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[PMID]:29231931
[Au] Autor:Imani Nejad M; Yang D; Shen B; Gates KS
[Ad] Endereço:Department of Chemistry, University of Missouri, 125 Chemistry Bldg, Columbia, MO 65211, USA. gatesk@missouri.edu.
[Ti] Título:Oxidative activation of leinamycin E1 triggers alkylation of guanine residues in double-stranded DNA.
[So] Source:Chem Commun (Camb);54(3):256-259, 2018 Jan 02.
[Is] ISSN:1364-548X
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:It may be useful to develop prodrugs that are selectively activated by oxidative stress in cancer cells to release cell-killing reactive intermediates. However, relatively few chemical strategies exist for the activation of prodrugs under conditions of oxidative stress. Here we provide evidence for a novel process in which oxidation of a thiol residue in the natural product leinamycin E1 by H O and other byproducts of cellular oxidative stress initiates generation of an episulfonium ion that selectively alkylates guanine residues in duplex DNA.
[Mh] Termos MeSH primário: Antineoplásicos Alquilantes/química
DNA/química
Guanina/química
Lactamas Macrocíclicas/química
Pró-Fármacos/química
[Mh] Termos MeSH secundário: Alquilação
Antineoplásicos Alquilantes/síntese química
Dano ao DNA
Compostos Férricos/química
Peróxido de Hidrogênio/química
Lactamas Macrocíclicas/síntese química
Oxirredução
Pró-Fármacos/síntese química
Xantina/química
Xantina Oxidase/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents, Alkylating); 0 (Ferric Compounds); 0 (Lactams, Macrocyclic); 0 (Prodrugs); 0 (leinamycin E1); 1AVZ07U9S7 (Xanthine); 5Z93L87A1R (Guanine); 9007-49-2 (DNA); BBX060AN9V (Hydrogen Peroxide); EC 1.17.3.2 (Xanthine Oxidase); LUX2X1H1IC (ammonium ferric sulfate)
[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:171213
[St] Status:MEDLINE
[do] DOI:10.1039/c7cc08482j


  2 / 6954 MEDLINE  
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[PMID]:29274704
[Au] Autor:Sato D; Kisen T; Kumagai M; Ohta K
[Ad] Endereço:Faculty of Pharmaceutical Sciences, Tohoku Medical and Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan.
[Ti] Título:Synthesis, structure-activity relationships, and mechanistic studies of 5-arylazo-tropolone derivatives as novel xanthine oxidase (XO) inhibitors.
[So] Source:Bioorg Med Chem;26(2):536-542, 2018 01 15.
[Is] ISSN:1464-3391
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Xanthine oxidase (XO) is an enzyme that contains molybdenum at the active site and catalyzes the oxidation of purine bases to uric acid. Even though XO inhibitors are widely used for the treatment of hyperuricemia and gout, only very few such compounds are clinically used as drugs for the treatment of these diseases. Given the unique physicochemical properties of tropolone, i.e., its chelating effect and the pKa value that is similar to that of carboxylic acid, we have synthesized 22 5-arylazotropolone derivatives as potential XO inhibitors. In vitro enzyme-inhibitory assays for XO revealed that 3-nitro derivative 1j showed the most potent XO inhibitory activity, which is by one order of magnitude more potent than allopurinol. An enzyme-kinetic study revealed that 1j inhibited the production of uric acid by XO both competitively and non-competitively. A docking-simulation study of 1j with XO suggested that the carbonyl and hydroxyl groups of the tropolone ring interact with the hydroxy group that acts as a ligand for molybdenum and the amino acid residues around the active site of XO.
[Mh] Termos MeSH primário: Inibidores Enzimáticos/farmacologia
Tropolona/farmacologia
Xantina Oxidase/antagonistas & inibidores
[Mh] Termos MeSH secundário: Animais
Bovinos
Relação Dose-Resposta a Droga
Inibidores Enzimáticos/síntese química
Inibidores Enzimáticos/química
Leite/enzimologia
Estrutura Molecular
Relação Estrutura-Atividade
Tropolona/síntese química
Tropolona/química
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Enzyme Inhibitors); 7L6DL16P1T (Tropolone); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180220
[Lr] Data última revisão:
180220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171225
[St] Status:MEDLINE


