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1.
Int J Mol Sci ; 24(7)2023 Mar 28.
Artigo em Inglês | MEDLINE | ID: mdl-37047364

RESUMO

One the main research goals of bioinorganic chemists is the synthesis of novel coordination compounds possessing biological potency. Within this context, three novel iron(III) complexes with the non-steroidal anti-inflammatory drugs diflunisal and diclofenac in the presence or absence of the nitrogen donors 1,10-phenanthroline or pyridine were isolated and characterized by diverse techniques. The complexes were evaluated for their ability to scavenge in vitro free radicals such as hydroxyl, 1,1-diphenyl-2-picrylhydrazyl and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radicals, revealing their selective potency towards hydroxyl radicals. The in vitro inhibitory activity of the complexes towards the enzymes acetylcholinesterase and butyrylcholinesterase was evaluated, and their potential to achieve neuroprotection appeared promising. The interaction of the complexes with calf-thymus DNA was examined in vitro, revealing their ability to intercalate in-between DNA nucleobases. The affinity of the complexes for serum albumins was evaluated in vitro and revealed their tight and reversible binding.


Assuntos
Antioxidantes , Complexos de Coordenação , Antioxidantes/farmacologia , Antioxidantes/química , Compostos Férricos , Antagonistas Colinérgicos , Butirilcolinesterase , Acetilcolinesterase , Complexos de Coordenação/química , Anti-Inflamatórios não Esteroides/química , DNA/química
2.
Molecules ; 27(4)2022 Feb 21.
Artigo em Inglês | MEDLINE | ID: mdl-35209222

RESUMO

Two novel microwave-assisted extraction (MAE) methods were developed for the isolation of phenols and tocopherols from pistachio nuts. The extracts were analyzed by reversed-phase high-pressure liquid chromatography coupled with a UV detector (RP-HPLC-UV). In total, eighteen pistachio samples, originating from Greece and Turkey, were analyzed and thirteen phenolic compounds, as well as α-tocopherol, (ß + γ)-tocopherol, and δ-tocopherol, were identified. The analytical methods were validated and presented good linearity (r2 > 0.990) and a high recovery rate over the range of 82.4 to 95.3% for phenols, and 93.1 to 96.4% for tocopherols. Repeatablility was calculated over the range 1.8-5.8%RSD for intra-day experiments, and reproducibility over the range 3.2-9.4%RSD for inter-day experiments, respectively. Principal component analysis (PCA) was employed to analyze the differences between the concentrations of the bioactive compounds with respect to geographical origin, while agglomerative hierarchical clustering (AHC) was used to cluster the samples based on their similarity and according to the geographical origin.


Assuntos
Fracionamento Químico , Quimiometria/métodos , Cromatografia Líquida de Alta Pressão , Micro-Ondas , Nozes/química , Compostos Fitoquímicos/análise , Pistacia/química , Fracionamento Químico/métodos , Análise por Conglomerados , Grécia , Fenóis/análise , Pistacia/classificação , Tocoferóis/análise , Tocoferóis/química , Turquia
3.
Molecules ; 26(18)2021 Sep 07.
Artigo em Inglês | MEDLINE | ID: mdl-34576903

RESUMO

Reversed phase-high-pressure liquid chromatographic methodologies equipped with UV detector (RP-HPLC-UV) were developed for the determination of phenolic compounds and tocopherols in almonds. Nineteen samples of Texas almonds originating from USA and Greece were analyzed and 7 phenolic acids, 7 flavonoids, and tocopherols (-α, -ß + γ) were determined. The analytical methodologies were validated and presented excellent linearity (r2 > 0.99), high recoveries over the range between 83.1 (syringic acid) to 95.5% (ferulic acid) for within-day assay (n = 6), and between 90.2 (diosmin) to 103.4% (rosmarinic acid) for between-day assay (n = 3 × 3), for phenolic compounds, and between 95.1 and 100.4% for within-day assay (n = 6), and between 93.2-96.2% for between-day assay (n = 3 × 3) for tocopherols. The analytes were further quantified, and the results were analyzed by principal component analysis (PCA), and agglomerative hierarchical clustering (AHC) to investigate potential differences between the bioactive content of almonds and the geographical origin. A decision tree (DT) was developed for the prediction of the geographical origin of almonds proposing a characteristic marker with a concentration threshold, proving to be a promising and reliable tool for the guarantee of the authenticity of the almonds.


