Chromene-based Schiff base ligand: DNA interaction studies and characterization of tetranuclear zinc, nickel and iron complexes

[Display omitted] •A new chromene-aminophenol Schiff base ligand was synthesized.•Tetranuclear Zn, Ni and Fe complexes of the Schiff base ligand were synthesized and characterized.•The chromene-aminophenol ligand cleaves plasmid DNA in the presence of Cu(II) ions.•DNA binding and DNA molecular docki...

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Published inInorganica Chimica Acta Vol. 547; p. 121363
Main Authors Ressler, Andrew J., Brandt, Olivia N., Weaver, Ashton, Poor, Jenna E., Ream, Anna, Summers, Nicolas A., McMillen, Colin D., Seeram, Navindra P., Dougherty, William G., Henry, Geneive E.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 01.03.2023
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Summary:[Display omitted] •A new chromene-aminophenol Schiff base ligand was synthesized.•Tetranuclear Zn, Ni and Fe complexes of the Schiff base ligand were synthesized and characterized.•The chromene-aminophenol ligand cleaves plasmid DNA in the presence of Cu(II) ions.•DNA binding and DNA molecular docking studies indicate that the chromene-aminophenol ligand is a minor groove binder. Three tetranuclear clusters, Zn(II), Ni(II) and Fe(III), have been prepared using a new chromene-based Schiff base ligand (H2L) derived from the condensation of 2-aminophenol and 5-hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde. The structures of the tetranuclear clusters were determined by single crystal X-ray diffraction and mass spectrometric analyses. The crystallographic data indicates that the Zn and Ni clusters have similar structures [M4L4(THF)2] and contain a defective dicubane core, with each ligand coordinated to one metal ion through three donor atoms. The iron complex was obtained as a tetranuclear star shaped cluster [Fe4L6], consisting of a central Fe(III) ion coordinated to six oxygen atoms, with three Fe(III) ions forming the corners of an equilateral triangle. The metal-mediated DNA cleavage ability of the free ligand, H2L, was determined using pBR322 plasmid DNA in the presence of Fe, Co, Ni, Cu, Zn and Cd acetate salts. H2L in combination with the Cu(II) salt resulted in significant DNA cleavage. The interaction of the ligand with DNA was investigated by UV–Vis titrations and molecular docking studies, which indicated favorable docking in the minor groove of DNA.
ISSN:0020-1693
1873-3255
DOI:10.1016/j.ica.2022.121363