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[PMID]:29216590
[Au] Autor:Kong Y; Li X; Zhang N; Miao Y; Feng H; Wu T; Cheng Z
[Ad] Endereço:Key Laboratory of Standardization of Chinese Medicines of Ministry of Education, The Shanghai Key Laboratory for Compound Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai 201203, China.
[Ti] Título:Improved bioautographic assay on TLC layers for qualitative and quantitative estimation of xanthine oxidase inhibitors and superoxide scavengers.
[So] Source:J Pharm Biomed Anal;150:87-94, 2018 Feb 20.
[Is] ISSN:1873-264X
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A new agar-free bioautographic assay for xanthine oxidase (XO) inhibitors and superoxide scavengers on TLC layers was developed and validated. Compared to the first version of TLC bioautographic agar overlay method, our bioautographic assay greatly improved the sensitivity and quantification ability. The limit of detection (LOD) of this assay was 0.017ng for allopurinol. Quantitative estimation of XO inhibitors and superoxide scavengers was achieved by densitometry scanning, expressed as allopurinol equivalents in millimoles on a per sample weight basis. This assay has acceptable accuracy (95.37-99.23%), intra-day and inter-day precisions (RSD, 2.56-6.69%), as well as intra-plate and inter-plate precisions (RSD, 2.93-9.62%). Six pure compounds and three herbal extracts were evaluated for their potential XO inhibitory and superoxide scavenging activity by this bioautographic assay on TLC layers. Four active components were separated, located and identified in Astragalus membranaceus var. mongholicus extract by the bioautographic assay after TLC separation. The developed method is rapid, simple, sensitive and stable for screening and estimation of the potential XO inhibitors and superoxide scavengers.
[Mh] Termos MeSH primário: Cromatografia em Camada Delgada/métodos
Inibidores Enzimáticos/análise
Depuradores de Radicais Livres/análise
Extratos Vegetais/análise
[Mh] Termos MeSH secundário: Alopurinol/análise
Alopurinol/farmacologia
Astragalus membranaceus/química
Inibidores Enzimáticos/farmacologia
Depuradores de Radicais Livres/farmacologia
Limite de Detecção
Extratos Vegetais/farmacologia
Reprodutibilidade dos Testes
Xantina Oxidase/antagonistas & inibidores
[Pt] Tipo de publicação:JOURNAL ARTICLE; VALIDATION STUDIES
[Nm] Nome de substância:
0 (Enzyme Inhibitors); 0 (Free Radical Scavengers); 0 (Plant Extracts); 63CZ7GJN5I (Allopurinol); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180130
[Lr] Data última revisão:
180130
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171208
[St] Status:MEDLINE


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[PMID]:29318274
[Ti] Título:Lesinurad/Allopurinol (Duzallo) for Gout-Associated Hyperuricemia.
[So] Source:JAMA;319(2):188-189, 2018 01 09.
[Is] ISSN:1538-3598
[Cp] País de publicação:United States
[La] Idioma:eng
[Mh] Termos MeSH primário: Alopurinol/administração & dosagem
Supressores da Gota/uso terapêutico
Gota/tratamento farmacológico
Hiperuricemia/tratamento farmacológico
Tioglicolatos/administração & dosagem
Tioglicolatos/uso terapêutico
Triazóis/administração & dosagem
[Mh] Termos MeSH secundário: Alopurinol/efeitos adversos
Alopurinol/uso terapêutico
Combinação de Medicamentos
Interações Medicamentosas
Gota/complicações
Supressores da Gota/efeitos adversos
Seres Humanos
Hiperuricemia/complicações
Transportadores de Ânions Orgânicos/antagonistas & inibidores
Proteínas de Transporte de Cátions Orgânicos/antagonistas & inibidores
Tioglicolatos/efeitos adversos
Triazóis/efeitos adversos
Xantina Oxidase/antagonistas & inibidores
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Drug Combinations); 0 (Duzallo); 0 (Gout Suppressants); 0 (Organic Anion Transporters); 0 (Organic Cation Transport Proteins); 0 (SLC22A12 protein, human); 0 (Thioglycolates); 0 (Triazoles); 09ERP08I3W (lesinurad); 63CZ7GJN5I (Allopurinol); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180123
[Lr] Data última revisão:
180123
[Sb] Subgrupo de revista:AIM; IM
[Da] Data de entrada para processamento:180111
[St] Status:MEDLINE
[do] DOI:10.1001/jama.2017.20189