Assuntos
Cromatografia Líquida de Alta Pressão , Tocoferóis , Análise de Componente Principal , Prunus dulcis
4.
Inorg Chem ; 53(4): 2040-52, 2014 Feb 17.
Artigo em Inglês | MEDLINE | ID: mdl-24467343

RESUMO

Manganese(II) complexes with the non-steroidal anti-inflammatory drug tolfenamic acid (Htolf) with the nitrogen-donor heterocyclic ligands 1,10-phenanthroline (phen), pyridine (py), or 2,2'-bipyridylamine (bipyam) and/or the oxygen-donor ligands H2O or N,N-dimethylformamide (DMF) have been synthesized and characterized. The crystal structures of complexes [Mn(tolf-O)(tolf-O,O')(phen)(H2O)], [Mn2(µ2-tolf-O,O')2(tolf-O,O')2(bipyam)2], [Mn2(µ2-H2O)(µ2-tolf-O,O')2(tolf-O)2(py)4]·1.5MeOH·py, and [Mn(µ2-tolf-O,O')2(DMF)2]n have been determined by X-ray crystallography. The interaction of the complexes with serum albumin proteins was investigated, and relative high binding constant values were calculated. The ability of the compounds to scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid), and hydroxyl radicals was evaluated, and [Mn(tolf)2(phen)(H2O)] was the most active scavenger among the compounds. The compounds have also exhibited noteworthy in vitro inhibitory activity against soybean lipoxygenase. UV titration studies of the interaction of the complexes with calf-thymus (CT) DNA have proved the binding to CT DNA with [Mn(µ2-tolf)2(DMF)2]n exhibiting the highest DNA-binding constant (Kb = 5.21 (±0.35) × 10(5) M(-1)). The complexes bind to CT DNA probably via intercalation as suggested by DNA-viscosity measurements and competitive studies with ethidium bromide (EB), which revealed the ability of the complexes to displace the DNA-bound EB.


Assuntos
Anti-Inflamatórios não Esteroides/química , Complexos de Coordenação/síntese química , Manganês/química , ortoaminobenzoatos/química , Animais , Anti-Inflamatórios não Esteroides/síntese química , Bovinos , Complexos de Coordenação/química , Complexos de Coordenação/metabolismo , Cristalografia por Raios X , DNA , Etídio/química , Estrutura Molecular , Soroalbumina Bovina/química , Soroalbumina Bovina/metabolismo , ortoaminobenzoatos/síntese química
5.
J Inorg Biochem ; 243: 112196, 2023 06.
Artigo em Inglês | MEDLINE | ID: mdl-36966675

RESUMO

A series of copper(II), nickel(II) and cobalt(II) complexes with the non-steroidal anti-inflammatory drug oxaprozin (Hoxa) have been synthesized and characterized by diverse techniques. The crystal structures of two copper(II) complexes, namely the dinuclear complex [Cu2(oxa)4(DMF)2] (1) and the polymeric complex {[Cu2(oxa)4]·2MeOH·0.5MeOH}2 (12) were determined by single-crystal X-ray diffraction studies. In order to evaluate in vitro the antioxidant activity of the resultant complexes, their scavenging ability towards 1,1-diphenyl-picrylhydrazyl (DPPH), hydroxyl and 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radicals was investigated revealing their high effectiveness against these radicals. The binding of the complexes to bovine serum albumin and human serum albumin was examined and the corresponding determined albumin-binding constants showed a tight and reversible interaction. The interaction of the complexes with calf-thymus DNA was monitored by diverse techniques including UV-vis spectroscopy, cyclic voltammetry, DNA-viscosity measurements and competitive studies with ethidium bromide. Intercalation may be proposed as the most possible DNA-interaction mode of the complexes.


