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Pesquisa : D04.345.103 [Categoria DeCS]
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[PMID]:28745382
[Au] Autor:Cala A; Molinillo JMG; Fernández-Aparicio M; Ayuso J; Álvarez JA; Rubiales D; Macías FA
[Ad] Endereço:Allelopathy Group, Department of Organic Chemistry, Campus CEIA3, School of Science, University of Cadiz, C/ Republica Saharaui, 7, 11510-Puerto Real, Cádiz, Spain. famacias@uca.es.
[Ti] Título:Complexation of sesquiterpene lactones with cyclodextrins: synthesis and effects on their activities on parasitic weeds.
[So] Source:Org Biomol Chem;15(31):6500-6510, 2017 Aug 09.
[Is] ISSN:1477-0539
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Allelochemicals are safer, more selective and more active alternatives than synthetic agrochemicals for weed control. However, the low solubility of these compounds in aqueous media limits their use as agrochemicals. Herein, we propose the application of α-, ß- and γ-cyclodextrins to improve the physicochemical properties and biological activities of three sesquiterpene lactones: dehydrocostuslactone, costunolide and (-)-α-santonin. Complexation was achieved by kneading and coprecipitation methods. Aqueous solubility was increased in the range 100-4600% and the solubility-phase diagrams suggested that complex formation had been successful. The results of the PM3 semiempirical calculations were consistent with the experimental results. The activities on etiolated wheat coleoptiles, Standard Target Species and parasitic weeds were improved. Cyclodextrins preserved or enhanced the activity of the three sesquiterpene lactones. Free cyclodextrins did not show significant activity and therefore the enhancement in activity was due to complexation. These results are promising for applications in agrochemical design.
[Mh] Termos MeSH primário: Ciclodextrinas/química
Lactonas/química
Plantas Daninhas/efeitos dos fármacos
Santonina/análogos & derivados
Sesquiterpenos/química
[Mh] Termos MeSH secundário: Ciclodextrinas/síntese química
Ciclodextrinas/toxicidade
Lactonas/síntese química
Lactonas/toxicidade
Modelos Moleculares
Santonina/síntese química
Santonina/toxicidade
Sesquiterpenos/síntese química
Sesquiterpenos/toxicidade
Solubilidade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cyclodextrins); 0 (Lactones); 0 (Sesquiterpenes); 1VL8J38ERO (Santonin); 477-43-0 (dehydrocostus lactone); 4IK578SA7Z (costunolide)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180226
[Lr] Data última revisão:
180226
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170727
[St] Status:MEDLINE
[do] DOI:10.1039/c7ob01394a


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[PMID]:29251511
[Au] Autor:Celebioglu A; Yildiz ZI; Uyar T
[Ad] Endereço:Institute of Materials Science & Nanotechnology, UNAM-National Nanotechnology Research Center, Bilkent University , Ankara 06800, Turkey.
[Ti] Título:Fabrication of Electrospun Eugenol/Cyclodextrin Inclusion Complex Nanofibrous Webs for Enhanced Antioxidant Property, Water Solubility, and High Temperature Stability.
[So] Source:J Agric Food Chem;66(2):457-466, 2018 Jan 17.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:In this study, inclusion complexes (IC) of three cyclodextrin derivatives (HP-ß-CD, HP-γ-CD, and M-ß-CD) with eugenol (essential oil compound) were formed in highly concentrated aqueous solutions and then transformed into self-standing functional nanofibrous webs by electrospinning. The improved aqueous solubility of eugenol was confirmed by phase solubility diagrams, in addition, the phase solubility tests also revealed 1:1 molar ratio complexation between host:guest molecules; CD:eugenol. Even though eugenol has a volatile nature, a large amount of eugenol (∼70-95%) was preserved in eugenol/cyclodextrin inclusion complex nanofibrous webs (eugenol/CD/IC-NW). Moreover, enhanced thermal stability of eugenol was recorded for eugenol/CD/IC-NW (up to ∼310 °C) when compared to pure form of eugenol (up to ∼200 °C). The eugenol/CD/IC-NW exhibited fast dissolving behavior in water, contrary to poorly water-soluble eugenol. It was observed that the complexation between M-ß-CD and eugenol was the strongest when compared to other two host CD molecules (HP-ß-CD and HP-γ-CD) for eugenol/CD/IC-NW samples. The electrospun eugenol/CD/IC-NW samples have shown enhanced antioxidant activity compared to pure form of eugenol. In summary, cyclodextrin inclusion complexes of essential oil compounds, such as eugenol, in the form of self-standing nanofibrous webs may have potentials for food and oral-care applications due to their particularly large surface area along with fast-dissolving character, improved water solubility, high temperature stability, and enhanced antioxidant activity.
