Copper based azo dye catalysts for phenoxazinone synthase mimicking efficiency: Structure characterization and bioactivity evaluation

Two azo dye ligands, bearing different substituents (chlorine atom or methoxy group) in the para‐position of the phenyl ring, were employed for the synthesis of two Cu(II) chelates. Full structural affirmation of complexes was assessed. X‐ray diffraction measurements revealed that the coordination geometry for Cu atoms in both complexes is square‐pyramidal with a ligand:metal ratio of 2:1 where dyes behave as monobasic bidentate ligands. Thermogravimetric analyses of the complexes and their starting dyes were performed to study their thermal stabilities and decomposition behavior confirming the thermal stability of both dyes and complexes. Antioxidative activity of the complexes has been assigned and compared with their parent ligands revealing that the presence of the electron–donor, methoxy group, in the phenyl ring, in both dye and complex, is responsible for the activity (IC50 values of 1.54 for the dye and 1.30 mM for the complex). It should be stated that the complexation of the methoxy‐substituted dye leads to enhanced antioxidative activity concurrent to a standard antioxidant molecule of ascorbic acid, making this molecule a promising antioxidant agent. Docking study with vascular endothelial growth factor receptor 2 and Aurora kinase A proteins indicate that complexes exhibit higher binding affinities to proteins than the starting ligand dyes. The most promising structure exhibiting the best docking potential toward both proteins is the complex‐bearing methoxy group. The presented results represent a promising start for further investigations of these compounds as potential therapeutic candidates for the treatment of various types of cancer.

Section: Synthesis and Spectral Analysismentioning

confidence: 97%

Section: Compoundmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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New copper (II) complexes derived from azo pyridone dyes: Structure characterization, thermal properties, and molecular docking studies

Lađarević

Radovanović

Božić

et al. 2023

“…Among the potential inhibitory agents, Schiff bases and their metal-based complexes have exhibited significant efficacy in terms of their ability to suppress and counteract cancerous growth. 9,10 Basically, Schiff bases contain the N CH bond within their structures are a significant class of compounds, known for their versatile binding modes and synthetic accessibility. They have been extensively studied in the previous decades because of their applications in various fields [11][12][13][14] such as medical imaging, optical materials, food industry, thin films, pigments and dye industry, inorganic, analytical and coordination chemistry.…”

Section: Introductionmentioning

confidence: 99%

Exploring the antimicrobial, antioxidant and cytotoxic activities of organyltellurium (IV) complexes incorporating 2‐hydroxy‐1‐naphthaldehyde schiff base ligand: Synthesis, spectroscopic investigations and theoretical studies

Dalal,

Devi,

Antil

et al. 2023

In this study, Schiff base ligand 1,1′‐((propane‐1,3‐diylbis [azaneylylidene]) bis (methaneylylidene))bis (naphthalen‐2‐ol) based Organyltellurium (IV) complexes were synthesized with formulae C32H27ClN2O3Te (5a)\C31H25ClN2O3Te (5b)\C32H27ClN2O3Te (5c)\ C39H34N2O4Te (5d)\ C37H30N2O4Te (5e)\ C39H34N2O4Te (5f) for acquiring a potential therapeutic agent. The synthesized compounds were characterized by ultraviolet–visible (UV–Vis), FT‐IR, 1H‐NMR, 13C‐NMR, mass spectrometry, molar conductance, elemental analysis, powder X‐ray diffraction and EDAX, which states that the tetradentate Schiff base ligand (HNDP) coordinated via oxygen and nitrogen atom with tellurium giving hexa‐coordinated tellurium (IV) complexes. The thermal features of the ligand and complexes were studied using thermal (TGA and DTG) technique. The biochemical behavior of the Schiff base and its complexes was assessed by examining their reactivity against various microbial strains, DPPH free radicals as well as normal and cancer cells. The complex 5c exhibited the highest inhibition activity against bacterial strains while complex 5f showed the strongest inhibition activity against fungal strains. Complexes 5e and 5f displayed the most effective suppression of DPPH free radicals. The results of in vitro cytotoxicity study revealed that complex 5a demonstrated moderate cytotoxic effect on the L929 cell lines. Complex 5c displayed a significant cytotoxic effect on the PC3 cell line. Moreover, complex 5a, 5c and 5e exhibited the best cytotoxic activity against the Saos‐2 cell line. Additionally, the structural forms of synthesized compounds were elucidated by DFT study. Furthermore, pharmacokinetic ADMET properties were estimated for their drug similarity behavior. The results advocate that complexes can be utilized as biological drugs.

“…15 Generally, the metal complexes demonstrated many of applications, including microelectronics, biosensors, optics, and catalysts. [16][17][18][19][20][21][22] In this study, the Cd (II) complex was synthesized and fabricated as highly selective and sensitive cadmium (II) sensor. Using direct potentiometric and conventional addition procedures, the electrodes were effectively employed for the estimation of Cd (II) ions in genuine petroleum water samples giving reasonable results potentiometrically.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a new Cd (II) complex as ionophores and its application in construction of a highly selective and sensitive cadmium (II) sensor in petroleum water samples

Mohammed

Fetoh

Youssef

et al. 2023

The measurement of Cd (II) ions in various matrices requires the development of sensors that are selective, sensitive, and simple to produce. The cadmium complex of a ligand prepared by the reaction of 2‐pyridinecarbohydrazide with sodium 3‐formyl‐4‐hydroxybenzenesulfonate, [Cd (NaPH)(H2O)].H2O, was synthesized, analyzed by elemental analysis, and structurally elucidated using various spectroscopic techniques. The infrared spectrum of Cd (II) complex suggests a bi‐negative tri‐dentate ONO behavior for the ligand via deprotonated form of both the enolic oxygen atom (C‐O−) and the hydroxyl group of phenolic ring in addition to the azomethine group. The thermal behavior of this complex was revealed using TGA analysis. Applying Coast–Redfern and Horowitz–Metzger equations, we were able to calculate the kinetic and thermodynamic parameters to support the proposed fragmentation experiment for the Cd (II) complex. Cyclic voltammetry measurement was measured to estimate the electrochemical behavior of the Cd (II) ions as well as the impact of adding various NaH2PH ligand concentrations. The biological applications of [Cd (NaPH)(H2O)].H2O complex were assessed as antioxidant, anticancer, and antimicrobial. Based on the Cd (II) complex, we were able to modify Cd (II) ions carbon paste electrode (modified carbon paste electrode, MCPE) as a Cd (II) selective modifier. The created electrode displays a Nernstian slope in the linear range of 0.0001 to 10 mmol/L of 29.16 ± 0.03 mV decade−1, a quick reaction time of 6 s, and pH independence from 3–7. The suggested MCPE demonstrated strong selectivity to Cd (II) ions relative to many other cations and displayed negligible change in the slope or operating range if the experiment was achieved in a partially non‐aqueous solution. This fabricated MCPE was used to determine Cd (II) ions in diverse water samples.