Assuntos
Complexos de Coordenação , Cobre , Humanos , Oxaprozina , Cobre/química , Complexos de Coordenação/química , Anti-Inflamatórios não Esteroides/química , Soroalbumina Bovina/química , DNA/química , Cristalografia por Raios X
6.
Cancers (Basel) ; 15(21)2023 Oct 25.
Artigo em Inglês | MEDLINE | ID: mdl-37958310

RESUMO

BACKGROUND: Cancer cases are continuously increasing, while the prevalence rates of physical inactivity are also continuously increasing. Physical inactivity is a causative factor in non-communicable diseases, including cancer. However, the potential beneficial effects of exercise on cancer treatment have not received much attention so far. The aim of this study was to highlight the relationship between cancer and exercise on a molecular basis. METHODS: Comprehensive and in-depth research was conducted in the most accurate scientific databases by using relevant and effective keywords. RESULTS: The mechanisms by which exercise may reduce cancer risk and/or progression may include the metabolic profile of hormones, systemic inflammation reduction, insulin sensitivity increase, antioxidant capacity augmentation, the boost to the immune system, and the direct effect on the tumor. There is currently substantial evidence that the effect of exercise may predict a stronger association with cancer and could supplementarily be embedded in cancer clinical practice to improve disease progression and prognosis. CONCLUSION: The field of this study requires interconnecting the overall knowledge of exercise physiology with cancer biology and cancer clinical oncology to provide the basis for personalized targeting strategies that can be merged with training as a component of a holistic co-treatment approach to optimize cancer healthcare.

7.
Life (Basel) ; 13(6)2023 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-37374023

RESUMO

Aging is a physical procedure for people and nature. Our aging world is expanding because of the life span extension. Aging has a crucial relationship with our body composition (muscles, bones, and adipose tissue), which is characterized by an increase in fat mass and a gradual decrease in muscle mass and strength and bone density. These alterations affect physical performance and impact quality of life enhancing the risk for non-communicable diseases, immobilization, and disability. As far we know, osteoarthritis of lower limbs, sarcopenic obesity, and muscle mass and/or strength loss are treated separately. However, bones, muscles, adipose tissue, and aging appear to have an interconnection through a dialogue as they talk to each other. Health disorders are coming into the surface when this relationship is disrupted. The aim of our study is to search deeper into this interconnection, so that when adipose tissue increases, we have to take a look into the condition of muscle mass, bone, and connective tissue and vice versa, through the assessment of physical performance. Consequently, the triad muscle-bone-adipose tissue disorders by aging should be treated as a single entity.

8.
J Inorg Biochem ; 227: 111693, 2022 02.
Artigo em Inglês | MEDLINE | ID: mdl-34915237

RESUMO

The interaction of Mn+2 with substituted salicylaldehydes (X-saloH) led to the formation of five manganese(II) complexes formulated as [Μn(X-salo)2(MeOH)2]. When the reactions took place in the presence of an α-diimine such as 2,2'-bipyridine, 1,10-phenanthroline or 2,2'-bipyridylamine, five manganese(II) complexes of the formula [Mn(X-salo)2(α-diimine)] were isolated. The characterization of the complexes was accomplished by various spectroscopic techniques and single-crystal X-ray crystallography. The antioxidant activity of the compounds was evaluated via the scavenging of 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl free radicals. The antibacterial activity of the complexes was tested in vitro against Staphylococcus aureus and Xanthomonas campestris bacterial strains and was found moderate. Diverse techniques were employed to examine the interaction of the complexes with calf-thymus DNA which showed intercalation as the most possible interaction mode. The affinity of the complexes for bovine serum albumin was investigated by fluorescence emission spectroscopy and the binding constants were determined.