[Mh] Termos MeSH primário: Antioxidantes/química
Ciclodextrinas/química
Eugenol/química
Nanofibras/química
[Mh] Termos MeSH secundário: Técnicas Eletroquímicas
Solubilidade
Temperatura Ambiente
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antioxidants); 0 (Cyclodextrins); 3T8H1794QW (Eugenol)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180205
[Lr] Data última revisão:
180205
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171219
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.7b04312


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[PMID]:28455134
[Au] Autor:Adeoye O; Cabral-Marques H
[Ad] Endereço:Research Institute for Medicines (iMed.ULisboa), Faculdade de Farmácia da Universidade de Lisboa, Avenida Prof. Gama Pinto, 1649-003 Lisboa, Portugal; Faculty of Pharmacy, Obafemi Awolowo University, Ile-Ife, Nigeria.
[Ti] Título:Cyclodextrin nanosystems in oral drug delivery: A mini review.
[So] Source:Int J Pharm;531(2):521-531, 2017 Oct 15.
[Is] ISSN:1873-3476
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Oral delivery of many therapeutic agents remains challenging due to gastric insolubility/poor dissolution, inefficient intestinal permeability and pre-systemic inactivation. These problems limit the advantages of convenience and increased compliance they provide in the therapy of many chronic diseases. Cyclodextrin nanosystems have emerged as promising platforms for drug-specific construction of the oral delivery nanosystems able to optimize the desired physicochemical properties and pharmacokinetic parameters; without a compromise on safety. This review focuses on some recent and encouraging advances in the application of cyclodextrin nanosystems for oral drug delivery. A general overview of cyclodextrins and pharmaceutical nanotechnology in oral delivery systems is provided. Some of the strategies being exploited for the synthesis of these nanosystems, and their potential for the intelligent navigation of the gastrointestinal tract for optimal bioavailability and biodistribution are then illustrated. Perspectives for translating these nanosystems from laboratory efficient formulations to clinically useful medicines are also discussed.
[Mh] Termos MeSH primário: Ciclodextrinas/química
Sistemas de Liberação de Medicamentos
Nanopartículas/química
[Mh] Termos MeSH secundário: Disponibilidade Biológica
Química Farmacêutica
Seres Humanos
Distribuição Tecidual
[Pt] Tipo de publicação:JOURNAL ARTICLE; REVIEW
[Nm] Nome de substância:
0 (Cyclodextrins)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180109
[Lr] Data última revisão:
180109
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170430
[St] Status:MEDLINE


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[PMID]:29244868
[Au] Autor:Li X; Zhao Y; Wang K; Wang L; Yang X; Zhu S
[Ad] Endereço:Beijing Tongren Eye Center, Beijing Key Laboratory of Ophthalmology and Visual Science, Beijing Tongren Hospital, Capital Medical University, Beijing, China.
[Ti] Título:Cyclodextrin-containing hydrogels as an intraocular lens for sustained drug release.
