Synthesis of tetranuclear cyclopalladated complex using thiosemicarbazone derivative ligand: Spectral, biological and molecular docking studies

Lighvan, Zohreh Mehri; Ramezanpour, Azar; Pirani, Sara; Akbari, Ali; Jahromi, Maryam Dehdashti; Kermagoret, Anthony; Heydari, Abolfazl

doi:10.1016/j.molstruc.2024.139932

Journal of Molecular Structure

2025

DOI: 10.1016/j.molstruc.2024.139932

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Synthesis of tetranuclear cyclopalladated complex using thiosemicarbazone derivative ligand: Spectral, biological and molecular docking studies

Zohreh Mehri Lighvan,

Azar Ramezanpour,

Sara Pirani

et al.

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Novel Copper(II) Coordination Compounds Containing Pyridine Derivatives of N4-Methoxyphenyl-Thiosemicarbazones with Selective Anticancer Activity

Rusnac,

Garbuz,

Kravtsov

et al. 2024

Molecules

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Ten coordination compounds, [Cu(L1)Cl] (C1), [Cu(L1)NO3] (C2), [Cu(L2)Cl] (C3), [Cu(L2)NO3] (C4), [Cu(L3)Cl] (C5), [Cu(L3)NO3] (C6), [Cu(L4)NO3] (C7), [Cu(L4)Cl] (C8), [Cu(L5)Cl] (C9), and [Cu(L5)NO3] (C10), containing pyridine derivatives of N4-methoxyphenyl-thiosemicarbazones were synthesized and characterized. The molecular structure of four compounds was investigated using single crystal X-ray diffraction. Spectral analysis techniques such as FT-IR, 1H NMR, 13C NMR, elemental analysis, and molar conductivity were used for all the synthesized compounds. The tested synthesized compounds were evaluated for their anticancer activity and selectivity against a variety of cancer cell lines, including HL-60, LNCaP, MCF-7, HepG-2, K-562, HeLa, BxPC-3, RD, and MDCK normal cell line. Most compounds demonstrated selective anticancer activity superior to doxorubicin. Notably, all ligands showed high antiproliferative activity against HL-60 cells, with IC50 values between 0.01 and 0.06 µM and a selectivity index as high as 5000. Coordination of copper(II) with ligands HL1 and HL3 notably enhanced antiproliferative activity, lowering the IC50 to 0.03 µM. Additionally, the antioxidant activity of these compounds was assessed, revealing that all tested ligands and most coordination compounds exhibited greater antioxidant activity compared to Trolox, with some ligands showing activity up to 12.3 times higher. Toxicity studies on Daphnia magna indicated low toxicity for the ligands, generally less than doxorubicin, with LC50 values ranging from 13 to 90 µM, suggesting moderate toxicity. Conversely, the coordination complexes were more toxic, with LC50 values between 0.5 and 13 µM.

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Novel Copper(II) Coordination Compounds Containing Pyridine Derivatives of N4-Methoxyphenyl-Thiosemicarbazones with Selective Anticancer Activity

Rusnac,

Garbuz,

Kravtsov

et al. 2024

Molecules

View full text Add to dashboard Cite

show abstract

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Synthesis of tetranuclear cyclopalladated complex using thiosemicarbazone derivative ligand: Spectral, biological and molecular docking studies

Cited by 1 publication

References 75 publications

Novel Copper(II) Coordination Compounds Containing Pyridine Derivatives of N4-Methoxyphenyl-Thiosemicarbazones with Selective Anticancer Activity

Novel Copper(II) Coordination Compounds Containing Pyridine Derivatives of N4-Methoxyphenyl-Thiosemicarbazones with Selective Anticancer Activity

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