Assuntos
Aldeídos/química , Antibacterianos , Complexos de Coordenação , Manganês/química , Staphylococcus aureus/crescimento & desenvolvimento , Xanthomonas campestris/crescimento & desenvolvimento , Antibacterianos/síntese química , Antibacterianos/química , Antibacterianos/farmacologia , Complexos de Coordenação/síntese química , Complexos de Coordenação/química , Complexos de Coordenação/farmacologia
9.
Front Nutr ; 9: 931313, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-35938136

RESUMO

Objective: The critical role played by the nutritional status in the complications, duration of hospitalization and mortality in severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection (COVID-19) has emerged from several research studies in diverse populations. Obesity has been associated with an increased risk of serious complications, as the adipose tissue appears to have significant effects on the immune response. The aim of this narrative review was to investigate the relationship between COVID-19 and obesity. Methods: We performed a review of papers in the English language derived from PubMed, Science Direct, and Web of Science. The primary outcomes investigated were the severity of the disease, admission to the intensive care unit (ICU), need for intubation, and mortality. Results and Conclusion: Review of 44 eligible studies from 18 countries around the world revealed evidence that obesity increases the risk of severe COVID-19 complications, ICU admission, intubation and mortality. Patients with a higher body mass index (BMI) appear to be more vulnerable to SARS-CoV-2 infection, with more severe illness requiring admission to ICU and intubation, and to have higher mortality. A healthy body weight should be targeted as a long-term prevention measure against acute complications of infection, and in the event of COVID-19, overweight and obese patients should be monitored closely.

10.
Foods ; 11(22)2022 Nov 19.
Artigo em Inglês | MEDLINE | ID: mdl-36429311

RESUMO

A rapid HPLC-UV method was developed for the determination of tocopherols in walnut seed oils. The method was validated and the LODs ranged between 0.15 and 0.30 mg/kg, while the LOQs were calculated over the range of 0.50 to 1.00 mg/kg. The accuracy values ranged between 90.8 and 97.1% for the within-day assay (n = 6) and between 90.4 and 95.8% for the between-day assay (n = 3 × 3), respectively. The precision of the method was evaluated and the RSD% values were lower than 6.1 and 8.2, respectively. Overall, 40 samples of walnuts available on the Greek market, originating from four different European countries (Greece, Ukraine, France, and Bulgaria), were processed into oils and analyzed. One-way ANOVA was implemented in order to investigate potential statistically significant disparities between the concentrations of tocopherols in the walnut oils on the basis of the geographical origin, and Tukey's post hoc test was also performed to examine exactly which varieties differed. The statistical analysis of the results demonstrated that the Ukrainian walnut seed oils exhibited significantly higher total concentrations compared to the rest of the samples.

11.
J Inorg Biochem ; 218: 111410, 2021 05.
Artigo em Inglês | MEDLINE | ID: mdl-33721718

RESUMO

The interaction of FeCl3 with the fenamate non-steroidal anti-inflammatory drugs has led to the formation and isolation of trinuclear iron(III) complexes, while in the presence of the nitrogen-donors 2,2'-bipyridine or pyridine tetranuclear iron(III) complexes were derived. The five resultant complexes were characterized by diverse techniques (including infrared, electronic and Mössbauer spectroscopy) and their crystal structures were determined by single-crystal X-ray crystallography. These complexes are the first structurally characterized Fe(III)-fenamato complexes. The complexes were evaluated for their ability to scavenge in vitro free radicals such as hydroxyl, 1,1-diphenyl-2-picrylhydrazyl and 2,2΄-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid). The in vitro binding affinity of the complexes to calf-thymus (CT) DNA was examined and their interaction with serum albumins was also investigated. In total, the complexes present promising activity against the radicals tested, and they may bind tightly to CT DNA possibly via intercalation and reversibly to serum albumins.


