fabrics, as they give satisfactory results in fastness properties, colorimetric data. Moreover, the antioxidant and antitumor activities for the synthesized compounds were evaluated.

show abstract

DNA Binding, Molecular Docking and Antimicrobial Evaluation of Novel Azo Dye Ligand and Their Metal Complexes

Cited by 26 publications

References 52 publications

Effect of Net Charge on DNA-Binding, Protein-Binding and Anticancer Properties of Copper(I) Phosphine-Diimine Complexes

Effect of Net Charge on DNA-Binding, Protein-Binding and Anticancer Properties of Copper(I) Phosphine-Diimine Complexes

Synthesis, Characterization and Biological Studies on 3d-Metal Complexes of 5-[(1, 5-Dimethyl-3-oxo-2-Phenyl-2, 3-Dihydro-1H-Pyrazol-4-yl) Diazenyl]-1-Ethyl-6-Hydroxy-4-Methyl-2-oxo-1, 2-Dihydropyridine-3-Carbonitrile

Synthesis, characterization, and multifunctional applications of novel metal complexes based on thiazolylazo dye

Contact Info

Product

Resources

About