Synthesis and characterization of a new N4-Schiff base its zinc halide/pseudohalide complexes with thermal, antimicrobial, antioxidant, anticancer, DNA cleavage and wound healing properties

A novel Schiff base ligand, N¹,N²-bis(2-(((1E,2E)-3-(2-methoxyphenyl)allylidene)amino)ethyl)ethane-1,2-diamine (L), was synthesized from triethylenetetramine and o-methoxycinnamaldehyde, and its six new zinc halide/pseudohalide complexes were prepared and characterized using molar conductance measurements, melting point analysis and spectroscopic techniques. Thermogravimetric and differential thermal analyses (TG/DTG/DTA) coupled with the Coats–Redfern method provided key thermo-kinetic activation parameters (A*, E*, ΔH* , ΔG*, ΔS* ) for the synthesized complexes. In vitro, zinc(II) complexes with Cl⁻, N₃⁻, and NO₃⁻ exhibited superior antimicrobial activity against Gram-positive ( B. subtilis and S. aureus ), Gram-negative ( E. coli and P. aeruginosa ) bacteria, and fungi ( C. albicans and A. oryzae ) compared to the free ligand. In DPPH and FRAP assays, zinc complexes, especially ZnL(N₃)₂ and ZnLI₂, exhibited superior antioxidant activity compared to the SB-ligand. In the MTT assay, ZnLI₂ and ZnL(NCS)₂ showed the highest anticancer activity against MCF-7 and PC3 cells, respectively. ZnLBr₂, ZnL(NCS)₂, ZnL(NO₃)₂, and ZnL(N₃)₂ completely cleaved E. coli DNA via a non-oxidative hydrolytic mechanism. Finally, the wound-healing potential of the SB-ligand and its ZnLI 2 (zinc iodide complex) was evaluated in a rat model of second-degree burns, demonstrating a wound closure percentage of 100% at day 21, which promises its therapeutic efficacy.

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Journal
Scientific Reports
Published
2026-06-09
DOI
https://doi.org/10.1038/s41598-026-55361-8
Primary Topic
Metal complexes synthesis and properties
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article
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article

Synthesis and characterization of a new N4-Schiff base its zinc halide/pseudohalide complexes with thermal, antimicrobial, antioxidant, anticancer, DNA cleavage and wound healing properties

Morteza Montazerozohori, Esmaeel Panahi Kokhdan, Maryam Rezaee, Shima Hosseinifar et al.
Scientific Reports
Metal complexes synthesis and properties
article

Synthesis and characterization of a new N4-Schiff base its zinc halide/pseudohalide complexes with thermal, antimicrobial, antioxidant, anticancer, DNA cleavage and wound healing properties

Morteza Montazerozohori, Esmaeel Panahi Kokhdan, Maryam Rezaee, Shima Hosseinifar, Reza Naghiha, Haidar Baghernejad
article en

Abstract

A novel Schiff base ligand, N¹,N²-bis(2-(((1E,2E)-3-(2-methoxyphenyl)allylidene)amino)ethyl)ethane-1,2-diamine (L), was synthesized from triethylenetetramine and o-methoxycinnamaldehyde, and its six new zinc halide/pseudohalide complexes were prepared and characterized using molar conductance measurements, melting point analysis and spectroscopic techniques. Thermogravimetric and differential thermal analyses (TG/DTG/DTA) coupled with the Coats–Redfern method provided key thermo-kinetic activation parameters (A*, E*, ΔH* , ΔG*, ΔS* ) for the synthesized complexes. In vitro, zinc(II) complexes with Cl⁻, N₃⁻, and NO₃⁻ exhibited superior antimicrobial activity against Gram-positive ( B. subtilis and S. aureus ), Gram-negative ( E. coli and P. aeruginosa ) bacteria, and fungi ( C. albicans and A. oryzae ) compared to the free ligand. In DPPH and FRAP assays, zinc complexes, especially ZnL(N₃)₂ and ZnLI₂, exhibited superior antioxidant activity compared to the SB-ligand. In the MTT assay, ZnLI₂ and ZnL(NCS)₂ showed the highest anticancer activity against MCF-7 and PC3 cells, respectively. ZnLBr₂, ZnL(NCS)₂, ZnL(NO₃)₂, and ZnL(N₃)₂ completely cleaved E. coli DNA via a non-oxidative hydrolytic mechanism. Finally, the wound-healing potential of the SB-ligand and its ZnLI 2 (zinc iodide complex) was evaluated in a rat model of second-degree burns, demonstrating a wound closure percentage of 100% at day 21, which promises its therapeutic efficacy.

Scientific Reports
Shahid Chamran University of Ahvaz (IR), Yasouj University (IR), Yasuj University of Medical Sciences (IR)
Zero hunger
Openalex Percentile: Top 8%
Metal complexes synthesis and properties
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Synthesis and characterization of a new N4-Schiff base its zinc halide/pseudohalide complexes with thermal, antimicrobial, antioxidant, anticancer, DNA cleavage and wound healing properties — Morteza Montazerozohori, Esmaeel Panahi Kokhdan, et al. · Scientific Reports (2026) | TGRS Research Map | TGRS