Synthesis and Characterization of Novel Hydrazone Complexes: Exploring DNA/BSA Binding and Antimicrobial Potential

Research involving coordination chemistry with Schiff base hydrazones finds applications in various areas, particularly in bioinorganic chemistry and biomedicine. This work aims to contribute to this field by employing the ligand (E)-2-((2-(benzothiazol-2-yl)hydrazone)methyl)phenol (H<sub>2</sub>L), synthesized via a condensation reaction with salicylic aldehyde. The ligand was isolated, characterized, and subsequently complexed with nickel(II) chloride and copper(II) nitrate, yielding three new crystalline complexes: [Ni(HL)<sub>2</sub>] (<b>1</b>), [Ni<sub>2</sub>(L)<sub>2</sub>(Py)<sub>2</sub>(EtOH)]·DMF·0.5H<sub>2</sub>O (<b>2</b>), and [Cu<sub>3</sub>(L<sup>#</sup>)<sub>2</sub>(DMF)<sub>2</sub>] (<b>3</b>) (where Py = pyridine). The metal complexes were structurally characterized using IR, UV-vis, TGA-DSC, and SCXRD techniques. These analyses confirmed the coordination of the ligand to the metal center via nitrogen and oxygen donor atoms, establishing the formation of mono-, bi-, and trinuclear complexes, respectively. DNA interaction studies were performed through spectroscopic titration and viscosity measurements, indicating that the complexes interact via an intercalative mode, with the interaction order being <b>3</b> > <b>2</b>> <b>1</b>. Partition coefficient analysis revealed that complexes <b>1</b> and <b>3</b> have a greater tendency to partition into the organic phase, suggesting their potential to cross lipid membranes, while complex <b>2</b> and the ligand are more hydrophilic. Fluorescence-based BSA binding studies demonstrated interactions between the complexes and the biomolecule, following the same order as observed in the DNA interaction. Biological tests showed that the ligand lacked antimicrobial and antiyeast activity, while the metal complexes are biologically active. Notably, the copper complex displayed the strongest antibacterial effect, likely due to copper's essential biological role.

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Publication Details

Journal
ACS Omega
Published
2025-02-13
DOI
https://doi.org/10.1021/acsomega.5c00069
Citations
10
Primary Topic
Metal complexes synthesis and properties
Type
article
Field-Weighted Citation Impact
10.45

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article

Synthesis and Characterization of Novel Hydrazone Complexes: Exploring DNA/BSA Binding and Antimicrobial Potential

Cândida Alíssia Brandl, Luciano F. Almeida, Kelly Mari Pires de Oliveira, Gil Correia et al.
10 citations
ACS Omega
Metal complexes synthesis and properties
10.45
article

Synthesis and Characterization of Novel Hydrazone Complexes: Exploring DNA/BSA Binding and Antimicrobial Potential

Cândida Alíssia Brandl, Luciano F. Almeida, Kelly Mari Pires de Oliveira, Gil Correia, Monize Martins da Silva, Cláudio Teodoro de Carvalho, Simone Finoto, Bárbara Tirloni, Jeniffer Meyer Moreira, Fernanda Galvão, Guilherme C. Paveglio, Daiane Roman, Sara Vieira, Aujenus Albert Msumange
article en
10 citations

Abstract

Research involving coordination chemistry with Schiff base hydrazones finds applications in various areas, particularly in bioinorganic chemistry and biomedicine. This work aims to contribute to this field by employing the ligand (E)-2-((2-(benzothiazol-2-yl)hydrazone)methyl)phenol (H<sub>2</sub>L), synthesized via a condensation reaction with salicylic aldehyde. The ligand was isolated, characterized, and subsequently complexed with nickel(II) chloride and copper(II) nitrate, yielding three new crystalline complexes: [Ni(HL)<sub>2</sub>] (<b>1</b>), [Ni<sub>2</sub>(L)<sub>2</sub>(Py)<sub>2</sub>(EtOH)]·DMF·0.5H<sub>2</sub>O (<b>2</b>), and [Cu<sub>3</sub>(L<sup>#</sup>)<sub>2</sub>(DMF)<sub>2</sub>] (<b>3</b>) (where Py = pyridine). The metal complexes were structurally characterized using IR, UV-vis, TGA-DSC, and SCXRD techniques. These analyses confirmed the coordination of the ligand to the metal center via nitrogen and oxygen donor atoms, establishing the formation of mono-, bi-, and trinuclear complexes, respectively. DNA interaction studies were performed through spectroscopic titration and viscosity measurements, indicating that the complexes interact via an intercalative mode, with the interaction order being <b>3</b> > <b>2</b>> <b>1</b>. Partition coefficient analysis revealed that complexes <b>1</b> and <b>3</b> have a greater tendency to partition into the organic phase, suggesting their potential to cross lipid membranes, while complex <b>2</b> and the ligand are more hydrophilic. Fluorescence-based BSA binding studies demonstrated interactions between the complexes and the biomolecule, following the same order as observed in the DNA interaction. Biological tests showed that the ligand lacked antimicrobial and antiyeast activity, while the metal complexes are biologically active. Notably, the copper complex displayed the strongest antibacterial effect, likely due to copper's essential biological role.

ACS OmegaVol. 10(7)
Universidade Federal da Grande Dourados (BR), Universidade Estadual de Mato Grosso do Sul (BR), Universidade Federal de Santa Maria (BR), Applied Thermal Sciences (United States) (US), Universidade Estadual do Amapá (BR), State Key Laboratory of Hydrology Water Resources and Hydraulic Engineering (CN), Chemical Synthesis Lab (SG)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico, Financiadora de Estudos e Projetos, Fundação de Apoio ao Desenvolvimento do Ensino, Ciência e Tecnologia do Estado de Mato Grosso do Sul
Clean water and sanitation
Openalex Percentile: Top 2%
Metal complexes synthesis and properties
10.45
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