Designed Anticancer Agent from VO(II) Complexes: Spectroscopic Characterization, Structural Optimization, and In Vitro and In Silico Assays towards Breast Cancer
Abstract:New pyrazole derivatives were synthesized and elucidated by available techniques to indicate their chemical formula. Then such derivatives were used to prepare new VO(II) complexes, based on their known biological history. Also, these complexes were fully analyzed analytical and spectral techniques to estimate their formulae. Accordingly, both of 1 : 2 and 1 : 1 molar ratios (M : L) were obtained. IR spectral data, represent basically neutral bidentate mode of bonding for the ligands towards VO(II) ion. Conseq… Show more
“…The bands at 1091 and 1070 cm −1 in the spectrum of the free MNZ and PNZ drugs, respectively, corresponding to the stretching vibrations of the C-O-C group have shifted in the obtained coordination compounds to 1090 cm −1 for complex VO-MNZ and to 1068 cm −1 for complex VO-PNZ. Additionally, the bands relating to ν(SO 4 ) in the range 1289-1040 cm −1 support its bidentate coordination [29]. In all VO(II) complexes, a significant ν(V=O) band was recorded around ≈970 cm −1 .…”
Section: Assignments Of Vibrational Spectramentioning
Vanadium compounds have been set in various fields as anticancer, anti-diabetic, anti-parasitic, anti-viral, and anti-bacterial agents. This study reports the synthesis and structural characterization of oxidovanadium(IV)-based imidazole drug complexes by the elemental analyzer, molar conductance, magnetic moment, spectroscopic techniques, as well as thermal analysis. The obtained geometries were studied theoretically using density functional theory (DFT) under the B3LYP level. The DNA-binding nature of the ligands and their synthesized complexes has been studied by the electronic absorption titrations method. The biological studies were carried with in-vivo assays and the molecular docking method. The EPR spectra asserted the geometry around the vanadium center to be a square pyramid for metal complexes. The geometries have been confirmed using DFT under the B3LYP level. Moreover, the quantum parameters proposed promising bioactivity of the oxidovanadium(IV) complexes. The results of the DNA-binding revealed that the investigated complexes bind to DNA via non-covalent mode, and the intrinsic binding constant (Kb) value for the [VO(SO4)(MNZ)2] H2O complex was promising, which was 2.0 × 106 M−1. Additionally, the cytotoxic activity of the synthesized complexes exhibited good inhibition toward both hepatocellular carcinoma (HepG-2) and human breast cancer (HCF-7) cell lines. The results of molecular docking displayed good correlations with experimental cytotoxicity findings. Therefore, these findings suggest that our synthesized complexes can be introduced as effective anticancer agents.
“…The bands at 1091 and 1070 cm −1 in the spectrum of the free MNZ and PNZ drugs, respectively, corresponding to the stretching vibrations of the C-O-C group have shifted in the obtained coordination compounds to 1090 cm −1 for complex VO-MNZ and to 1068 cm −1 for complex VO-PNZ. Additionally, the bands relating to ν(SO 4 ) in the range 1289-1040 cm −1 support its bidentate coordination [29]. In all VO(II) complexes, a significant ν(V=O) band was recorded around ≈970 cm −1 .…”
Section: Assignments Of Vibrational Spectramentioning
Vanadium compounds have been set in various fields as anticancer, anti-diabetic, anti-parasitic, anti-viral, and anti-bacterial agents. This study reports the synthesis and structural characterization of oxidovanadium(IV)-based imidazole drug complexes by the elemental analyzer, molar conductance, magnetic moment, spectroscopic techniques, as well as thermal analysis. The obtained geometries were studied theoretically using density functional theory (DFT) under the B3LYP level. The DNA-binding nature of the ligands and their synthesized complexes has been studied by the electronic absorption titrations method. The biological studies were carried with in-vivo assays and the molecular docking method. The EPR spectra asserted the geometry around the vanadium center to be a square pyramid for metal complexes. The geometries have been confirmed using DFT under the B3LYP level. Moreover, the quantum parameters proposed promising bioactivity of the oxidovanadium(IV) complexes. The results of the DNA-binding revealed that the investigated complexes bind to DNA via non-covalent mode, and the intrinsic binding constant (Kb) value for the [VO(SO4)(MNZ)2] H2O complex was promising, which was 2.0 × 106 M−1. Additionally, the cytotoxic activity of the synthesized complexes exhibited good inhibition toward both hepatocellular carcinoma (HepG-2) and human breast cancer (HCF-7) cell lines. The results of molecular docking displayed good correlations with experimental cytotoxicity findings. Therefore, these findings suggest that our synthesized complexes can be introduced as effective anticancer agents.
“…The solid obtained was collected by filtration and recrystallized from ethyl alcohol to afford corresponding 4-phenylthiocarbamoyl-2-pyrazolein-5-ones 3, 4 and 5 , respectively ( Figure 1 ). We previously synthesized these derivatives to be used for complexation with VO(II) ion to prepare complexes for biological purpose, also [ 11 ]. Figure 1 Synthesis protocol of pyrazinone derivatives.…”
Section: Methodsmentioning
confidence: 99%
“…Co(II), Ni(II) and Cu(II)-pyrazole complexes were prepared and characterized [ 10 ]. Additionally, other Cu(II)- pyrazole complexes displayed promising analytical and pharmacological applications [ 11 ].…”
Section: Introductionmentioning
confidence: 99%
“…Proceeding from previous literature outcomes and in continuation for our work [ 11 ], we planned to synthesize new bio-active copper complexes from pyrazole-based ligands. The new complexes were elucidated by available techniques to establish their chemical formulae.…”
New pyrazole derivatives were prepared and used to synthesize new bioactive agents from Cu(II) complexes that have OSN donors. Analytical and spectral (IR, UV-Vis, MS,
1
H NMR, ESR & XRD) instruments characterized these complexes as well as their corresponding ligands. The bonding mode has been modified from ligand to ligand and the molar ratio for isolated complexes has also varied (1:1/1:2, M:L). The geometry of isolated complexes was commonly proposed, based on electronic transitions and ESR spectral-parameters. Via computational approaches, these structures were optimized using standard programs (Gaussian 09 & HyperChem 8.1) under the required basis set. Consequently, important physical characteristics have been obtained after finishing the optimization process. Inhibition behavior of all new synthesizes was studied by MOE module as
in-silico
approach which conducted versus the crystal structure of NUDT5 protein (6gru) of breast cancer cells. The interaction features summarized from docking processes, reveal effective inhibition validity for new Cu(II) complexes versus breast cancer cells. This according to scoring energy values and the stability of docking complexes in true interaction path (bond length ≤3.5 Å) particularly with Cu(II)-L
3
and Cu(II)-L
4
complexes. This reflects the possibility of successful behavior during practical application through
in-vitro
assay that intended in this study. Finally, the degree of toxicity of such new compounds to the breast cancer cell line was determined by
in-vitro
screening. To judge perfectly on their toxicity,
in-vitro
screening must compared to positive control as Doxorubicin (reference drug). IC
50
values were calculated and represent Cu(II) complexes as outstanding cytotoxic agents which revealed superiority on the reference drug itself.
“…3,4 Currently, platinum-based drug such as Cisplatin and its analogs are widely used in the cancer treatment. [5][6][7] However, these drugs exhibit several drawbacks including toxicity, cumulative side effects, limited spectrum of activity and non-specific targeting. 8 Hence, there is a pressing need for novel chemotherapeutic drug with reduced side effects.…”
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.
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