Synthesis, antiproliferative activity and mechanism of copper(II)-thiosemicarbazone complexes as potential anticancer and antimicrobial agents

Qi, Jinxu; Wang, Xuejiao; Liu, Taichen; Kandawa‐Schulz, Martha; Wang, Yihong; Zheng, Xinhua

doi:10.1080/00958972.2020.1768378

Cited by 31 publications

(18 citation statements)

References 52 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Copper complexes exhibited more antimicrobial activity to Gram-negative bacteria than Gram-positive bacteria. The authors [58] associate this result with the complexity of the cell wall structure of Gram-positive bacteria and Gramnegative bacteria. The lipid membrane facilitates the passage of any fat-soluble substance, and liposolubility is known to be an important factor in controlling antibacterial activity.…”

Section: N-donor Ligandsmentioning

confidence: 84%

See 1 more Smart Citation

Recent Studies on the Antimicrobial Activity of Copper Complexes

Zalevskaya

Gur’eva

2021

Russ J Coord Chem

View full text Add to dashboard Cite

The analysis of publications in 2020, devoted to the synthesis of copper(II) complexes and the study of their antimicrobial properties, indicates that this area of medicinal chemistry is promising. Organic compounds of various classes were studied as starting ligands. First of all, these are N-donor imines, amines, heterocyclic compounds, as well as N,O-donor ligands and sulfur-containing ligands. In most works, the fact of a higher biological activity of the metal complex in comparison with the corresponding ligand was established. Evaluating the influence of the nature of the metal on the antimicrobial activity of the metal complex, the authors most often come to the conclusion that it is copper(II) complexes that are the most effective inhibitors of the growth of pathogenic bacteria. The scale of the studies presented indicates a high interest in this group of metal complexes, and the results indicate good prospects for using copper complexes as antimicrobial drugs.

show abstract

Section: N-donor Ligandsmentioning

confidence: 84%

“…The synthesis and characterization of the three copper thiosemicarbazone complexes 46-48 are described [58]. Although the ligands HL 46 -HL 48 are similar in structure, the copper complexes are not.…”

Section: N-donor Ligandsmentioning

confidence: 99%

Recent Studies on the Antimicrobial Activity of Copper Complexes

Zalevskaya

Gur’eva

2021

Russ J Coord Chem

View full text Add to dashboard Cite

show abstract

“…This led to the discovery of di-2-pyridylketone-4-cyclohexyl-4-methyl-3-thiosemicarbazone, which was found to be effective in the treatment of neuroblastoma [ 11 ]. Recently, there have been reports on the biological activity of thiosemicarbazone derivative complexes [ 12 , 13 , 14 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

Influence of Complexation of Thiosemicarbazone Derivatives with Cu (II) Ions on Their Antitumor Activity against Melanoma Cells

Pitucha

Korga-Plewko

Czylkowska

et al. 2021

IJMS

View full text Add to dashboard Cite

A series of thiosemicarbazone derivatives was prepared and their anti-tumor activity in vitro was tested. The X-ray investigation performed for compounds T2, T3 and T5 confirmed the synthesis pathway and assumed molecular structures of analyzed thiosemicarbazones. The conformational preferences of the thiosemicarbazone system were characterized using theoretical calculations by AM1 method. Selected compounds were converted into complexes of Cu (II) ions. The effect of complexing on anti-tumor activity has been investigated. The copper(II) complexes, with Schiff bases T1, T10, T12, T13, and T16 have been synthesized and characterized by chemical and elemental analysis, FTIR spectroscopy and TGA method. Thermal properties of coordination compounds were studied using TG-DTG techniques under dry air atmosphere. G361, A375, and SK-MEL-28 human melanoma cells and BJ human normal fibroblast cells were treated with tested compounds and their cytotoxicity was evaluated with MTT test. The compounds with the most promising anti-tumour activity were then selected and their cytotoxicity was verified with cell cycle analysis and apoptosis/necrosis detection. Additionally, DNA damages in the form of a basic sites presence and the expression of oxidative stress and DNA damage response genes were evaluated. The obtained results indicate that complexation of thiosemicarbazone derivatives with Cu (II) ions improves their antitumor activity against melanoma cells. The observed cytotoxic effect is associated with DNA damage and G2/M phase of cell cycle arrest as well as disorders of the antioxidant enzymes expression.

show abstract

“…Potentially, there might be also a role in the treatment of cancer [2,7,[10][11][12][13][14][15]. For the last years, copper complexes have been intensively studied for their tumoricidal features as components of cancer treatment [16][17][18][19][20][21][22][23][24][25]. It has been shown that aliphatic aldehydes in the structure of Schiff bases destabilize, whereas aromatic aldehydes stabilize the molecule of Schiff bases due to the conjugation system [26,27].…”

Section: Introductionmentioning

confidence: 99%

“…Although some properties of Schiff base copper complexes are already well known, they still are considered a novel class of molecules with expanding fields of applications in the design of new therapeutic agents [16][17][18][19][20][21][22][23][24][25] offering a huge potential to synthesize new Schiff base-derived complexes with more advanced features.…”

Section: Introductionmentioning

confidence: 99%

The radioenhancement potential of Schiff base derived copper (II) compounds against lung carcinoma in vitro

et al. 2021

View full text Add to dashboard Cite

For the last years, copper complexes have been intensively implicated in biomedical research as components of cancer treatment. Herewith, we provide highlights of the synthesis, physical measurements, structural characterization of the newly developed Cu(II) chelates of Schiff Bases, Cu(Picolinyl-L-Tryptopahanate)2, Cu(Picolinyl-L-Tyrosinate)2, Cu(Isonicotinyl-L-Tyrosinate)2, Cu(Picolinyl-L-Phenylalaninate)2, Cu(Nicotinyl-L-Phenylalaninate)2, Cu(Isonicotinyl-L-Phenylalaninate)2, and their radioenhancement capacity at kV and MV ranges of irradiation of human lung carcinoma epithelial cells in vitro. The methods of cell growth, viability and proliferation were used. All compounds exerted very potent radioenhancer capacities in the irradiated lung carcinoma cells at both kV and MV ranges in a 100 μM concentration. At a concentration of 10 μM, only Cu(Picolinyl-L-Tyrosinate)2, Cu(Isonicotinyl-L-Tyrosinate)2, Cu(Picolinyl-L-Phenylalaninate)2 possessed radioenhancer properties at kV and MV ranges. Cu(Picolinyl-L-Tryptophanate)2 showed radioenhancer properties only at kV range. Cu(Nicotinyl-L-Phenylalaninate)2 and Cu(Isonicotinyl-L-Phenylalaninate)2 showed remarkable radioenhancer activity only at MV range. All compounds acted in dose-dependent manner at both tested energy ranges. These copper (II) compounds, in combination with 1 Gy irradiation at either 120 kV or 6 MV, are more efficient at delaying cell growth of lung cancer cells and at reducing cell viability in vitro than the irradiation administered alone. Thus, we have demonstrated that the studied copper compounds have a good potential for radioenhancement.

show abstract

Synthesis, antiproliferative activity and mechanism of copper(II)-thiosemicarbazone complexes as potential anticancer and antimicrobial agents

Cited by 31 publications

References 52 publications

Recent Studies on the Antimicrobial Activity of Copper Complexes

Recent Studies on the Antimicrobial Activity of Copper Complexes

Influence of Complexation of Thiosemicarbazone Derivatives with Cu (II) Ions on Their Antitumor Activity against Melanoma Cells

The radioenhancement potential of Schiff base derived copper (II) compounds against lung carcinoma in vitro

Contact Info

Product

Resources

About