Síntese, caracterização e estudo das propriedades de um novo complexo mononuclear contendo quercetina e íon Ga(III)

Simões, Vanessa do Nascimento; Favarin, Lis Regiane Vizolli; Cabeza, Natália Aparecida; Oliveira, Tamires D. de; Fiorucci, Antonio Rogério; Stropa, Jusinei Meireles; Rodrigues, Daniela Cristina Manfroi; Cavalheiro, Alberto Adriano; Anjos, Ademir dos

doi:10.1590/s0100-40422013000400002

Cited by 12 publications

(4 citation statements)

References 18 publications

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“…To date, synthesis, spectral, electrochemical, antioxidant properties and/or protein interactions have been published for several complexes of Al (III), Ga (III) and In (III) with various flavonoid derivatives . However, the cytotoxic activity of Al (III)/Ga (III)/In (III) ‐ flavonoid complexes has only been marginally studied . In this context and in relation to the structural similarity of 5‐hydroxyflavone (Figure ) and maltol in terms of the donor set, we report the synthesis and structural investigation of three new complexes of Al (III), Ga (III), In (III) and 5‐hydroxyflavone.…”

Section: Introductionmentioning

confidence: 99%

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Arbănași

Badea

Olar

et al. 2018

Applied Organom Chemis

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We report the synthesis and characterization of three new complexes of the natural flavonoid 5-hydroxyflavone (primuletin) and Al (III), Ga (III), In (III), respectively. The physico-chemical properties and structural features of these three novel compounds have been investigated by elemental and thermogravimetric analysis, molar conductance and several spectroscopic techniques, including FT-IR, UV-Vis and mass spectra. Based on the experimental data, the general chemical formula of the complexes iswhere M is the cation and n = 2 for Al (III), n = 0 for Ga (III), n = 1, for In (III); each one of the three 5-hydoxyflavone molecules acts as a monoanionic bidentate chelate ligand in the complexes. DFT calculations further sustain the proposed structures of the complexes. Cytotoxicity was studied using MTS assay on cervical, breast, colon and ovary adenocarcinoma cell lines.The central metal ions exert cytotoxic effects in a disparate manner: Al (III) enhances, while Ga (III) and In (III) decrease the cytotoxicity of the ligand.As a means to investigate the mechanism underlying the cytotoxic effects of the complexes, interactions with calf thymus DNA, human serum albumin and transferrin were also carried out.This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.

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Section: Introductionmentioning

confidence: 99%

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Arbănași

Badea

Olar

et al. 2018

Applied Organom Chemis

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“…This technique allowed observation of the maintenance of the complex’s characteristics, being essential for the study of the region of the antimony (III)-quercetin interaction. The quercetin spectrum (Figure 6a) allows visualization of its main bands, with one weak band at 3350 cm -1 related to the axial deformation of the OH bond and intramolecular hydrogen bonds from free hydroxyl groups; ν(C=O) stretching at 1661 cm -1 related to the carbonyl; a band at 1314 related to bending C-OH phenol and a band at 1244 cm -1 , related to the flexion of the C-O-C by stretching of the C-O-C. 18…”

Section: Resultsmentioning

confidence: 99%

Characterization and Stability of the Antimony-Quercetin Complex

et al. 2019

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Purpose: Quercetin is a flavonoid known for its therapeutic properties and for forming complexes. Although the antimony-quercetin (SbQ) complex has been produced before, no previous exploration of its characteristics has been published in literature. Thus, this study aimed to characterize this complex, assess its stability and investigate its complexation site through its antibacterial activity. Methods: The SbQ complex was synthetized using Sb(III) potassium tartrate trihydrate and quercetin anhydrous (1:1) (v/v) as a solution and dried using three methods: rotaevaporation, lyophilization and spray drying. The material, in solution, was analyzed by UV-vis and fluorimetry; and, in the powder, by X-ray diffraction (XRD), both scanning electronic and fluorescence microscopy and infrared spectroscopy (FT-IR). Antimicrobial activity was evaluated via broth microdilution. Results: UV-vis exhibited a shoulder peak at 291 nm indicating metal chelation at C-ring of quercetin and confirmed 1:1 stoichiometry. Spectrofluorimetry showed an increase of intensity with the complex formation with an emission band (525 nm). After drying, XRD and SEM indicated loss of crystallinity and a difference in shape and size of the complex compared to its precursors. FT-IR suggested by a shift of frequency of the carbonyl group (1661 cm-1) that the quercetin bond to antimony by the C-3, followed by positions C-5 and C-4 carbonyl, which has been confirmed by MIC through the structure-activity relationship of the antibacterial activity of quercetin. Conclusion: These results provided a characterization of SbQ complex with the confirmation of its binding site, working as a guide for future studies involving this complex.

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“…A quercetina é um dos flavonoides encontrados em maior quantidade na dieta humana e isso acontece por apresentase em abundância nas frutas, chás e verduras, por isso esse tipo de flavonoide chega a ser capaz de desenvolver diversas atividades no organismo humano como: anticarcinogênica, antibacteriana, antifúngica, protetores cardiovasculares, hepáticos e da filtração renal (Simões et al, 2013), além de apresentar-se como uma potencial droga natural no tratamento das dislipidemias (Moura;Araújo;Sousa, 2020).…”

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Avaliação da atividade antimicrobiana, antioxidante e citoprotetora da quercetina contra a ação tóxica do cloreto de bário

Mendes¹,

Miranda

Camilo³

et al. 2021

RSD

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Este trabalho teve como objetivo avaliar a atividade antimicrobiana, antioxidante e citoprotetora da quercetina frente a toxicidade do cloreto de bário. A solução teste foi preparada a partir da diluição utilizando DMSO, posteriormente foram realizadas diluições a fim de obter concentrações distintas. A Concentração Inibitória Mínima (CIM) foi obtida através de microdiluições em caldo, para leitura dos ensaios com a bactéria uma solução de resazurina sódica foi adicionada em cada cavidade (20 µL) e as placas ficaram em repouso por 1 h em temperatura ambiente. A avaliação do efeito citoprotetor da quercetina ao cloreto de bário, foram preparados eppendorfs contendo concentração sub-inibitória da amostra e suspensões de 105 UFC / ml de Escherichia coli 06 (EC 06) e Candida albicans (CA 40006) em meio TRIS M9. A solução foi distribuída na placa de microdiluição. Em seguida foi adicionado 100 µL do cloreto de bário na primeira cavidade seguindo com sucessivas microdiluições até a penúltima cavidade. A ação antioxidante da substância foi avaliada usando o método DPPH (1,1-difenil-2-picril-hidrazilo), os testes foram realizados em triplicata, observando que a quercetina apresenta eficácia na sua ação antioxidante. A quercetina não apresentou ação no CIM, com resultado de ≥ 1024 µg/ml. Observou que a quercetina apresentou efeito citoprotetor frente a Escherichia coli, quando associado ao cloreto de bário, a quercetina apresentou resultados positivos relacionado a ação da sua atividade citoprotetora. Esses resultados abrem possibilidades para evolução de estudos complementares e a utilização em ambientes contaminados.

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Síntese, caracterização e estudo das propriedades de um novo complexo mononuclear contendo quercetina e íon Ga(III)

Cited by 12 publications

References 18 publications

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Cytotoxicity studies, DNA interaction and protein binding of new Al (III), Ga (III) and In (III) complexes with 5‐hydroxyflavone

Characterization and Stability of the Antimony-Quercetin Complex

Avaliação da atividade antimicrobiana, antioxidante e citoprotetora da quercetina contra a ação tóxica do cloreto de bário

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