[So] Source:PLoS One;12(12):e0189778, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:To improve the efficacy of anti-inflammatory factors in patients who undergo cataract surgery, poly(2-hydroxyethyl methacrylate-co-methyl methacrylate) (p(HEMA-co-MMA)) hydrogels containing ß-cyclodextrin (ß-CD) (pHEMA/MMA/ß-CD) were designed and prepared as intraocular lens (IOLs) biomaterials that could be loaded with and achieve the sustained release of dexamethasone. A series of pHEMA/MMA/ß-CD copolymers containing different ratios of ß-CD (range, 2.77 to 10.24 wt.%) were obtained using thermal polymerization. The polymers had high transmittance at visible wavelengths and good biocompatibility with mouse connective tissue fibroblasts. Drug loading and release studies demonstrated that introducing ß-CD into hydrogels increased loading efficiency and achieved the sustained release of the drug. Administering ß-CD via hydrogels increased the equilibrium swelling ratio, elastic modulus and tensile strength. In addition, ß-CD increased the hydrophilicity of the hydrogels, resulting in a lower water contact angle and higher cellular adhesion to the hydrogels. In summary, pHEMA/MMA/ß-CD hydrogels show great potential as IOL biomaterials that are capable of maintaining the sustained release of anti-inflammatory drugs after cataract surgery.
[Mh] Termos MeSH primário: Extração de Catarata
Catarata/tratamento farmacológico
Ciclodextrinas/uso terapêutico
Dexametasona/uso terapêutico
[Mh] Termos MeSH secundário: Animais
Materiais Biocompatíveis/química
Materiais Biocompatíveis/uso terapêutico
Catarata/patologia
Linhagem Celular
Ciclodextrinas/química
Dexametasona/química
Liberação Controlada de Fármacos
Olho/citologia
Olho/efeitos dos fármacos
Seres Humanos
Hidrogéis/química
Hidrogéis/uso terapêutico
Lentes Intraoculares
Metilmetacrilatos/química
Metilmetacrilatos/uso terapêutico
Camundongos
Poli-Hidroxietil Metacrilato/química
Poli-Hidroxietil Metacrilato/uso terapêutico
Polímeros/química
Polímeros/uso terapêutico
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Biocompatible Materials); 0 (Cyclodextrins); 0 (Hydrogels); 0 (Methylmethacrylates); 0 (Polymers); 25249-16-5 (Polyhydroxyethyl Methacrylate); 26355-01-1 (HTR composite); 7S5I7G3JQL (Dexamethasone)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180102
[Lr] Data última revisão:
180102
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171216
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0189778


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[PMID]:29078909
[Au] Autor:Blatnik JA; Thatiparti TR; Krpata DM; Zuckerman ST; Rosen MJ; von Recum HA
[Ad] Endereço:Department of Surgery, Washington University School of Medicine, St. Louis, Missouri.
[Ti] Título:Infection prevention using affinity polymer-coated, synthetic meshes in a pig hernia model.
[So] Source:J Surg Res;219:5-10, 2017 Nov.
[Is] ISSN:1095-8673
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Given concern for hernia mesh infection, surgeons often use biologic mesh which may provide reduced risk of infection but at the cost of decreased repair durability. We evaluated mesh coating to provide sustained release of antibiotics to prevent prosthetic mesh infection and also allow a durable repair. MATERIALS AND METHODS: Cyclodextrin-based polymer was crosslinked onto multifilament polyester mesh and loaded with vancomycin (1.75 mg/cm ). Pigs received modified meshes (n = 6) or normal, untreated meshes (n = 4), which were implanted into acute 10 × 5 cm ventral hernia, then directly inoculated with 10 colony-forming unit (CFU) of methicillin-resistant Staphylococcus aureus (MRSA). These were compared to animals receiving normal, uninfected mesh. All mesh was secured in an underlay bridge manner, and after 30 d, the abdominal wall was removed for quantitative bacterial culture and biomechanical analysis. RESULTS: All animals survived 30 d. All six animals with coated mesh cleared MRSA infection. The four control animals did not clear MRSA (P = 0.005). Quantitative bacterial load was higher in standard mesh versus drug-delivery mesh group (2.34 × 10 versus 80.9 CFU/gm). These data were log -transformed and analyzed by Welch's t-test (P = 0.001). Minimum number of CFUs detectable by assay (300) was used instead of zero. Biomechanical analysis of controls (1.82 N/mm infected; 1.71 N/mm uninfected) showed no difference to the modified meshes (1.31 N/mm) in tissue integration (P = 0.15). CONCLUSIONS: We successfully prevented synthetic mesh infection in a pig model using a cyclodextrin-based polymer to locally deliver vancomycin to the hernia repair site and clearing antibiotic-resistant bacteria. Polymer coating did not impact the strength of the hernia repair.
