Synthesis, Characterization, and Bioactivity Evaluation of V(IV), Fe(III), Cr(III), Mn(II), Mo(VI), and Ru(III) Complexes with a New Azo Dye Ligand

Ban Hasan Ali Al-Agele; Areej Kamal Assim Al-Dabagh

doi:10.22146/ijc.110564

Synthesis, Characterization, and Bioactivity Evaluation of V(IV), Fe(III), Cr(III), Mn(II), Mo(VI), and Ru(III) Complexes with a New Azo Dye Ligand

https://doi.org/10.22146/ijc.110564

Ban Hasan Ali Al-Agele⁽¹⁾, Areej Kamal Assim Al-Dabagh^(2*)

(1) Department of Chemistry, College of Science for Women, University of Baghdad, Al-Jadriya Street, Baghdad 10071, Iraq
(2) Department of Chemistry, College of Science for Women, University of Baghdad, Al-Jadriya Street, Baghdad 10071, Iraq
(*) Corresponding Author

Abstract

The new azo dye ligand 1-(2,4,6-trihydroxy-3-(2-hydroxy-phenylazo)phenyl)ethanone (H₂L) was produced by reacting the diazonium salt derived from 2-aminophenol, with 2,4,6-trihydroxyacetophenone. This ligand was used to create several azo dye-metal complexes through reactions with salts of V(IV), Fe(III), Cr(III), Mn(II), Mo(VI), and Ru(III). The ligand was characterized using ¹H- and ¹³C-NMR spectroscopy. The metal complexes were analyzed via UV-vis, FTIR, MS, thermal analysis (TGA, DSC), conductivity measurements, magnetic susceptibility, metal/chlorine content, and melting point determination. The results showed that the ligand acts as a tetradentate ligand with Ru, Mo, and VO, and as a tridentate ligand with Cr, Mn, and Fe. All complexes were octahedral in shape, except for the vanadium complex, which exhibited a square pyramidal structure. All complexes exhibited non-electrolytic properties. The compounds' capacity to act as antioxidants was assessed by measuring their ability to inhibit the DPPH free radical, with ascorbic acid serving as a standard reference. The half-maximal inhibitory concentration (IC₅₀) values were determined, revealing the following order of activity: H₂L > Ru-complex > Fe-complex > ascorbic acid = VO-complex = Mo-complex > Mn-complex > Cr-complex. The compounds were also tested for antibacterial and antifungal activity at two concentrations.

Keywords

antioxidant capacity; azo dye-complexes; biological activity; conductivity; diazonium salt

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DOI: https://doi.org/10.22146/ijc.110564