Bioactivity, molecular docking and anticancer behavior of pyrrolidine based Pt(II) complexes: Their kinetics, DNA and BSA binding study by spectroscopic methods

Tarai, Swarup Kumar; Mandal, Saikat; Bhaduri, Rituparna; Pan, Angana; Biswas, Pritam; Bhattacharjee, A.; Moi, Sankar Ch.

doi:10.1016/j.saa.2022.122059

Cited by 8 publications

(3 citation statements)

References 82 publications

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“…The intrinsic binding constant was found to be k b = 3.60 × 10 6 M −1 suggesting moderate intercalative interaction, compared to classical intercalators (k b ~10 6 ) function of added DNA. The isosbestic point at 290 nm confirms the bonding of ligands with DNA [33][34].…”

Section: Dna-bindingmentioning

confidence: 65%

New Heterocyclic Organo-Chalcogenide Compounds: Synthesis, Physicochemical Characterization, and Evaluation of Anticancer Activity against Breast Cancer Cells

Abbas

Al-Luaibi

Al-Assadi³

2023

Indones. J. Chem.

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This work aimed to synthesize, characterize and evaluate the thermal stability of new sulfur and selenium organochalcogenide derivatives and to test the cytotoxic activity against breast adenocarcinoma cell line (MCF-7) through conducting MTT assay and AO/EB dual staining-technique. Two series of ten organo-chalcogen compounds: 4-(substituted)phenylthiomorpholine-3,5-dione and 4-(substituted)phenylselenomorpholine-3,5-dione were prepared by the reaction of Na2S·3H2O and NaHSe with N-(substituted)phenyl-2-chloro-N-(2-chloroacetyl)acetamide, respectively, under nitrogen atmosphere to give the corresponding cyclic chalcogenide ligands. All new compounds were characterized by melting point, FTIR, elemental analysis, UV-Visible, 1H-NMR and 13C-NMR. Meanwhile, TG/DTA analysis of some of these ligands was conducted to evaluate the thermal stability, kinetic, and characteristic thermodynamic parameters. Absorption spectroscopy was used to investigate these compounds with human DNA. The experimental results investigated a hypochromic effect via intercalation binding mode. The role of the prepared ligands in breast cell lines has been investigated by conducting MTT assay via spectroscopic techniques on HBL100 and MCF-7, normal and cancer breast cell lines, respectively. Cell death was seen after AO/EB dye staining method employing the fluorescence microscopy technique. The results revealed that these compounds possess cytotoxic activity on the MCF-7 and HBL-100 cell lines at a fixed concentration.

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Section: Dna-bindingmentioning

confidence: 65%

New Heterocyclic Organo-Chalcogenide Compounds: Synthesis, Physicochemical Characterization, and Evaluation of Anticancer Activity against Breast Cancer Cells

Abbas

Al-Luaibi

Al-Assadi³

2023

Indones. J. Chem.

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“…The binding constants (Table ) of the Pd(II) complexes are compared with the Pt(II) complexes , with the same carrier as well as the ancillary ligands. It is observed that the binding constants are more or less close to each other, and their order of binding constants are the same.…”

Section: Resultsmentioning

confidence: 99%

Anticancer Behavior of Pyrrolidine-Based Palladium(II) Complexes and Biophysical Approach on Their DNA, BSA Binding Activity, Molecular Docking, and DFT Study

et al. 2023

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A series of pyrrolidine-based Pd(II) complexes, [Pd(AEP)Cl 2 ] (C-1), [Pd(AEP)(OH 2 ) 2 ] 2+ (C-2), [Pd(AEP)(Lcys)] + (C-3), [Pd(AEP)(N-ac-L-cys)] (C-4), [Pd(AEP)(GSH)] (C-5), and [Pd(AEP)(DL-meth)] 2+ (C-6) (where, AEP = 1-(2aminoethyl)pyrrolidine, L-cys = L-cysteine, N-ac-L-cys = N-acetyl-L-cysteine, GSH = glutathione, and DL-meth = DL-methionine), as anticancer drug candidates have been synthesized and characterized. The DNA binding property of the complexes was executed by gel electrophoresis and spectrophotometric and viscometric methods, and their interaction with BSA was also investigated by various spectroscopic methodologies. The binding activity of the Pd(II) complexes with DNA and BSA were assessed to evaluate their binding mode and binding constants. Molecular docking was performed to correlate with the experimental results on the interaction of the complexes with DNA and BSA. The changes in the microenvironmental and structural properties of BSA are monitored by a synchronous and 3D fluorescence study. The structural properties were evaluated by DFT and TD-DFT studies. The anticarcinogenic activity of the Pd(II) complexes was assessed by PASS prediction software to corroborate with the experimental results of the anticancer activity of the complexes. The ROS generation in cancer cell lines has been investigated, and the cell death mechanism through apoptosis was confirmed by measuring the protein expression. All these complexes have excellent anticancer activity compared to ancillary ligands. The cancer cell line (HCT116) shows almost similar or better cell inhibition activity when treated with the Pd(II) complexes compared to cisplatin, whereas the adverse effect is minimum on a normal cell (NKE). Both the Pd(II) and Pt(II) complexes carrying the same ligands reveal almost similar antiproliferative activity.

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“…From this background, we have chosen Pd(II) as the metal center and an aromatic ligand having an N,N donor center (2,2′-bipyridine) , as a building block considering the donor center of cis-DDP to explore its kinetic and mechanistic behavior for in vitro studies using three selected amino acids: glycine, l -arginine, and l -glutamic acids. In addition, such metal complexes interrelate noncovalently with DNA due to their planar aromatic rings, which have the potential of powerful anticancerous drugs. , The calf thymus (ctDNA) has been used primarily for DNA binding studies during the development of metallodrugs for chemotherapeutic applications using different metal-based complexes such as Pd, Cu, Zn, and Ru. , In vitro studies, such as evaluation of the linear Stern–Volmer quenching constant ( K sv ), ability to cleave plasmid DNA (pBR 322), and antimicrobial activity of the complex and ligand, are beneficial to understand the biological activity of the metal complex at a molecular level for indicating the interaction specificity with DNA …”

Section: Introductionmentioning

confidence: 99%

Synthesis, Kinetics, Reaction Mechanism, and Bioactivity Assays of a Dimeric Palladium Complex

Dey,

Kumar,

Dutta

et al. 2023

ACS Omega

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Bioactivity, molecular docking and anticancer behavior of pyrrolidine based Pt(II) complexes: Their kinetics, DNA and BSA binding study by spectroscopic methods

Cited by 8 publications

References 82 publications

New Heterocyclic Organo-Chalcogenide Compounds: Synthesis, Physicochemical Characterization, and Evaluation of Anticancer Activity against Breast Cancer Cells

New Heterocyclic Organo-Chalcogenide Compounds: Synthesis, Physicochemical Characterization, and Evaluation of Anticancer Activity against Breast Cancer Cells

Anticancer Behavior of Pyrrolidine-Based Palladium(II) Complexes and Biophysical Approach on Their DNA, BSA Binding Activity, Molecular Docking, and DFT Study

Synthesis, Kinetics, Reaction Mechanism, and Bioactivity Assays of a Dimeric Palladium Complex

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