[Mh] Termos MeSH primário: Antibacterianos/administração & dosagem
Hérnia Ventral/cirurgia
Herniorrafia/instrumentação
Infecções Relacionadas à Prótese/prevenção & controle
Infecções Estafilocócicas/prevenção & controle
Telas Cirúrgicas/efeitos adversos
Vancomicina/administração & dosagem
[Mh] Termos MeSH secundário: Animais
Antibacterianos/uso terapêutico
Celulose
Ciclodextrinas
Feminino
Staphylococcus aureus Resistente à Meticilina
Poliésteres
Distribuição Aleatória
Infecções Estafilocócicas/etiologia
Telas Cirúrgicas/microbiologia
Suínos
Resultado do Tratamento
Vancomicina/uso terapêutico
[Pt] Tipo de publicação:EVALUATION STUDIES; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Cyclodextrins); 0 (Polyesters); 0 (cyclodextrin polymer); 6Q205EH1VU (Vancomycin); 9004-34-6 (Cellulose)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171109
[Lr] Data última revisão:
171109
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171029
[St] Status:MEDLINE


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[PMID]:29045474
[Au] Autor:Nakamura S; Kunikata T; Matsumoto Y; Hanaya T; Harashima A; Nishimoto T; Ushio S
[Ad] Endereço:R&D Center, Hayashibara Co., Ltd., Okayama, Japan.
[Ti] Título:Effects of a non-cyclodextrin cyclic carbohydrate on mouse melanoma cells: Characterization of a new type of hypopigmenting sugar.
[So] Source:PLoS One;12(10):e0186640, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Cyclic nigerosyl nigerose (CNN) is a cyclic tetrasaccharide that exhibits properties distinct from other conventional cyclodextrins. Herein, we demonstrate that treatment of B16 melanoma with CNN results in a dose-dependent decrease in melanin synthesis, even under conditions that stimulate melanin synthesis, without significant cytotoxity. The effects of CNN were prolonged for more than 27 days, and were gradually reversed following removal of CNN. Undigested CNN was found to accumulate within B16 cells at relatively high levels. Further, CNN showed a weak but significant direct inhibitory effect on the enzymatic activity of tyrosinase, suggesting one possible mechanism of hypopigmentation. While a slight reduction in tyrosinase expression was observed, tyrosinase expression was maintained at significant levels, processed into a mature form, and transported to late-stage melanosomes. Immunocytochemical analysis demonstrated that CNN treatment induced drastic morphological changes of Pmel17-positive and LAMP-1-positive organelles within B16 cells, suggesting that CNN is a potent organelle modulator. Colocalization of both tyrosinase-positive and LAMP-1-positive regions in CNN-treated cells indicated possible degradation of tyrosinase in LAMP-1-positive organelles; however, that possibility was ruled out by subsequent inhibition experiments. Taken together, this study opens a new paradigm of functional oligosaccharides, and offers CNN as a novel hypopigmenting molecule and organelle modulator.
