Novel chiral Schiff base Palladium(II), Nickel(II), Copper(II) and Iron(II) complexes: Synthesis, characterization, anticancer activity and molecular docking studies

Başaran, Eyüp; Soğukömeroğulları, Hatice Gamze; Çakmak, Reşit; Akkoç, Senem; Taşkın‐Tok, Tuğba; Köse, Ayşegül

doi:10.1016/j.bioorg.2022.106176

Cited by 34 publications

(14 citation statements)

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“…The complexes have partial solubility in solvents such as DMF and DMSO. [12,39] The NMR spectrum could not be obtained, because the Pd(II) complex could not be clearly dissolved in organic solvents. In the solvent DMSO-d 6 , the NMR spectra of the H 2 L Schiff base ligand were obtained.…”

Section: Resultsmentioning

confidence: 99%

“…[3,4] Various Schiff base ligands and their metal complexes have been used as optical materials, models of reaction centers of metalloenzymes, effective catalysts in the reactions of many organic and asymmetric compounds and luminescence materials. [5] In addition, these compounds are used as anti-corrosion dyes, [6,7] pigments [8] and polymer stabilizers [9] and can show many biological activities together with anticancer, [10][11][12] antioxidant, [13,14] antimicrobial, [15,16] and antiviral activities. [17,18] Metal complexes are known to increase the rate of drug action, and the efficacy of the therapeutic agent can generally be increased upon coordination with a metal ion, so complexing ligands represent an effective strategy in biological activities.…”

Section: Introductionmentioning

confidence: 99%

“…Various Schiff base ligands and their metal complexes have been used as optical materials, models of reaction centers of metalloenzymes, effective catalysts in the reactions of many organic and asymmetric compounds and luminescence materials [5] . In addition, these compounds are used as anti‐corrosion dyes, [6,7] pigments [8] and polymer stabilizers [9] and can show many biological activities together with anticancer, [10–12] antioxidant, [13,14] antimicrobial, [15,16] and antiviral activities [17,18]…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, Photoluminescence Properties and Antiproliferative Activity of New Pd(II), Ni(II) and Cu(II) Mixed Complexes Bearing Schiff Base Ligand and 1,10‐phenanthroline

et al. 2023

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In this study, new mixed ligand Cu(II), Ni(II) and Pd(II) metal complexes were synthesized and characterized by NMR (for ligand), UV‐Vis, elemental analysis, FT‐IR, molar conductivity techniques. While the octahedral structure is recommended for Cu(II) and Ni(II) complexes, the square plane structure is recommended for the Pd(II) complex. The compounds lack conductivity traits indicating their non‐electrolyte nature in solution. Photoluminescence properties of the synthesized mixed ligand complexes were investigated. These three complexes showed emission bands when excited at their maximum absorbances. The excitation/emission bands of the Pd(II) complex shifted to higher (red) wavelengths when compared to the Cu(II) and Ni(II) complexes. The Pd(II) complex showed the Stokes shift of 26 nm. These metal complexes were screened for their anticancer activities against the colon cancer (DLD‐1) and lung cancer (A549) cell lines. The results show that these complexes have antiproliferative activity. In particular, two of the complexes (Pd(II) and Cu(II)) were found to have a higher cytotoxic effect than the positive control drug cisplatin with low IC50 values.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, Characterization, Photoluminescence Properties and Antiproliferative Activity of New Pd(II), Ni(II) and Cu(II) Mixed Complexes Bearing Schiff Base Ligand and 1,10‐phenanthroline

et al. 2023

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“…The mode of action of such compounds is described as association with G‐quadruplex deoxyribonucleic acid (DNA) and inhibition of telomerase. [ 24–30 ]…”