Assuntos
Complexos de Coordenação/metabolismo , DNA/metabolismo , Fenamatos/metabolismo , Ferro/química , Ferro/metabolismo , Soroalbumina Bovina/metabolismo , Albumina Sérica Humana/metabolismo , Animais , Complexos de Coordenação/química , Cristalografia por Raios X , Fenamatos/química , Humanos , Substâncias Intercalantes/metabolismo , Estrutura Molecular
12.
Org Lett ; 23(17): 6685-6690, 2021 09 03.
Artigo em Inglês | MEDLINE | ID: mdl-34424721

RESUMO

We describe a copper-mediated method that enables the synthesis of seven-membered-ring fused pyrroles (7-mrFPs). The protocol proceeds via an in situ spiro-intermediate ring expansion and tolerates a library of 7-mrFP derivatives with a broad range of functional groups in a simple step with tangible parameters and substrate adaptations. These rare 7-mrFPs are now accessible on a millimolar scale, and selected examples exhibit high antioxidant activity.

13.
J Inorg Biochem ; 203: 110906, 2020 02.
Artigo em Inglês | MEDLINE | ID: mdl-31707332

RESUMO

Upon the interaction of MnCl2 with the non-steroidal anti-inflammatory drugs oxaprozin or flufenamic acid in the presence of the nitrogen-donors 2,2'-bipyridine or 1,10-phenanthroline as co-ligands, one dinuclear and two trinuclear Mn(II) complexes were isolated. The complexes were characterized by diverse techniques. The complexes were evaluated for their scavenging activity against free radicals such as hydroxyl, 1,1-diphenyl-2-picrylhydrazyl and 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid). The in vitro binding affinity of the complexes to calf-thymus (CT) DNA and serum albumins was also monitored. In total, we may suggest that the complexes present promising scavenging activity against the radicals tested, and they may bind to CT DNA via intercalation and reversibly to serum albumins.


Assuntos
Anti-Inflamatórios não Esteroides/síntese química , Complexos de Coordenação/síntese química , Ácido Flufenâmico/análogos & derivados , Manganês/química , Compostos Organometálicos/síntese química , Oxaprozina/análogos & derivados , DNA/química , Ligação Proteica , Soroalbumina Bovina/química , Soroalbumina Bovina/metabolismo
14.
J Inorg Biochem ; 195: 101-110, 2019 06.
Artigo em Inglês | MEDLINE | ID: mdl-30939377

RESUMO

Four novel zinc complexes, namely [Zn(oxa)2(MeOH)4] (1), [Zn(oxa)2(H2O)(bipy)]·MeOH·2.5H2O (2·MeOH·2.5H2O), [Zn(oxa)2(bipyam)]·1.25MeOH (3·1.25MeOH) and [Zn(oxa)2(phen)] (4), with the non-steroidal anti-inflammatory drug oxaprozin (Hoxa) and a N,N'-donor heterocyclic ligand, such as 2,2'­bipyridylamine (bipyam), 1,10­phenanthroline (phen) or 2,2'­bipyridine (bipy), were characterized with physicochemical techniques, various spectroscopies and single-crystal X-ray crystallography. In these coordination compounds, the oxaprozin ligands are coordinated to zinc ion in a monodentate or a bidentate chelating binding mode. The antioxidant activity of the complexes was evaluated via their ability to scavenge in vitro 1,1­diphenyl­2­picrylhydrazyl, hydroxyl and 2,2'­azinobis­(3­ethylbenzothiazoline­6­sulfonic acid) radicals. The complexes bind to calf-thymus DNA via intercalation as suggested via a series of studies employing UV-vis spectroscopy, DNA-viscosity measurements and competition with ethidium bromide. The complexes may bind to serum albumins tightly and reversibly in order to get transferred through the bloodstream.


