Synthesis, structural, pharmacological and molecular docking simulations studies of Schiff base transition metal complexes procured from acetylacetonyl-4-iminoantipyrine and tyrosine

Schiff base complexes of Cu(II), Ni(II), Co(II), VO(II) and Zn(II) ions have been synthesized by condensation of acetylaceto-4-iminoantipyrine and tyrosine. The structural characterization of compounds has been investigated using elemental analysis, molar conductance and magnetic susceptibility meas...

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Published in:Nucleosides, nucleotides & nucleic acids nucleotides & nucleic acids, 2021-11, Vol.40 (11), p.1050-1074
Main Authors: Soundaranayaki, V., Kulandaisamy, A., Porkodi, J.
Format: Article
Language:English
Subjects:
anti-inflammatory
Chemistry Techniques, Synthetic
Coordination Complexes - chemical synthesis
Coordination Complexes - chemistry
Coordination Complexes - pharmacology
cyclic voltammetry
DNA - chemistry
ESR
Ligands
Metals - chemistry
Molecular Docking Simulation
molecular docking studies
Molecular Dynamics Simulation
Schiff base complexes
Schiff Bases - chemistry
SEM
Spectrum Analysis
Structure-Activity Relationship
Tyrosine - analogs & derivatives
Tyrosine - chemical synthesis
Tyrosine - chemistry
Tyrosine - pharmacology
XRD
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Summary:Schiff base complexes of Cu(II), Ni(II), Co(II), VO(II) and Zn(II) ions have been synthesized by condensation of acetylaceto-4-iminoantipyrine and tyrosine. The structural characterization of compounds has been investigated using elemental analysis, molar conductance and magnetic susceptibility measurements, UV-Vis., FT-IR, ESI-mass, 1 H-NMR, 13 C-NMR, ESR spectroscopy, cyclic voltammetry, XRD and SEM techniques. The observed analytical data indicate that the metal chelates have the general formula of [ML] type. Powder XRD pattern of Schiff base and its complexes authenticate their crystalline nature. From SEM morphology studies, the reduction grain size of Schiff base in metal chelates was observed which is due to the chelation of the Schiff base. From the IR, electronic absorption spectra and magnetic measurement data, square planar geometry was proposed for the metal complexes except for the [VOL] complex which exhibits square pyramidal geometry. The X-band ESR spectra of [CuL] and [VOL] complexes in DMSO solution were recorded at 77 & 300 K and their spin Hamiltonian parameter values support the proposed geometry. The interactions of the [CuL] complex with CT-DNA were investigated by UV-Vis and absorption titrations. DNA binding interaction studies reveal the hydrophobic interaction between CT-DNA and complexes. Furthermore, analgesic, anti-inflammatory, CNS and antimicrobial studies of the Schiff base and its transition metal complexes were examined and resolved metal complexes have enhanced pharmacological and biological activity when compared to free Schiff base. Molecular docking studies of the complex with DNA and (PDB ID: 6COX) protein were investigated.
ISSN:1525-7770
1532-2335
DOI:10.1080/15257770.2021.1973033