Copper(II) complexes with pyridoxal dithiocarbazate and thiosemicarbazone ligands: crystal structure, spectroscopic analysis and cytotoxic activity

Gatto, Claudia C.; Chagas, Marcio A. S.; Lima, Iariane J.; Mello-Andrade, Francyelli; Silva, Hugo D.; Abrantes, Gabrielly R.; Lacerda, Elisângela P. Silveira-

doi:10.1007/s11243-018-00299-8

Cited by 18 publications

(12 citation statements)

References 47 publications

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“…The following structures formed between copper and title ligand have been previously described in the literature: [Cu(PLSC)Cl 2 ], [Cu(PLSC)(H 2 O) (SO 4 )] 2 ·3H 2 O, [Cu 2 (PLSC) 2 (NCS) 2 ](NCS) 2 , [Cu(PLSC)(NO 3 ) 2 (CH 3 OH)], and [Cu(PLSC–2H]NH 3 ·H 2 O, as published 2011 [ 3 ]. These copper complexes demonstrate excellent anticancer activity [ 7 , 8 ]. PLSC ligand complexes with cobalt are also numerous.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Theoretical Calculations, Antibacterial Activity, Electrochemical Behavior, and Molecular Docking of Ni(II) and Cu(II) Complexes with Pyridoxal-Semicarbazone

et al. 2022

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New Ni (II) and Cu (II) complexes with pyridoxal-semicarbazone were synthesized and their structures were solved by X-ray crystallography. This analysis showed the bis-ligand octahedral structure of [Ni(PLSC-H)2]·H2O and the dimer octahedral structure of [Cu(PLSC)(SO4)(H2O)]2·2H2O. Hirshfeld surface analysis was employed to determine the most important intermolecular interactions in the crystallographic structures. The structures of both complexes were further examined using density functional theory and natural bond orbital analysis. The photocatalytic decomposition of methylene blue in the presence of both compounds was investigated. Both compounds were active toward E. coli and S. aureus, with a minimum inhibition concentration similar to that of chloramphenicol. The obtained complexes led to the formation of free radical species, as was demonstrated in an experiment with dichlorofluorescein-diacetate. It is postulated that this is the mechanistic pathway of the antibacterial and photocatalytic activities. Cyclic voltammograms of the compounds showed the peaks of the reduction of metal ions. A molecular docking study showed that the Ni(II) complex exhibited promising activity towards Janus kinase (JAK), as a potential therapy for inflammatory diseases, cancers, and immunologic disorders.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, Theoretical Calculations, Antibacterial Activity, Electrochemical Behavior, and Molecular Docking of Ni(II) and Cu(II) Complexes with Pyridoxal-Semicarbazone

et al. 2022

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“…Series of thiosemicarbazones and their Cu(II) complexes cytotoxic activity was studied and was noted that ligands chelation with Cu(II) enhances its antitumor activity well [39]. Copper(II) complexes of pyridoxal dithiocarbazate and thiosemicarbazone ligands are prone to study antitumor activities (Ehrlich and S-180 cells) and it was observed that these complexes were very active towards the cell death and they will act as excellent drug against cancer in future [40]. Copper(II) complexes bearing 2-hydroxynaphthaldehyde-based thiosemicarbazones shows cytotoxic activity against lung cancer (A549) cell line and human kidney (HEK-293 T) cell lines and it was observed that these complexes are active in cell death and it was showing excellent medical properties [41].…”

Section: Copper Complexesmentioning

confidence: 99%

Cytotoxic Activity of Schiff Bases and Their Complexes

Jyothi¹,

Pulivarthi²

2023

Schiff Base in Organic, Inorganic and Physical Chemistry

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Various organic chelating agents have many applications in treating the several diseases and they act as antibacterial, antiviral, antimalarial and cytotoxic agents. Among the organic chelating agents thiosemicarbazones and their derivatives play a unique role in various fields of medicine. Thiosemicarbazones and their derivatives find a numerous applications and among them cytotoxic activity occupies a major portion due to the severity of the cancer treatment. In this present chapter we described and discussed the cytotoxic activity of thiosemicarbazones, their derivatives and various metal complexes of them. For this purpose, we reviewed the research articles published in various reputed international journals since 35 years. We summarized the results of those research findings and it is found that among the various metal ions, mostly the platinum and palladium complexes are effective cytotoxic agents than other metal complexes.