Assuntos
Complexos de Coordenação/química , Sequestradores de Radicais Livres/química , Substâncias Intercalantes/química , Oxaprozina/análogos & derivados , Animais , Bovinos , Complexos de Coordenação/síntese química , Complexos de Coordenação/metabolismo , DNA/química , Sequestradores de Radicais Livres/síntese química , Sequestradores de Radicais Livres/metabolismo , Humanos , Substâncias Intercalantes/síntese química , Substâncias Intercalantes/metabolismo , Ligantes , Estrutura Molecular , Oxaprozina/metabolismo , Soroalbumina Bovina/metabolismo , Albumina Sérica Humana/metabolismo , Zinco/química
15.
J Inorg Biochem ; 196: 110688, 2019 07.
Artigo em Inglês | MEDLINE | ID: mdl-30999222

RESUMO

The interaction of the non-steroidal anti-inflammatory drug sodium diclofenac with CoCl2 in the absence or presence of the nitrogen-donor ligands 2,2'-bipyridine, 1,10-phenanthroline, 2,2'-bipyridylamine, pyridine or imidazole resulted in the formation of six mononuclear Co(II) complexes. The complexes were characterized by diverse physicochemical and spectroscopic techniques and single-crystal X-ray crystallography revealing a monodentate or a bidentate chelating binding mode of the diclofenac ligands. The scavenging activity of the complexes was evaluated in vitro against the free radicals of 1,1-diphenyl-2-picrylhydrazyl, 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and hydroxyl; the complexes present significant scavenging activity of ABTS and hydroxyl radicals. The interaction of the complexes with calf-thymus (CT) DNA and bovine serum albumin (BSA) was also investigated; the complexes can bind tightly to CT DNA via intercalation and can bind to BSA tightly and reversibly.


Assuntos
Anti-Inflamatórios não Esteroides/química , Cobalto/química , Diclofenaco/química , Ligantes , Nitrogênio/química , Complexos de Coordenação/química , Substâncias Intercalantes/química , Ácido Mefenâmico/química , Estrutura Molecular
16.
J Inorg Biochem ; 176: 100-112, 2017 11.
Artigo em Inglês | MEDLINE | ID: mdl-28886446

RESUMO

The reaction of ZnCl2 with the non-steroidal anti-inflammatory drug niflumic acid (Hnif) resulted in the formation of complex [Zn(nif-O)2(MeOH)4], 1. When this reaction was performed in the presence of a N,N'-donor heterocyclic ligand such as 2,2'-bipyridine (bipy), 2,2'-bipyridylamine (bipyam), 1,10-phenanthroline (phen) and 2,2'-dipyridylketone oxime (Hpko), the complexes [Zn(nif-O,O')(bipy)Cl], 2, [Zn(nif-O)(nif-O,O')2(bipyam)], 3, [Zn(nif-O,O')2(phen)], 4 and [Zn(nif-O)2(Hpko-N,N')2], 5 were formed, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and X-ray crystallography (for complexes 1-3). The complexes can scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals, may inhibit soybean lipoxygenase and are more active compounds than free Hnif. The interaction of the complexes with serum albumins was monitored by fluorescence emission spectroscopy and the corresponding binding constants were calculated. The affinity of the complexes with calf-thymus DNA was investigated by UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide revealing their interaction probably via intercalation.


Assuntos
Anti-Inflamatórios não Esteroides/química , Ácido Niflúmico/química , Zinco/química , Cloretos/química , Humanos , Lipoxigenase/química , Proteínas de Plantas/química , Albumina Sérica Humana/química , Glycine max/enzimologia , Compostos de Zinco/química
17.
J Inorg Biochem ; 170: 85-97, 2017 05.
Artigo em Inglês | MEDLINE | ID: mdl-28231454

