Synthesis, crystal structures, photoluminescence, magnetic and antioxidant properties, and theoretical analysis of Zn(<scp>ii</scp>) and Cu(<scp>ii</scp>) complexes of an aminoalcohol ligand supported by benzoate counter anions

A series of Cu(II), Co(II), Pd(II), Pt(II), Zn(II), Cd(II) and Fe(III) complexes were designed and synthesized using Schiff base 1‐phenyl‐2,3‐dimethyl‐4‐(N‐3‐formyl‐6‐methylchromone)‐3‐pyrazolin‐5‐one (HL). The new metal complexes were investigated using various physicochemical techniques including elemental and thermal analyses, molar electric conductivity and magnetic susceptibility measurements, as well as spectroscopic methods. Also, the crystal structures of ligand HL and the Pd(II) complex were determined using single‐crystal X‐ray diffraction analysis. For all compounds, the antimicrobial activity was studied against a series of standard strains: Staphylococcus aureus, Bacillus cereus, Enterococcus faecalis, Escherichia coli, Acinetobacter baumannii, Candida albicans, Candida krusei and Cryptococcus neoformans. The in vitro antiproliferative activity of the ligand and complexes was evaluated against ten cancer cell lines: MSC, A375, B16 4A5, HT‐29, MCF‐7, HEp‐2, BxPC‐3, RD, MDCK and L20B. At 10 μM concentration a significant cytotoxic effect of the Co(II), Pd(II) and Cd(II) complexes was observed against B16 4A5 murine melanoma cells. The Zn(II) complex is active against HEp‐2, RD and MDCK cancer cell lines, where IC50 values vary between 1.0 and 77.6 and for BxPC‐3 the activity index versus doxorubicin is 3.7 times higher.

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Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

Pahontu

Proks

Shova³

et al. 2019

Applied Organom Chemis

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Cu^II Pyrazolyl‐Benzimidazole Dinuclear Complexes with Remarkable Antioxidant Activity

Chkirate,

Ati,

Karrouchi

et al. 2023

ChemBioChem

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Three dinuclear coordination complexes generated from 1‐n‐butyl‐2‐((5‐methyl‐1H‐pyrazole‐3‐yl)methyl)‐1H‐benzimidazole (L), have been synthesized and characterized spectroscopically and structurally by single crystal X‐ray diffraction analysis. Reaction with iron(II) chloride and then copper(II) nitrate led to a co‐crystal containing 78% of [Cu(NO3)(µ‐Cl)(L’)]2 (C1) and 22% of [Cu(NO3)(µ‐NO3)(L’)]2 (C2), where L was oxidized to a new ligand L’. A mechanism was provided. Reaction with copper chloride led to the dinuclear complex [Cu(Cl)(µ‐Cl)(L)]2 (C3). The presence of N–H···O and C–H···O intermolecular interactions in the crystal structure of C1 and C2, and C–H···N and C–H···Cl hydrogen bonding in the crystal structure of C3 led to supramolecular structures which were confirmed by Hirshfeld surface analysis. The ligands and their complexes were tested for free radical scavenging activity and ferric reducing antioxidant power. The complex C1/C2 shows remarkable antioxidant activities as compared to the ligand L and reference compounds.

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The role of hydrogen bonding in π···π stacking interactions in Ni(II) complex derived from triethanolamine: synthesis, crystal structure, antimicrobial, and DFT studies

et al. 2019

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Synthesis, crystal structures, photoluminescence, magnetic and antioxidant properties, and theoretical analysis of Zn(ii) and Cu(ii) complexes of an aminoalcohol ligand supported by benzoate counter anions

Abstract: Two photoluminescent Zn(ii) and Cu(ii) complexes are designed, characterized and assessed for DNA binding and antioxidant properties.

Cited by 28 publications

References 66 publications

Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

Cu^II Pyrazolyl‐Benzimidazole Dinuclear Complexes with Remarkable Antioxidant Activity

The role of hydrogen bonding in π···π stacking interactions in Ni(II) complex derived from triethanolamine: synthesis, crystal structure, antimicrobial, and DFT studies

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Synthesis, crystal structures, photoluminescence, magnetic and antioxidant properties, and theoretical analysis of Zn(ii) and Cu(ii) complexes of an aminoalcohol ligand supported by benzoate counter anions

Abstract: Two photoluminescent Zn(ii) and Cu(ii) complexes are designed, characterized and assessed for DNA binding and antioxidant properties.

Cited by 28 publications

References 66 publications

Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

Synthesis, characterization, molecular docking studies and in vitro screening of new metal complexes with Schiff base as antimicrobial and antiproliferative agents

CuII Pyrazolyl‐Benzimidazole Dinuclear Complexes with Remarkable Antioxidant Activity

The role of hydrogen bonding in π···π stacking interactions in Ni(II) complex derived from triethanolamine: synthesis, crystal structure, antimicrobial, and DFT studies

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Cu^II Pyrazolyl‐Benzimidazole Dinuclear Complexes with Remarkable Antioxidant Activity