Photodynamic efficiency of hypericin compared with chlorin and hematoporphyrin derivatives in HEp-2 and Vero epithelial cell lines

Bernal, Cláudia; Ribeiro, Anderson Orzari; Andrade, Gislaine P.; Perussi, Janice Rodrigues

doi:10.1016/j.pdpdt.2015.04.003

Cited by 33 publications

(14 citation statements)

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“…[4][5][6] Hematoporphyrin derivatives are the most classical PSs and have been widely used in cancer therapy. [7][8][9] However, these porphyrin-based PSs have several disadvantages, including low absorption of light, suboptimal tumor selectivity, and long-lasting cutaneous photosensitivity. [10][11][12] To alleviate the problems encountered with hematoporphyrin derivatives in PDT application, new PSs are continuously being explored.…”

Section: Introductionmentioning

confidence: 99%

“…[15][16][17] Recently, Hy has attracted much attention as a potent PS with substantial quantum yield, low photobleaching, a large excitation range, and negligible dark cytotoxicity. 7,17,18 However, like most PSs, Hy is highly hydrophobic and cannot dissolve in aqueous medium, which reduces its photodynamic property and shortens its circulation time in blood in vivo, thus affecting its accumulation in the tumor site and weakening the effect of PDT for cancer therapy. [18][19][20] A promising strategy to overcome this problem is to associate Hy with a nanocarrier that is biocompatible and dispersible in an aqueous physiologic environment.…”

Section: Introductionmentioning

confidence: 99%

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Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Chuang

Shang

et al. 2018

IJN

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BackgroundPhotodynamic therapy is a safe, noninvasive modality for cancer therapy, in which the photosensitizer (PS) is a crucial component. Hypericin (Hy) is a promising PS; however, its clinical application is significantly limited by its poor hydrophilicity.Materials and methodsTo overcome the clinical application limitation of Hy, a novel strategy is developed here by entrapping Hy into polydopamine (PDA) film formed on the surface of magnetic iron oxide nanoparticles (MNPs) through the self-polymerization of dopamine under alkaline condition. The amount of Hy in the Hy-entrapped PDA–MNP composite nanoparticles (denoted as PHMs) was measured by spectrophotometry. Furthermore, lactose, as the targeting ligand to asialoglycoprotein receptors, was conjugated to the surface of the PHMs by taking advantage of the spontaneous reaction of PDA with amino groups.ResultsSpectrophotometry analysis revealed that the amount of Hy in the PHMs was 72 μmol g−1 PHMs. The fabricated Hy-entrapped glyconanoparticle (Lac-PHM) exhibited excellent water dispersibility, stability, and selectivity for asialoglycoprotein receptors overexpressing HepG2 cells. Atomic absorption spectroscopy analysis showed that the amount of the Lac-PHMs taken in HepG2 cells was 2.1-fold higher than that of the triethylene glycol-modified PHMs. The results of intracellular reactive oxygen species generation detection, cytotoxicity study, and apoptosis detection indicated that the Lac-PHMs had a satisfying photodynamic effect to HepG2 cells.ConclusionThe strategy developed in this work offers great potential for delivery of a variety of hydrophobic PSs.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Chuang

Shang

et al. 2018

IJN

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“…(CRUZ et al, 2013;KWIATKOWSKI et al, 2018;POPOVIC et al, 2015). Trabalhos anteriores do grupo mostraram que o tempo de incubação de 2h é suficiente para que a HY apresente resultados fotodinâmicos eficientes (BERNAL et al, 2015;GONÇALVES et al, 2017;LIMA et al, 2013). Por esse motivo, e devido ao fato de que em células HeLa 2h de incubação resultam em 2 vezes mais acumulação de HY após inclusão em β-CD, optou-se por utilizar 2h como tempo padrão de incubação para os ensaios de cito e fototoxicidade apresentados nos itens a seguir.…”

Section: Rendimento Quântico De Fluorescênciaunclassified

“…aplicação em TFD, a HY apresenta vantagens, como elevado rendimento quântico do estado triplete e formação do oxigênio singlete, baixa fotodegradabilidade, intensa absorção na região visível do espectro, com picos principais em 550 e 598 nm (Figura 6) e ampla faixa de excitação. Estudos disponíveis na literatura demonstram a eficácia do uso de HY como agente terapêutico da TFD, como uso tópico em tratamento de queratoses actínicas(ZEISSER-LABOUÈBE et al, 2006), para o tratamento do câncer (BOIY; ROELANDTS eDE WITTE, 2011;GONÇALVES et al, 2017), bem como avaliação da atividade fotodinâmica da HY contra microrganismos(BERNAL et al, , 2015KASHEF et al, 2013) HAMBLIN, 2016;. GARCIA et al, 2015;MONTANHA et al, 2017).Para evitar esses problemas de agregação, muitos FSs, inclusive a HY, têm sido associados a sistemas de encapsulação ou veículos de entrega como, por exemplo, micelas, lipossomas, emulsões e nanopartículas poliméricas, cerâmicas e nanocristais.…”

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Inclusão supramolecular de Hipericina em β-ciclodextrina visando aplicação em terapia fotodinâmica