RESUMO

From the reaction of ZnCl2 with the non-steroidal anti-inflammatory drug diflunisal (Hdifl), complex [Zn(difl-O)2(MeOH)4], 1 was formed, while in the presence of a N,N'-donor heterocyclic ligand 2,2'-bipyridylamine (bipyam), 2,2'-bipyridine (bipy), 1,10-phenanthroline (phen) and 2,2'-dipyridylketone oxime (Hpko), the complexes [Zn(difl-O,O')2(bipyam)], 2, [Zn(difl-O,O')2(bipy)], 3, [Zn(difl-O,O')2(phen)], 4 and [Zn(difl-O)2(Hpko)2], 5 were isolated, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 2, 3 and 5 were determined by X-ray crystallography. The ability of the complexes to scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals and to inhibit soybean lipoxygenase was studied and the complexes were more active than free Hdifl. The interaction of the complexes with serum albumins was monitored by fluorescence emission spectroscopy and the corresponding binding constants were calculated. UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide were employed to investigate the interaction of the complexes with calf-thymus DNA and revealed intercalation as the most possible DNA-binding mode. Computational techniques were used to identify possible binding sites of albumins and DNA, and determine the druggability of human and bovine serum albumins with the five novel complexes. The majority of the complexes are stronger binders than the free Hdifl. This is the first study incorporating experimental and computational results to explore the binding activity of metal-NSAID complexes with DNA and serum albumins, suggesting their application as potential metallodrugs.


Assuntos
Antioxidantes , DNA/química , Diflunisal , Soroalbumina Bovina/química , Zinco/química , Animais , Antioxidantes/síntese química , Antioxidantes/química , Bovinos , Diflunisal/síntese química , Diflunisal/química , Humanos , Estrutura Molecular
18.
J Inorg Biochem ; 162: 9-21, 2016 09.
Artigo em Inglês | MEDLINE | ID: mdl-27318424

RESUMO

The reaction of NiCl2 with the non-steroidal anti-inflammatory drug diflunisal (Hdifl) resulted in the formation of complex [Ni(difl-O)2(MeOH)4], 1. The co-existence of a N,N'-donor heterocyclic ligand 2,2'-dipyridylketone oxime (Hpko), 1,10-phenanthroline (phen), 2,2'-bipyridine (bipy) and 2,2'-bipyridylamine (bipyam) led to the formation of complexes [Ni(difl-O)2(Hpko-N,N')2], 2, [Ni(difl)2(phen)(MeOH)2], 3, [Ni(difl)2(bipy)(MeOH)2], 4 and [Ni(difl-O,O')2(bipyam)], 5, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 1 and 2 were determined by X-ray crystallography. The ability of the complexes to scavenge in vitro 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals was investigated; the complexes were more active scavengers than free Hdifl. The interaction of the complexes with serum albumins was investigated by fluorescence emission spectroscopy and the binding constants of the compounds to the albumins were calculated. UV spectroscopy, cyclic voltammetry and viscosity measurements as well as fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide were employed so as to monitor the interaction of the compounds with calf-thymus DNA and revealed intercalation as the most possible mode of binding.


Assuntos
Anti-Inflamatórios não Esteroides/química , Complexos de Coordenação/química , Diflunisal/química , Sequestradores de Radicais Livres/química , Níquel/química , 2,2'-Dipiridil/análogos & derivados , 2,2'-Dipiridil/química , Aminopiridinas/química , Animais , Benzotiazóis/antagonistas & inibidores , Benzotiazóis/química , Ligação Competitiva , Compostos de Bifenilo/antagonistas & inibidores , Compostos de Bifenilo/química , Bovinos , Complexos de Coordenação/síntese química , Cristalografia por Raios X , DNA/química , Etídio/química , Sequestradores de Radicais Livres/síntese química , Radical Hidroxila/antagonistas & inibidores , Radical Hidroxila/química , Modelos Moleculares , Fenantrolinas/química , Picratos/antagonistas & inibidores , Picratos/química , Ligação Proteica , Albumina Sérica/química , Ácidos Sulfônicos/antagonistas & inibidores , Ácidos Sulfônicos/química
19.
J Inorg Biochem ; 162: 22-30, 2016 09.
Artigo em Inglês | MEDLINE | ID: mdl-27323214

