Abstract
Aminoethanoic acid undergoes condensation with 1,4-benzenedicarboxaldehyde to form an O, N, N, O donor Schiff base, N,N'-di(carboxymethylene) terephthalaldehyde, Ligand L. Coordination compounds of this Schiff base using Ni (II), Cu (II), VO (IV) and Co (II) were then obtained in-situ. The Schiff base and the complexes were evaluated for their antimicrobial and DNA binding abilities. Molecular docking studies of the ligand and synthesized compounds were also carried out. Evidence for the formation of the Schiff base coordination compounds and the coordinating atoms was obtained from 1H NMR, infrared and ultraviolet spectral data, EDX, EDTA complexometric titration and magnetic susceptibility measurement. The results obtained are consistent with octahedral geometry for Ni (II) complex, the metal ion coordinating to one molecule of Ligand L and with additional coordination with two oxygen atoms of two molecules of the solvent. A square-planar geometry was suggested for both Co (II), and Cu (II) complexes and a five-coordinate, square pyramidal geometry for the VO (IV) complex. The results further indicated that the carboxylic acid of Ligand L was not deprotonated both in the free base and also the complexes. In addition, the results showed that Compound 2 elicited the best antimicrobial activity potential. Generally, the compounds exhibited considerable good affinity to CT-DNA.
Highlights
Schiff bases and their coordination compounds have been extensively investigated and employed in areas that include magneto chemistry, non-linear optics, photo physical studies, catalysis materials chemistry and medicinal chemistry [1] [2] [3] [4] [5]
The results obtained are consistent with octahedral geometry for Ni (II) complex, the metal ion coordinating to one molecule of Ligand L and with additional coordination with two oxygen atoms of two molecules of the solvent
Synthesis of condensation product of 1,4-benzenedicarboxaldehyde with aminoethanoic acid and its coordination compounds 1 - 4 have been described in this study
Summary
Schiff bases and their coordination compounds have been extensively investigated and employed in areas that include magneto chemistry, non-linear optics, photo physical studies, catalysis materials chemistry and medicinal chemistry [1] [2] [3] [4] [5]. A group of such Schiff bases is derived from amino acids [11] [12] [13] [14]. These complexes act as good chelating agents as such there are many interesting studies on them. They have been used as ligands and their complexes found usage in medicinal chemistry including potential cytotoxic, antibacterial and anticancer agents [11] [12] [13] [14]. The investigation of drug-DNA interaction is of importance for understanding the molecular mechanism of drug action and for the design of specific DNA-targeted drug due to their importance in cancer therapy, design of new types of pharmaceutical molecules and molecular biology [5]-[19]
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