[Mh] Termos MeSH primário: Ciclodextrinas/farmacologia
Glucanos/farmacologia
Hipopigmentação/patologia
Melanoma Experimental/patologia
[Mh] Termos MeSH secundário: Animais
Western Blotting
Linhagem Celular Tumoral
Glucosamina/farmacologia
Imuno-Histoquímica
Lisossomos/efeitos dos fármacos
Lisossomos/metabolismo
Melaninas/biossíntese
Melanoma Experimental/metabolismo
Melanossomas/efeitos dos fármacos
Melanossomas/metabolismo
Camundongos
Monofenol Mono-Oxigenase/metabolismo
Pressão Osmótica
Estresse Fisiológico/efeitos dos fármacos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cyclodextrins); 0 (Glucans); 0 (Melanins); 0 (cyclic nigerosylnigerose); EC 1.14.18.1 (Monophenol Monooxygenase); N08U5BOQ1K (Glucosamine)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171031
[Lr] Data última revisão:
171031
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171019
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0186640


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[PMID]:28855312
[Au] Autor:Bakke SS; Aune MH; Niyonzima N; Pilely K; Ryan L; Skjelland M; Garred P; Aukrust P; Halvorsen B; Latz E; Damås JK; Mollnes TE; Espevik T
[Ad] Endereço:Center of Molecular Inflammation Research, Department of Cancer Research and Molecular Medicine, Norwegian University of Science and Technology, 7491 Trondheim, Norway.
[Ti] Título:Cyclodextrin Reduces Cholesterol Crystal-Induced Inflammation by Modulating Complement Activation.
[So] Source:J Immunol;199(8):2910-2920, 2017 Oct 15.
[Is] ISSN:1550-6606
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Cholesterol crystals (CC) are abundant in atherosclerotic plaques and promote inflammatory responses via the complement system and inflammasome activation. Cyclic oligosaccharide 2-hydroxypropyl-ß-cyclodextrin (BCD) is a compound that solubilizes lipophilic substances. Recently we have shown that BCD has an anti-inflammatory effect on CC via suppression of the inflammasome and liver X receptor activation. The putative effects of BCD on CC-induced complement activation remain unknown. In this study, we found that BCD bound to CC and reduced deposition of Igs, pattern recognition molecules, and complement factors on CC in human plasma. Furthermore, BCD decreased complement activation as measured by terminal complement complex and lowered the expression of complement receptors on monocytes in whole blood in response to CC exposure. In line with this, BCD also reduced reactive oxygen species formation caused by CC in whole blood. Furthermore, BCD attenuated the CC-induced proinflammatory cytokine responses (e.g., IL-1α, MIP-1α, TNF, IL-6, and IL-8) as well as regulated a range of CC-induced genes in human PBMC. BCD also regulated complement-related genes in human carotid plaques treated ex vivo. Formation of terminal complement complex on other complement-activating structures such as monosodium urate crystals and zymosan was not affected by BCD. These data demonstrate that BCD inhibits CC-induced inflammatory responses, which may be explained by BCD-mediated attenuation of complement activation. Thus, these findings support the potential for using BCD in treatment of atherosclerosis.
[Mh] Termos MeSH primário: Artérias Carótidas/fisiologia
Colesterol/metabolismo
Ciclodextrinas/metabolismo
Inflamação/imunologia
Leucócitos Mononucleares/fisiologia
Monócitos/fisiologia
Placa Aterosclerótica/imunologia
[Mh] Termos MeSH secundário: Células Cultivadas
Colesterol/imunologia
Ativação do Complemento
Proteínas do Sistema Complemento/biossíntese
Ciclodextrinas/química
Citocinas/metabolismo
Seres Humanos
Imunomodulação
Inflamação/induzido quimicamente
Mediadores da Inflamação/metabolismo
Placa Aterosclerótica/terapia
Espécies Reativas de Oxigênio/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cyclodextrins); 0 (Cytokines); 0 (Inflammation Mediators); 0 (Reactive Oxygen Species); 9007-36-7 (Complement System Proteins); 97C5T2UQ7J (Cholesterol)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171101
[Lr] Data última revisão:
171101
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:170901
[St] Status:MEDLINE
[do] DOI:10.4049/jimmunol.1700302


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[PMID]:28757468
[Au] Autor:Hao JH; Huang LP; Chen XT; Sun JJ; Liu JZ; Wang W; Sun M
[Ad] Endereço:Key Laboratory of Sustainable Development of Polar Fishery, Ministry of Agriculture, Yellow Sea Fisheries Research Institute, Chinese Academy of Fishery Sciences, Qingdao, 266071, China; Laboratory for Marine Drugs and Bioproducts, Qingdao National Laboratory for Marine Science and Technolog, Qingda
[Ti] Título:Identification, cloning and expression analysis of an alpha-CGTase produced by stain Y112.
