Novel triphenyltin(<scp>iv</scp>) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation

Kasalović, Marijana P.; Jelača, Sanja; Milanović, Žiko; Maksimović-Ivanić, Danijela; Mijatović, Sanja; Lađarević, Jelena; Božić, Bojan; Marković, Zoran; Dunđerović, Duško; Rüffer, Tobias; Kretschmer, Robert; Kaluđerović, Goran N.; Pantelić, Nebojša Đ.

doi:10.1039/d4dt00182f

Dalton Trans.

2024

DOI: 10.1039/d4dt00182f

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Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation

Marijana P. Kasalović,

Sanja Jelača,

Žiko Milanović

et al.

Abstract: Three triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones are reported. The compounds showed remarkable anticancer activity in lower micromolar concentrations. The most active compound exhibited a better in vivo profile than cisplatin.

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Cited by 7 publications

References 70 publications

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Synthesis, structures, and cytotoxicity insights of organotin(IV) complexes with thiazole-appended pincer ligand

Basu Baul,

Brahma,

Tamang

et al. 2025

Journal of Inorganic Biochemistry

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Synthesis, structures, and cytotoxicity insights of organotin(IV) complexes with thiazole-appended pincer ligand

Basu Baul,

Brahma,

Tamang

et al. 2025

Journal of Inorganic Biochemistry

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The Counterion (SO42− and NO3−) Effect on Crystallographic, Quantum-Chemical, Protein-, and DNA-Binding Properties of Two Novel Copper(II)–Pyridoxal-Aminoguanidine Complexes

Jevtovic,

Golubović,

Alshammari

et al. 2024

Crystals

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New Cu(II) complexes with pyridoxal-aminoguanidine (PLAG) ligands and different counterions (SO42− and NO3−) were prepared and their crystal structures were solved by the X-ray crystallography. The geometries of the obtained complexes significantly depended on the counterions, leading to the square-pyramidal structure of [Cu(PLAG)NO3H2O]NO3 (complex 1) and square-planar structure of [Cu(PLAG)H2O]SO4 (complex 2). The intermolecular interactions were examined using the Hirshfeld surface analysis. The theoretical structures of these complexes were obtained by optimization at the B3LYP/6-311++G(d,p)(H,C,N,O,S)/LanL2DZ(Cu) level of theory. The Quantum Theory of Atoms in Molecules (QTAIM) was applied to assess the strength and type of the intramolecular interactions and the overall stability of the structures. The interactions between the complexes and transport proteins (human serum albumin (HSA)) and calf thymus DNA (CT-DNA) were examined by spectrofluorometric/spectrophotometric titration and molecular docking. The binding mechanism to DNA was assessed by potassium iodide quenching experiments. The importance of counterions for binding was shown by comparing the experimental and theoretical results and the examination of binding at the molecular level.

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Synthesis, Crystallographic Structure, Stability, and HSA-Binding Affinity of a Novel Copper(II) Complex with Pyridoxal-Semicarbazone Ligand

Jevtovic,

Rakić,

Živković

et al. 2024

Crystals

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Copper–semicarbazone ligands have been extensively investigated for several medicinal applications. In this contribution, a novel copper(II) complex with a pyridoxal–semicarbazone ligand, [Cu(PLSC)Cl(H2O)](NO3)(H2O), was synthesized and characterized by X-ray crystallography, elemental analysis, UV-VIS, and FTIR spectroscopies. The stabilization interactions within the structure were assessed using the Hirshfeld surface analysis. The crystallographic structure was optimized at the B3LYP/6-311++G(d,p)(H,C,N,O)/LanL2DZ(Cu) level of theory. A comparison between the experimental and theoretical bond lengths and angles was undertaken to verify the applicability of the selected level of theory. The obtained high correlation coefficients and low mean absolute errors confirmed that the optimized structure is suitable for further investigating the interactions between donor atoms and copper, along with the interactions between species in a neutral complex, using the Quantum Theory of Atoms in Molecules approach. The electrostatic potential surface map was used to reveal distinct charge distributions. The experimental and calculated FTIR spectra were compared, and the most prominent bands were assigned. The interactions with human serum albumin (HSA) were assessed by spectrofluorometric titration. The spontaneity of the process was proven, and the thermodynamic parameters of binding were calculated. Molecular docking analysis identified the most probable binding site, providing additional insight into the nature of the interactions.

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Novel triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones as promising potential anticancer drug candidates: in vitro and in vivo evaluation

Abstract: Three triphenyltin(iv) compounds with carboxylato N-functionalized 2-quinolones are reported. The compounds showed remarkable anticancer activity in lower micromolar concentrations. The most active compound exhibited a better in vivo profile than cisplatin.

Cited by 7 publications

References 70 publications

Synthesis, structures, and cytotoxicity insights of organotin(IV) complexes with thiazole-appended pincer ligand

Synthesis, structures, and cytotoxicity insights of organotin(IV) complexes with thiazole-appended pincer ligand

The Counterion (SO42− and NO3−) Effect on Crystallographic, Quantum-Chemical, Protein-, and DNA-Binding Properties of Two Novel Copper(II)–Pyridoxal-Aminoguanidine Complexes

Synthesis, Crystallographic Structure, Stability, and HSA-Binding Affinity of a Novel Copper(II) Complex with Pyridoxal-Semicarbazone Ligand

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