RESUMO

From the reaction of Cu(II) with the non-steroidal anti-inflammatory drug ketoprofen (Hketo), complex [Cu2(keto)4(H2O)2] was isolated, while the presence of a N,N'-donor heterocyclic ligand 2,2'-bipyridylamine (bipyam), 1,10-phenanthroline (phen) or 2,2'-bipyridine (bipy) led to the formation of complexes of the formula [Cu(keto)2(N,N'-donor)(H2O)]. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structure of [Cu(keto)2(bipyam)(H2O)] was determined by X-ray crystallography. The ability of ketoprofen and its complexes to scavenge 1,1-diphenyl-picrylhydrazyl, 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals was evaluated; the complexes were more active scavengers than free Hketo. The interaction of the complexes with serum albumins was investigated by fluorescence emission spectroscopy and the binding constant of the compounds to the albumins were calculated. Diverse techniques including UV spectroscopy, cyclic voltammetry and viscosity measurements as well as fluorescence emission spectroscopy for the competitive studies of the compounds with ethidium bromide, were employed in our attempt to examine the interaction of the compounds with calf-thymus DNA; as a conclusion, intercalation is the most possible mode of binding.


Assuntos
Anti-Inflamatórios não Esteroides/química , Complexos de Coordenação/química , Cobre/química , Sequestradores de Radicais Livres/química , Cetoprofeno/química , 2,2'-Dipiridil/análogos & derivados , 2,2'-Dipiridil/química , Aminopiridinas/química , Animais , Benzotiazóis/antagonistas & inibidores , Benzotiazóis/química , Ligação Competitiva , Compostos de Bifenilo/antagonistas & inibidores , Compostos de Bifenilo/química , Bovinos , Complexos de Coordenação/síntese química , Cristalografia por Raios X , DNA/química , Etídio/química , Sequestradores de Radicais Livres/síntese química , Radical Hidroxila/antagonistas & inibidores , Radical Hidroxila/química , Modelos Moleculares , Fenantrolinas/química , Picratos/antagonistas & inibidores , Picratos/química , Ligação Proteica , Albumina Sérica/química , Ácidos Sulfônicos/antagonistas & inibidores , Ácidos Sulfônicos/química
20.
J Inorg Biochem ; 163: 332-345, 2016 10.
Artigo em Inglês | MEDLINE | ID: mdl-27155725

RESUMO

The reaction of ZnCl2 with the non-steroidal anti-inflammatory drug flufenamic acid (Hfluf) led to the formation of complex [Zn(fluf-O)2(MeOH)4], 1. When the reaction takes places in the presence of a N,N'-donor heterocyclic ligand such as 2.2'-bipyridylamine (bipyam), 2.2'-bipyridine (bipy), 1.10-phenanthroline (phen) and 2.2'-dipyridylketone oxime (Hpko), the complexes [Zn(fluf)2(bipyam)], 2, [Zn(fluf)2(bipy)], 3, [Zn(fluf)(phen)2(H2O)](fluf)·0.2MeOH, 4·0.2MeOH and [Zn(fluf)2(Hpko)2], 5 were isolated, respectively. The complexes were characterized by physicochemical and spectroscopic techniques and the crystal structures of complexes 2 and 4 were determined by X-ray crystallography. The ability of the complexes to scavenge 1.1-diphenyl-picrylhydrazyl, 2.2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) and hydroxyl radicals and to inhibit soybean lipoxygenase was evaluated; the complexes were more active than free Hfluf. The interaction of the complexes with serum albumins was investigated by fluorescence emission spectroscopy and the corresponding binding constants were calculated. UV-vis spectroscopy, viscosity measurements and fluorescence emission spectroscopy for the competitive studies of the complexes with ethidium bromide were the techniques employed to monitor the interaction of the complexes with calf-thymus DNA and revealed intercalation as the most possible mode of binding.


Assuntos
Complexos de Coordenação/química , DNA/química , Ácido Flufenâmico/química , Substâncias Intercalantes/química , Lipoxigenase/química , Proteínas de Plantas/química , Soroalbumina Bovina/química , Zinco/química , Animais , Bovinos , Glycine max/enzimologia
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