[So] Source:Protein Expr Purif;140:8-15, 2017 Dec.
[Is] ISSN:1096-0279
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Cyclodextrin glycosyltransferase (CGTase) is an enzyme able to convert starch and other substrates into cyclodextrins (CDs). A marine strain Y112 producing α-CGTase was identified as Bacillus agaradhaerens Y112 by physiological and biochemical characterization, and 16S rDNA analysis. The gene coding for α-CGTase was cloned, sequenced and expressed in Escherichia coli BL21 (DE3) cells. Recombinant α-CGTase was purified in one-step chromatographic separation and its purity evaluated by SDS-PAGE, showing the presence of one band with a molecular mass of about 92 kDa. Additionally, enzymatic capability was analyzed by measuring the starch conversion, and resulted in about 45% of CDs obtained after 6 h of cyclodextrin reaction. Of these CDs, mainly α-CD was produced (70% of the total CDs yield), suggesting the potential of this CGTase for industrial applications.
[Mh] Termos MeSH primário: Sequência de Aminoácidos/genética
Bacillus/enzimologia
Glucosiltransferases/isolamento & purificação
[Mh] Termos MeSH secundário: Clonagem Molecular
Ciclodextrinas/química
Regulação Enzimológica da Expressão Gênica
Glucosiltransferases/biossíntese
Glucosiltransferases/genética
Amido/química
Especificidade por Substrato
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cyclodextrins); 9005-25-8 (Starch); EC 2.4.1.- (Glucosyltransferases); EC 2.4.1.19 (cyclomaltodextrin glucanotransferase)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171011
[Lr] Data última revisão:
171011
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170801
[St] Status:MEDLINE


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[PMID]:28700692
[Au] Autor:Teodoro GR; Gontijo AVL; Borges AC; Tanaka MH; Lima GMG; Salvador MJ; Koga-Ito CY
[Ad] Endereço:Oral Biopathology Graduate Program, São José dos Campos Institute of Science and Technology, Universidade Estadual Paulista/UNESP, São José dos Campos, SP, Brazil.
[Ti] Título:Gallic acid/hydroxypropyl-ß-cyclodextrin complex: Improving solubility for application on in vitro/ in vivo Candida albicans biofilms.
[So] Source:PLoS One;12(7):e0181199, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The aim of this study was to increase the solubility of gallic acid (GA) for the treatment of Candida albicans biofilm, which is very difficult to treat and requires high drug concentrations. Cyclodextrins (CDs) were used for this purpose. Complexes were evaluated by phase-solubility studies, prepared by spray drying and characterized by drug loading, scanning electron microscopy (SEM) and differential scanning calorimetry (DSC). The complexes were tested on C. albicans biofilm using in vitro and in vivo models. HPßCD formed soluble inclusion complexes with GA. The percentage of GA in GA/HPßCD was 10.8 ± 0.01%. The SEM and DSC analyses confirmed the formation of inclusion complexes. GA/HPßCD maintained the antimicrobial activity of the pure GA. GA/HPßCD was effective on C. albicans biofilms of 24 and 48h. The in vivo results showed an anti-inflammatory activity of GA/HPßCD with no difference in invading hypha counting among the groups. This study encourages the development of new antifungal agents.