Section: Introductionmentioning

confidence: 99%

“…The mode of action of such compounds is described as association with G-quadruplex deoxyribonucleic acid (DNA) and inhibition of telomerase. [24][25][26][27][28][29][30] The influence of substituents at the salicylidene moieties on the antitumor activity has already been studied in our group. The most promising [N,N'-bis(3-methoxysalicylidene)-1,2-phenylenediamine] nickel(II) complex showed strong inhibition of cell proliferation, high apoptosis induction, and the competence to overcome resistance against vincristine in Burkitt-like lymphoma (BJAB) and human B-cell precursor (Nalm-6) cells.…”

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confidence: 99%

Synthesis and biological evaluation of salophen nickel(II) and cobalt(III) complexes as potential anticancer compounds

Nisman

Baecker

Descher

et al. 2023

Archiv der Pharmazie

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Recent in vitro investigations of N,N′-bis(salicylidene)-1,2-phenylenediamine (SAP) iron(III) complexes substituted with alkyl (ethyl, propyl, butyl) carboxylates at position 4 in tumor and leukemia cells revealed strong cytotoxic activity. In continuation of this study, analogous nickel(II) and cobalt(III) complexes were synthesized and tested in HL-60 leukemia, and cisplatin-sensitive and -resistant A2780 ovarian cancer cell lines. The biological activity depended on the extent of cellular uptake and the formation of reactive oxygen species (ROS). Inactive [(Ni(II) SAP] complexes (1−3) only marginally accumulated in tumor cells and did not induce ROS. The cellular uptake of [Co(III)SAP]Cl complexes (4−6) into the cells depended on the length of the ester alkyl chain (ethyl, 4 < propyl, 5 < butyl, 6). The cytotoxicity correlated with the presence of ROS. The low cytotoxic complex 4 induced only few ROS, while 5 and 6 caused a good to outstanding antiproliferative activity, exerted high ROS generation, and induced cell death after 48 h. Necrostatin-1 prevented the biological effects, proving necroptosis as part of the mode of action. Interestingly, the effects of 5 and 6 were not reversed by Ferrostatin-1, but even enhanced upon simultaneous application to the tumor cells.

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Synthesis, Crystal Structure, Formation Mechanism, Theoretical Studies, and Biological Evaluation of Azine‐Based Bismuth (III) Complex

Yao,

Tang,

Fan

et al. 2024

Applied Organom Chemis

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The azine‐based bismuth (III) complex [Bi(H2L1)(NO3)3(H2O)2]•H2O(1a) was synthesized by an equivalent reaction between Schiff base and Bi (NO3)3•5H2O using mannitol as an auxiliary agent. During the formation of the complex (1a), the Schiff base containing 3‐methoxy group transformed into 3‐methoxysalicylaldehyde azine and further coordinated with BiIII ion to form a mononuclear BiIII complex (1a). Bismuth (III) ions were unexpectedly found to catalyze the formation of the azines from Schiff bases derived from pyrazinohydrazide, and their formation mechanism was further studied. Theoretical studies of the complex (1a) involving thermodynamic and electronic properties were done using the density functional theory (DFT) B3LYP method. Furthermore, in vitro biological evaluation showed that the antimicrobial and cytotoxic activities of the complex (1a) were much higher than those of free ligands. The obtained MIC and IC50 values of the complex (1a) were almost close to those of the reference drugs.

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Novel chiral Schiff base Palladium(II), Nickel(II), Copper(II) and Iron(II) complexes: Synthesis, characterization, anticancer activity and molecular docking studies

Cited by 34 publications

References 50 publications

Synthesis, Characterization, Photoluminescence Properties and Antiproliferative Activity of New Pd(II), Ni(II) and Cu(II) Mixed Complexes Bearing Schiff Base Ligand and 1,10‐phenanthroline

Synthesis, Characterization, Photoluminescence Properties and Antiproliferative Activity of New Pd(II), Ni(II) and Cu(II) Mixed Complexes Bearing Schiff Base Ligand and 1,10‐phenanthroline

Synthesis and biological evaluation of salophen nickel(II) and cobalt(III) complexes as potential anticancer compounds

Synthesis, Crystal Structure, Formation Mechanism, Theoretical Studies, and Biological Evaluation of Azine‐Based Bismuth (III) Complex

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