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“…Hard nitrogen and soft sulfur donor atoms are co-present in the structure of important multidentate ligands such as dithiocarbazates, thiosemicarbazones and bis-thiosemicarbazones. Given the presence of the N,S donor set, these ligands coordinate a wide range of transition and non-transition metal ions [21][22][23] , generating stable complexes with promising pharmacological properties including antifungal, antibacterial, and antitumor activities 7,[24][25][26][27][28][29][30][31][32][33] . Among these, copper(II) compounds appear to be promising candidates due to their cytotoxic activity against human cancer cell lines 2,6,7,28,31,[34][35][36][37][38] .…”

Section: Introductionmentioning

confidence: 99%

“…Given the presence of the N,S donor set, these ligands coordinate a wide range of transition and non-transition metal ions [21][22][23] , generating stable complexes with promising pharmacological properties including antifungal, antibacterial, and antitumor activities 7,[24][25][26][27][28][29][30][31][32][33] . Among these, copper(II) compounds appear to be promising candidates due to their cytotoxic activity against human cancer cell lines 2,6,7,28,31,[34][35][36][37][38] . Moreover, tetradentate N2S2 bisthiosemicarbazones present a strong potential for cancer theranostics, as they have been exploited in the radiopharmaceutical field to prepare stable complexes with radiometals suitable for molecular imaging 22,39 .…”

Section: Introductionmentioning

confidence: 99%

Copper(II) and copper(I) complexes with a bidentate hydrazinic dithiocarbazate: synthesis and crystal structures

Palma

Salvarese

Gobbi

et al. 2023

Preprint

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In this work, we explored the ability of N-methyl-S-methyl dithiocarbazate ([H2N-N(CH3)C(=S)SCH3]; DTCZ) to form coordination complexes with copper starting from different copper (II, I) sources. Data proved that the type of used salt affects the stoichiometry and structure of the obtained coordination complexes. Copper complexes of general empirical formula [Cu(DTCZ)Cl2] (1), [Cu(DTCZ)2NO3]NO3 (2), [Cu(DTCZ)2(OH2)]SO4 (3), [Cu(DTCZ)2]PF6 (4), [Cu(DTCZ)(PPh3)2]NO3 (5) and [Cu(DTCZ)2]Br (6) were synthesized in high yield and characterized by elemental analysis, UV-Vis and IR spectroscopy. Molecular structures of 1-6 and also of side- products [Cu(DTCZ)2SO4] (3a), [Cu(DTCZ)2](PF6)(OH) (4b) and [CuBr(C3H7NS2)]n (6a) were determined by single crystal X-ray diffraction (XRD). In all cases, DTCZ binds the metal in the neutral form through the hydrazine nitrogen (NH2) and thione sulphur (S) atom set, forming monosubstituted and disubstituted complexes having tetrahedral, square planar, or square pyramidal geometries, depending on the copper source. In addition, two one-dimensional (1D) coordination polymers and water channels have been observed in the crystal states.

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Copper(II) complexes with pyridoxal dithiocarbazate and thiosemicarbazone ligands: crystal structure, spectroscopic analysis and cytotoxic activity

Cited by 18 publications

References 47 publications

Synthesis, Crystal Structure, Theoretical Calculations, Antibacterial Activity, Electrochemical Behavior, and Molecular Docking of Ni(II) and Cu(II) Complexes with Pyridoxal-Semicarbazone

Synthesis, Crystal Structure, Theoretical Calculations, Antibacterial Activity, Electrochemical Behavior, and Molecular Docking of Ni(II) and Cu(II) Complexes with Pyridoxal-Semicarbazone

Cytotoxic Activity of Schiff Bases and Their Complexes

Copper(II) and copper(I) complexes with a bidentate hydrazinic dithiocarbazate: synthesis and crystal structures

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