[Mh] Termos MeSH primário: Biofilmes/efeitos dos fármacos
Candida albicans/efeitos dos fármacos
Ácido Gálico/química
Ácido Gálico/farmacologia
beta-Ciclodextrinas/química
[Mh] Termos MeSH secundário: 2-Hidroxipropil-beta-Ciclodextrina
Varredura Diferencial de Calorimetria
Candida albicans/ultraestrutura
Ciclodextrinas/química
Microscopia Eletrônica de Varredura
Solubilidade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Cyclodextrins); 0 (beta-Cyclodextrins); 1I96OHX6EK (2-Hydroxypropyl-beta-cyclodextrin); 632XD903SP (Gallic Acid)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:171116
[Lr] Data última revisão:
171116
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170713
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0181199


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[PMID]:28651154
[Au] Autor:Tomasello MF; Nardon C; Lanza V; Di Natale G; Pettenuzzo N; Salmaso S; Milardi D; Caliceti P; Pappalardo G; Fregona D
[Ad] Endereço:IBB-CNR, Istituto di Biostrutture e Bioimmagini, Sede Secondaria di Catania, Via Paolo Gaifami, 18 - 95126, Catania, Italy.
[Ti] Título:New comprehensive studies of a gold(III) Dithiocarbamate complex with proven anticancer properties: Aqueous dissolution with cyclodextrins, pharmacokinetics and upstream inhibition of the ubiquitin-proteasome pathway.
[So] Source:Eur J Med Chem;138:115-127, 2017 Sep 29.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:The gold(III)-dithiocarbamate complex AuL12 (dibromo [ethyl-N-(dithiocarboxy-kS,kS')-N-methylglycinate] gold(III)), is endowed with promising in vitro/in vivo antitumor activity and toxicological profile. Here, we report our recent strategies to improve its water solubility and stability under physiological conditions along with our efforts for unravelling its tangled mechanism of action. We used three types of α-cyclodextrins (CDs), namely ß-CD, Me-ß-CD and HP-ß-CD to prepare aqueous solutions of AuL12. The ability of these natural oligosaccharide carriers to enhance water solubility of hydrophobic compounds, allowed drug stability of AuL12 to be investigated. Moreover, pharmacokinetic experiments were first carried out for a gold(III) coordination compound, after i.v. injection of the nanoformulation AuL12/HP-ß-CD to female mice. The gold content in the blood samples was detected at scheduled times by AAS (atomic absorption spectrometry) analysis, highlighting a fast biodistribution with a t of few minutes and a slow escretion (t of 14.3 h). The in vitro cytotoxic activity of AuL12 was compared with the AuL12/HP-ß-CD mixture against a panel of three human tumor cell lines (i.e., HeLa, KB and MCF7). Concerning the mechanism of action, we previously reported the proteasome-inhibitory activity of some our gold(III)-based compounds. In this work, we moved from the proteasome target to upstream of the important ubiquitin-proteasome pathway, testing the effects of AuL12 on the polyubiquitination reactions involving the Ub-activating (E1) and -conjugating (E2) enzymes.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Ciclodextrinas/química
Ouro/farmacologia
Complexo de Endopeptidases do Proteassoma/metabolismo
Tiocarbamatos/farmacologia
Ubiquitina/antagonistas & inibidores
[Mh] Termos MeSH secundário: Animais
Antineoplásicos/síntese química
Antineoplásicos/química
Proliferação Celular/efeitos dos fármacos
Relação Dose-Resposta a Droga
Ensaios de Seleção de Medicamentos Antitumorais
Feminino
Ouro/química
Seres Humanos
Camundongos
Camundongos Endogâmicos BALB C
Estrutura Molecular
Solubilidade
Relação Estrutura-Atividade
Tiocarbamatos/química
Distribuição Tecidual
Células Tumorais Cultivadas
Ubiquitina/metabolismo
Água/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Cyclodextrins); 0 (Thiocarbamates); 0 (Ubiquitin); 059QF0KO0R (Water); 7440-57-5 (Gold); EC 3.4.25.1 (Proteasome Endopeptidase Complex)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170920
[Lr] Data última revisão:
170920
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170627
[St] Status:MEDLINE



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