Synthesis of copper(II) and zinc(II) complexes with chalcone–thiosemicarbazone hybrid ligands: X-ray crystallography, spectroscopy and yeast activity

Barbosa, Igor Resendes; Pinheiro, Isabela da Silva; Santos, Alan Douglas Lopes dos; Echevarrı́a, Aurea; Goulart, Carla Marins; Guedes, Guilherme P.; Costa, Nathally Alves da; Silva, Beatriz Martinez de Oliveira e; Riger, Cristiano Jorge; Neves, Adriana Freitas

doi:10.1007/s11243-018-0262-0

Cited by 7 publications

(2 citation statements)

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“…The redox properties of chelating drugs and their metal complexes, which are used to treat various diseases, are one of the central factors in their therapeutic activity and a However, this mechanism, which includes lipid peroxidation in membranes, is not characteristic of all compounds of this class. Thus, studies have shown that the complexes of 2-((E)-3-(4-chlorophenyl)-1-phenylallylidene)-N-phenyl-hydrazinecarbothioamide (HL1) and 2-((E)-3-(4-cyanophenyl)-1-phenylallylidene)-N-phenyl-hydrazinecarbothioamide (HL4) (Figure 9) with copper have an antiproliferative effect in experiments on S. cerevisiae cells [225]. However, difference in the mechanism of action has been proposed where, in the case of HL4, the effects are on proliferation by preventing the formation of viable daughter cells, whereas, in the case of HL1, the effects are related to the induction of lipid peroxidation in the plasma membrane [225].…”

Section: Discussionmentioning

confidence: 99%

“…Thus, studies have shown that the complexes of 2-((E)-3-(4-chlorophenyl)-1-phenylallylidene)-N-phenyl-hydrazinecarbothioamide (HL1) and 2-((E)-3-(4-cyanophenyl)-1-phenylallylidene)-N-phenyl-hydrazinecarbothioamide (HL4) (Figure 9) with copper have an antiproliferative effect in experiments on S. cerevisiae cells [225]. However, difference in the mechanism of action has been proposed where, in the case of HL4, the effects are on proliferation by preventing the formation of viable daughter cells, whereas, in the case of HL1, the effects are related to the induction of lipid peroxidation in the plasma membrane [225]. It has also been shown that complex formation with copper leads to an increase in the selectivity of the TSCs against melanoma cells.…”

Section: Discussionmentioning

confidence: 99%

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Mechanistic Insights of Chelator Complexes with Essential Transition Metals: Antioxidant/Pro-Oxidant Activity and Applications in Medicine

Timoshnikov

Selyutina

Polyakov

et al. 2022

IJMS

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The antioxidant/pro-oxidant activity of drugs and dietary molecules and their role in the maintenance of redox homeostasis, as well as the implications in health and different diseases, have not yet been fully evaluated. In particular, the redox activity and other interactions of drugs with essential redox metal ions, such as iron and copper, need further investigation. These metal ions are ubiquitous in human nutrition but also widely found in dietary supplements and appear to exert major effects on redox homeostasis in health, but also on many diseases of free radical pathology. In this context, the redox mechanistic insights of mainly three prototype groups of drugs, namely alpha-ketohydroxypyridines (alpha-hydroxypyridones) e.g., deferiprone, anthraquinones e.g.,doxorubicin and thiosemicarbazones e.g., triapine and their metal complexes were examined; details of the mechanisms of their redox activity were reviewed, with emphasis on the biological implications and potential clinical applications, including anticancer activity. Furthermore, the redox properties of these three classes of chelators were compared to those of the iron chelating drugs and also to vitamin C, with an emphasis on their potential clinical interactions and future clinical application prospects in cancer, neurodegenerative and other diseases.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%