Antitumor effects of a tetradentate amido-carboxylate ligands and corresponding square-planar palladium(II) complexes toward some cancer cells. Crystal structure, DFT modeling and ligand to DNA probe Docking simulation

Matović, Zoran D.; Mrkalić, Emina; Bogdanovic, Gordana; Kojić, Vesna; Meetsma, Auke; Jelić, Ratomir

doi:10.1016/j.jinorgbio.2013.01.006

Cited by 30 publications

(23 citation statements)

References 65 publications

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“…Results presented in this paper are the first investigation of biological activity of such fused bicyclic seleno-hydantoin and its Pd(II) complex on cancer cell lines. Cytotoxic character of Pd(II) complexes, hydantoins and seleno-derivatives is proved and well explained in numerous articles (Kushev et al 2002;Sabo et al 2004;Ananda Kumar et al 2009;Basappa et al 2009;Mudit et al 2009;Varbanov et al 2010;Matovic et al 2013;Hmuda et al 2014;Kosaric et al 2014;Bugarcic et al 2015). Comparing with results obtained in this article, many of tested Pd(II) complexes, seleno-organic compounds, hydantoins and their combinations exerted considerable cytotoxicity on cancer cell lines.…”

Section: Discussionsupporting

confidence: 75%

“…Modern medicine is still largely focused on the application of platinum-containing (Kalinowska-Lis et al 2008;Jevtic et al 2014) and palladium-containing (Sabo et al 2004;Matovic et al 2013) chemotherapeutic cytotoxic agents. On the other hand, selenium has proven to be an important supplement for the suppression of the side effects of chemotherapy (Schroeder et al 2004;Markovic et al 2011;Brodin et al 2015;Mut-Salud et al 2016).…”

Section: Introductionmentioning

confidence: 99%

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Novel seleno-hydantoin palladium(II) complex – antimigratory, cytotoxic and prooxidative potential on human colon HCT-116 and breast MDA-MB-231 cancer cells

Živanović

Košarić²,

Šmit³

et al. 2017

gpb

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Selenium and palladium containing compounds separately exert multifunctional effects on cells. While selenium containing compounds usually exert antioxidative properties, palladium(II) containing compounds are cytotoxic and prooxidative. Here we investigated biological effects of bicyclic seleno-hydantoin cis-7a-ethyl-5-methyl-5-phenylselanylmethyl-tetrahydro-pyrrolo[1,2-c] imidazole-1,3-dione (Hid-Se), and its palladium(II) complex, trans-bis-(cis-7a-ethyl-5-methyl-5-phenylselanylmethyl-tetrahydro-pyrrolo[1,2-c]imidazole-1,3-dionato) palladium(II) chloride ((Hid-Se) 2 Pd) on human colon HCT-116 and breast MDA-MB-231 cancer cell lines. Hid-Se and (Hid-Se) 2 Pd showed prooxidative and cytotoxic character. In all performed experiments (Hid-Se) 2 Pd proved to be more active, i.e. this substance exerted greater prooxidative effect, cytotoxicity and influence on cell migration potential. Even though Hid-Se and (Hid-Se) 2 Pd enhanced migration of HCT-116 cells, very important feature of these substances is the strong antimigratory potential on metastatic MDA-MB-231 cells.

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Section: Discussionsupporting

confidence: 75%

Section: Introductionmentioning

confidence: 99%

Novel seleno-hydantoin palladium(II) complex – antimigratory, cytotoxic and prooxidative potential on human colon HCT-116 and breast MDA-MB-231 cancer cells

Živanović

Košarić²,

Šmit³

et al. 2017

gpb

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“…The IC 50 value of the tested compound appears to be comparable with those of commercial drugs that are in clin-ical use. 1,2 Between the chosen macromolecules to which the compounds were computationally simulated, the group of chaperon proteins (Grp78 from endoplasmic reticulum (ER) and Hsc70 from cytosol) were evidenced as better hosts than oligonucleotides (DNA). Furthermore, it was found that the different substituents on oxamide nitrogens resulted in the difference in cytotoxicity of the compounds.…”

