Metal complexes of chalcone analogue: Synthesis, characterization, DNA binding, molecular docking and antimicrobial evaluation

Abstract

A novel chalcone, namely 5-(4-(dimethylamino)phenyl)-1-(thiophen-2-yl)penta-2,4-dien-1-one, DMATP, and its complexes with nickel(II), vanadium(III), palladium(II) and platinum(II) metal ions were synthesized and characterized using a set of chemical and spectroscopic tools including elemental analysis, electrical conductance, magnetic susceptibility and spectral techniques. The interactions of the synthesized chalcone and its metal complexes with DNA were studied using steady-state absorption and emission techniques as well as viscosity and electrochemical measurements. The obtained results confirm DNA intercalation. Additionally, theoretical studies were performed for all the investigated compounds using DFT/B3LYP calculations. The optimized geometries are found to be in good agreement with the suggested experimental structures. The bond lengths, bond angles, chemical reactivity, energy components, binding energy and dipole moment were evaluated. Also, theoretical infrared intensities and thermodynamic parameters for all compounds were calculated. Molecular docking calculations show that the Ni(II) complex exhibits the highest DNA binding activity, which agrees well with the experimental results. Finally, the compounds were screened for antimicrobial activity using several microorganisms.

Novel metal complexes of 3‐acetylcoumarin‐2‐hydrazinobenzothiazole Schiff base: Design, structural characterizations, DNA binding, DFT calculations, molecular docking and biological studies

“…To confirm the experimental results and gain theoretical insight into the interaction between the investigated molecule and DNA duplex of sequence d (CGCGAATTCGCG) 2 dodecamer (PDB ID: 1BNA), molecular docking simulations were performed. The docking experiments show the best possible intercalation between the DNA groove structure and the metal complexes 103 …”

Synthesis, characterization, antimicrobial screening and cytotoxic properties of Cu(II) and Zn(II) complexes with bidentate hydroxylated 1,3-diaryl-2-propene-1-ones ligand

“…8 The biological activity of chalcones may be due to the presence of reactive keto vinyl group which demonstrates the static properties against pathogens. 9 Chalcone contains α, β-unsaturated carbonyl system with the reactive ketoethylenic group. The presence of α,β-unsaturated carbonyl system makes chalcone huge important in organic chemistry.…”

Synthesis, characterization and α‐amylase and α‐glucosidase inhibition studies of novel vanadyl chalcone complexes

“…From the graph in Figure 1, 4.9% weight loss was observed at 142 C temperature, which was assigned to the loss of coordinated water molecule. [23,32] Theoretically calculated weight loss for water molecule was calculated to be 5.01%. So, both the experimental and theoretical values are in close agreement.…”

“…Weight loss of 4.9% was observed at 142 C temperature, which was assigned to the loss of group. [23,32] The higher char value even at 800 C represents the high thermal stability of the complex. The decomposition steps are shown in Scheme 6.…”

“…[14] As stated above, vanadium complexes and chalcones both induces great therapeutic potential, but an area of complexation of vanadium metal with chalcones has been less explored. In 2017, Atlam et al [23] synthesized the vanadium complex with DMATP chalcone, and complex was found to possess great deal of DNA binding and antimicrobial potential but did not study its antidiabetic potential. So, in this present study, four vanadium chalcone complexes were synthesized and characterized using Fourier-transform infrared (FTIR), electrospray ionization (ESI) mass, nuclear magnetic resonance (NMR), electron paramagnetic resonance (EPR) and thermogravimetric analysis (TGA) studies.…”