The role of methyl and benzyl substituted dithiocarbazate of 2-acetyl pyridine for the formation of bridged dimeric and unbridged monomeric copper(II) complexes and catecholase mimetic activity of the complexes

Santra, Ananyakumari; Brandão, Paula; Mondal, Gopinath; Jana, Arpita; Bhattacharyya, Indranil; Pramanik, Chandana; Bera, Pulakesh

doi:10.1016/j.poly.2019.114277

Cited by 6 publications

(3 citation statements)

References 54 publications

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“…Bands between 692 and 693 cm −1 were observed, which were already attributed in other studies as ν(Ni-P PPh3 ) stretching [15,27,32,49]. On the other hand, the FT-IR spectrum for complex (3) also showed two characteristics bands that referred to ν(C=N) py and δ(Py) from the pyridine coligand in the same range as other reported complexes [15,28,32,50].…”

Section: Infrared Spectrasupporting

confidence: 79%

“…Several Ni(II) complexes with dithiocarbazates can interact with the biological environment, showing antitumor, antibacterial, or antifungal potential [15,31]. Previous studies reported a Ni(II) complex derived from S-methyldithiocarbazate showing potent antitumor activity against breast, colon, and liver cancer cell lines, which highlights its IC 50 and selective index (SI) values [27].…”

Section: Introductionmentioning

confidence: 99%

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Structural Design, Anticancer Evaluation, and Molecular Docking of Newly Synthesized Ni(II) Complexes with ONS-Donor Dithiocarbazate Ligands

Gatto,

Cavalcante,

Lima

et al. 2024

Molecules

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The current article reports the investigation of three new Ni(II) complexes with ONS-donor dithiocarbazate ligands: [Ni(L1)PPh3] (1), [Ni(L2)PPh3] (2), and [Ni(L2)Py] (3). Single-crystal X-ray analyses revealed mononuclear complexes with a distorted square planar geometry and the metal centers coordinated with a doubly deprotonated dithiocarbazate ligand and coligand pyridine or triphenylphosphine. The non-covalent interactions were investigated by the Hirshfeld surface and the results revealed that the strongest interactions were π⋅⋅⋅π stacking interactions and non-classical hydrogen bonds C–H···H and C–H···N. Physicochemical and spectroscopic methods indicate the same structures in the solid state and solution. The toxicity effects of the free ligands and Ni(II) complexes were tested on the human breast cancer cell line MCF-7 and non-malignant breast epithelial cell line MCF-10A. The half-maximal inhibitory concentration (IC50) values, indicating that the compounds were potent in inhibiting cell growth, were obtained for both cell lines at three distinct time points. While inhibitory effects were evident in both malignant and non-malignant cells, all three complexes demonstrated lower IC50 values for malignant breast cell lines than their non-malignant counterparts, suggesting a stronger impact on cancerous cell lines. Furthermore, molecular docking studies were performed showing the complex (2) as a promising candidate for further therapeutic exploration.

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Section: Infrared Spectrasupporting

confidence: 79%

Section: Introductionmentioning

confidence: 99%

Structural Design, Anticancer Evaluation, and Molecular Docking of Newly Synthesized Ni(II) Complexes with ONS-Donor Dithiocarbazate Ligands

Gatto,

Cavalcante,

Lima

et al. 2024

Molecules

View full text Add to dashboard Cite

show abstract

“…The same occurs with the ν(N–N) band, found at lower frequencies after complexation ( Deflon et al, 2010 ; Elsayed et al, 2021 ). Bands at 689 cm –1 are also observed in the spectrum of complexes (2) and (4), which can be attributed to δ(Py), indicative of Ni–Py coordination ( Cavalcante et al, 2019 ; Santra et al, 2020 ; Gou et al, 2021 ; Cavalcante et al, 2022 ). Bands of ν(Ni–PPh 3 ) are also identified in the spectra of (1) and (3) at 693 cm –1 due to the coordination of the nickel atom to the triphenylphosphine molecule ( Lima et al, 2021 ).…”

Section: Resultsmentioning

confidence: 91%

Dithiocarbazate ligands and their Ni(II) complexes with potential biological activity: Structural, antitumor and molecular docking study

Cavalcante

Mota

Oliveira

et al. 2023

Front. Mol. Biosci.

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In the search for new metal complexes with antitumor potential, two dithiocarbazate ligands derived from 1,1,1-trifluoro-2,4-pentanedione (H2L1) and (H2L2) and four Ni(II) complexes, [Ni(L1)PPh3] (1), [Ni(L1)Py] (2), [Ni(L2)PPh3] (3), and [Ni(L2)Py] (4), were successfully synthesized and investigated by physical-chemistry and spectroscopic methods. The crystal structure of the H2L1 and the Ni(II) complexes has been elucidated by single-crystal X-ray diffraction. The obtained structure from H2L1 confirms the cyclization reaction and formation of the pyrazoline derivative. The results showed square planar geometry to the metal centers, in which dithiocarbazates coordinated by the ONS donor system and a triphenylphosphine or pyridine molecule complete the coordination sphere. Hirshfeld surface analysis by dnorm function was investigated and showed π–π stacking interactions upon the molecular packing of H2L1 and non-classical hydrogen bonds for all compounds. Fingerprint plots showed the main interactions attributed to H⋅H C⋅H, O⋅H, Br⋅H, and F⋅H, with contacts contributing between 1.9% and 38.2%. The mass spectrometry data indicated the presence of molecular ions [M + H]+ and characteristic fragmentations of the compounds, which indicated the same behavior of the compounds in solution and solid state. Molecular docking simulations were studied to evaluate the properties and interactions of the free dithiocarbazates and their Ni(II) complexes with selected proteins and DNA. These results were supported by in vitro cytotoxicity assays against four cancer cell lines, showing that the synthesized metal complexes display promising biological activity.

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Comparative investigation of Cu(II) complexes with dithiocarbazate: Structural design, theoretical calculation, and in vitro antitumor activity

Cavalcante

García

Mota

et al. 2022

Journal of Inorganic Biochemistry

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The role of methyl and benzyl substituted dithiocarbazate of 2-acetyl pyridine for the formation of bridged dimeric and unbridged monomeric copper(II) complexes and catecholase mimetic activity of the complexes

Cited by 6 publications

References 54 publications

Structural Design, Anticancer Evaluation, and Molecular Docking of Newly Synthesized Ni(II) Complexes with ONS-Donor Dithiocarbazate Ligands

Structural Design, Anticancer Evaluation, and Molecular Docking of Newly Synthesized Ni(II) Complexes with ONS-Donor Dithiocarbazate Ligands

Dithiocarbazate ligands and their Ni(II) complexes with potential biological activity: Structural, antitumor and molecular docking study

Comparative investigation of Cu(II) complexes with dithiocarbazate: Structural design, theoretical calculation, and in vitro antitumor activity

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