Section: Introductionmentioning

confidence: 99%

Structural, biological and computational study of oxamide derivative

Filipović

Mrkalić

Pelosi

et al. 2022

JSCS

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A dicarboxylato-diamide-type compound 2,2'-[(1,2-dioxoethane-1,2- -diyl)diimino]dibenzoic acid (H4obbz) (1) was synthesized and characterized. The crystal structure of K2H2obbz?2H2O (2) was determined by X-ray diffracttion analysis. The cytotoxic activities of the compounds were tested against four different cancer cell lines MCF-7, A549, HT-29, HeLa and a human normal cell line MRC-5. The results indicate reasonable dose-dependent cytotoxicity of the ligands that show selectivity against the tested carcinoma and healthy cell lines. Flow cytometric analysis and fluorescence microscopy showed that the most active compound, H4obbz, induced apoptosis and G0/G1 cell cycle arrest, indicating blockage of DNA synthesis as a possible mechanism that triggers apoptosis. Docking and molecular dynamics simulations gave similar responses regarding interactions (binding) between their ligands and chaperon Grp78. The MMGBSA determined ?G binding energies were in the range from -104 to -140 kJ mol-1.

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“…However, clinical problems like high toxicity, resistance to the drug or unwanted side-effects have limited their use [2,3]. In this regard, scientists have focused their attention to develop other classes of metal-based compounds, with the hope of finding less toxic and more effective anticancer drugs and also finding novel modes of DNA interactions [4][5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%

New salen-type manganese(III) Schiff base complexes derived from meso-1,2-diphenyl-1,2-ethylenediamine: In vitro anticancer activity, mechanism of action, and molecular docking studies

Damercheli

Dayyani

Behzad

et al. 2015

Journal of Coordination Chemistry

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Four new manganese(III) Schiff base complexes (1-4) were synthesized and characterized. The complexes have general formula [MnClL x ] in which L represents a Schiff base ligand derived from condensation of meso-1,2-diphenyl-1,2-ethylenediamine with salicylaldehyde or its 3-OMe-, 5-Br-or 5-OMe-derivatives (x = 1-4, respectively). The crystal structure of [MnClL 1 ](1) was characterized by X-ray crystallography. The in vitro anticancer activity of these complexes was evaluated by MTT and apoptosis assays against human breast (MCF-7) and liver (Hep G2) cancer cells. The complexes exhibited considerable antiproliferative activity against both cell lines (IC 50 = 10.8-21.02 µM) comparable to cis-platin, except 4 (MCF-7). The highest activity was found for 1 with IC 50 values of 13.62 µM (MCF-7) and 10.8 µM (Hep G2). Flow cytometry experiments showed that 1 induced apoptosis on MCF-7 tumor cell line. Docking simulations using AUTODOCK were also carried out. The results showed that all complexes fitted into the minor groove region of DNA.

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Antitumor effects of a tetradentate amido-carboxylate ligands and corresponding square-planar palladium(II) complexes toward some cancer cells. Crystal structure, DFT modeling and ligand to DNA probe Docking simulation

Cited by 30 publications

References 65 publications

Novel seleno-hydantoin palladium(II) complex – antimigratory, cytotoxic and prooxidative potential on human colon HCT-116 and breast MDA-MB-231 cancer cells

Novel seleno-hydantoin palladium(II) complex – antimigratory, cytotoxic and prooxidative potential on human colon HCT-116 and breast MDA-MB-231 cancer cells

Structural, biological and computational study of oxamide derivative

New salen-type manganese(III) Schiff base complexes derived from meso-1,2-diphenyl-1,2-ethylenediamine: In vitro anticancer activity, mechanism of action, and molecular docking studies

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