Gusmão¹

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Photodynamic Therapy (PDT) is a technique based on the interaction of a nontoxic and light-sensitive dye, called photosensitizer (PS), with light at an appropriate wavelength that in the presence of oxygen results in the formation of reactive species that causes cell death. Some PSs, e.g. hypericin (HY), are hydrophobic and causes aggregation in water media, affecting the PDT application. Obtaining of cyclodextrins (CD) inclusion complexes can improve some properties of PSs such as solubility and bioavailability. This study aimed to produce an inclusion complex between HY and β-Cyclodextrin (β-CD) to improve HY solubility and to study the effect of this improvement on its chemical, photochemical and biological properties for application in PDT. The inclusion complex β-CDHY formation was confirmed by FTIR and NMR-1 H spectroscopy techniques. HY solubility was improved and its photochemical properties (chemical stability, photostability, photodynamic activity, and quantum yield) were not affected after being included in the β-CD cavities. The complex β-CDHY presented an in vitro release six times faster than HY free. Besides, β-CDHY exhibited a slower cutaneous permeation profile, indicating the possibility of being applied in topic uses due to the greater retention in superficial skin layers. Intracellular accumulation of free and complexed HY, as well as the cito and phototoxicity, were evaluated in HeLa, MCF7 e Vero cell lines. In HeLa cells there was nearby two times fold improvement in accumulation, leading to an increase of 40% in the phototoxicity of β-CDHY related to free HY in 3, 6 and 10 J cm -2 . In MCF7 cells, the intracellular accumulation was the same for free and complexed HY, however, there was a decrease of about 20% in IC50 values when the complex was incubated within the cells under 3 and 6 J cm -2 . In Vero cells it was obtained a cell uptake 10 3 times lower than the values for HeLa and MCF7, suggesting that free and complexed HY accumulate selectively in carcinogenic cells.Therefore, these results suggest that the use of β-CD as a drug delivery system for HY is effective and allows its application in Photodynamic Therapy. O 2 -Oxigênio singlete AF -Atividade fotodinâmica ALAácido 5-aminolevulênico AUácido úrico β-CD -Beta-ciclodextrina β-CDHY -Complexo de inclusão entre β-CD e HY CAQI -Central de Análises Químicas Instrumentais CD -Ciclodextrina CIS -Cruzamento intersistema DLS -Dynamic Light Scattering DMEM -Dulbecco's Modified Medium DMSO -Dimetilsulfóxido DP -Desvio Padrão DPBF -1,3-Difenilisobenzofurano ECestrato córneo ERO -Espécies Reativas de Oxigênio FS -Fotossensibilizador GPX-4 -Glutationa peroxidase HY -Hipericina HP-β-CD -Hidroxipropil-β-Ciclodextrina IV -Espectroscopia na região do Infravermelho Jfluxo de permeação LD -Limite de detecção LED -Light-emitting Diode LQ -Limite de quantificação

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“…apresentar toxicidade insignificante no escuro, alto rendimento quântico do estado triplete e formação de espécies reativas de oxigênio (ROS) quando exposta a luz, (AGOSTINIS et al, 2002;BERNAL et al, 2015;LIMA et al, 2013;ZHANG et al, 2015). A HI é considerada o fotossensibilizador mais potente encontrado na natureza (PERUSSI, 2007).…”

Section: Lista De Abreviaturas E Siglasunclassified

Desenvolvimento de modelo de cultura celular tridimensional (3D) e de plataforma microfluídica para avaliação da viabilidade celular após terapia fotodinâmica

Morais¹

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Primeiramente a Deus por me sustentar e guiar todos os dias. À Ele toda honra e glória. À minha orientadora, Profª. Drª. Janice Rodrigues Perussi, pela valiosa e importante oportunidade que me proporcionou, por entender as minhas dificuldades durante toda essa jornada e por acreditar no meu trabalho. Obrigada pelo incentivo desde o nosso primeiro encontro. Obrigada pelo conselhos profissionais e pelo pessoais também

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Photodynamic efficiency of hypericin compared with chlorin and hematoporphyrin derivatives in HEp-2 and Vero epithelial cell lines

Cited by 33 publications

References 43 publications

Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Inclusão supramolecular de Hipericina em β-ciclodextrina visando aplicação em terapia fotodinâmica

Desenvolvimento de modelo de cultura celular tridimensional (3D) e de plataforma microfluídica para avaliação da viabilidade celular após terapia fotodinâmica

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Photodynamic efficiency of hypericin compared with chlorin and hematoporphyrin derivatives in HEp-2 and Vero epithelial cell lines

Cited by 33 publications

References 43 publications

Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Facile fabrication of hypericin-entrapped glyconanoparticles for targeted photodynamic therapy

Inclusão supramolecular de Hipericina em &beta;-ciclodextrina visando aplicação em terapia fotodinâmica

Desenvolvimento de modelo de cultura celular tridimensional (3D) e de plataforma microfluídica para avaliação da viabilidade celular após terapia fotodinâmica

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Inclusão supramolecular de Hipericina em β-ciclodextrina visando aplicação em terapia fotodinâmica