  5 / 6954 MEDLINE  
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[PMID]:29267361
[Au] Autor:Yun Y; Yin H; Gao Z; Li Y; Gao T; Duan J; Yang R; Dong X; Zhang L; Duan W
[Ad] Endereço:Kunming Key Laboratory of Molecular Biology for Sinomedicine, Faculty of Basic Medicine, Yunnan University of Traditional Chinese Medicine, Kunming, China.
[Ti] Título:Intestinal tract is an important organ for lowering serum uric acid in rats.
[So] Source:PLoS One;12(12):e0190194, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The kidney was recognized as a dominant organ for uric acid excretion. The main aim of the study demonstrated intestinal tract was an even more important organ for serum uric acid (SUA) lowering. Sprague-Dawley rats were treated normally or with antibiotics, uric acid, adenine, or inosine of the same molar dose orally or intraperitoneally for 5 days. Rat's intestinal tract was equally divided into 20 segments except the cecum. Uric acid in serum and intestinal segment juice was assayed. Total RNA in the initial intestinal tract and at the end ileum was extracted and sequenced. Protein expression of xanthine dehydrogenase (XDH) and urate oxidase (UOX) was tested by Western blot analysis. The effect of oral UOX in lowering SUA was investigated in model rats treated with adenine and an inhibitor of uric oxidase for 5 days. SUA in the normal rats was 20.93±6.98 µg/ml, and total uric acid in the intestinal juice was 308.27±16.37 µg, which is two times more than the total SUA. The uric acid was very low in stomach juice, and attained maximum in the juice of the first segment (duodenum) and then declined all the way till the intestinal end. The level of uric acid in the initial intestinal tissue was very high, where XDH and most of the proteins associated with bicarbonate secretion were up-regulated. In addition, SUA was decreased by oral UOX in model rats. The results suggested that intestinal juice was an important pool for uric acid, and intestinal tract was an important organ for SUA lowering. The uric acid distribution was associated with uric acid synthesis and secretion in the upper intestinal tract, and reclamation in the lower.
[Mh] Termos MeSH primário: Hiperuricemia/sangue
Intestinos/fisiologia
[Mh] Termos MeSH secundário: Animais
Expressão Gênica
Masculino
Ratos
Ratos Sprague-Dawley
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180116
[Lr] Data última revisão:
180116
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171222
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0190194


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[PMID]:29207340
[Au] Autor:Santi MD; Paulino Zunini M; Vera B; Bouzidi C; Dumontet V; Abin-Carriquiry A; Grougnet R; Ortega MG
[Ad] Endereço:Farmacognosia, Departamento de Ciencias Farmacéuticas, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, Haya de La Torre y Medina Allende, Edificio Ciencias II, X5000HUA Córdoba, Argentina; Instituto Multidisciplinario de Biología Vegetal (IMBIV-CONICET), Ciudad
[Ti] Título:Xanthine oxidase inhibitory activity of natural and hemisynthetic flavonoids from Gardenia oudiepe (Rubiaceae) in vitro and molecular docking studies.
[So] Source:Eur J Med Chem;143:577-582, 2018 Jan 01.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Xanthine oxidase (XO), an enzyme widely distributed among mammalian tissues, is associated with the oxidation of xanthine and hypoxanthine to form uric acid. Reactive oxygen species are also released during this process, leading to oxidative damages and to the pathology called gout. Available treatments mainly based on allopurinol cause serious side effects. Natural products such as flavonoids may represent an alternative. Thus, a series of polymethoxyflavones isolated and hemisynthesized from the bud exudates of Gardenia oudiepe has been evaluated for in vitro XO inhibitory activity. Compounds 1, 2 and 3 were more active than the reference inhibitor, Allopurinol (IC = 0.25 ± 0.004 µM) with IC values of (0.004 ± 0.001) µM, (0.05 ± 0.01) µM and (0.09 ± 0.003) µM, respectively. Structure-activity relationships were established. Additionally, a molecular docking study using MOE™ tool was carried out to establish the binding mode of the most active flavones with the enzyme, showing important interactions with its catalytic residues. These promising results, suggest the use of these compounds as potential leads for the design and development of novel XO inhibitors.
[Mh] Termos MeSH primário: Produtos Biológicos/farmacologia
Flavonoides/farmacologia
Leite/enzimologia
Simulação de Acoplamento Molecular
Rubiaceae/química
Xantina Oxidase/antagonistas & inibidores
[Mh] Termos MeSH secundário: Animais
Produtos Biológicos/síntese química
Produtos Biológicos/química
Bovinos
Relação Dose-Resposta a Droga
Flavonoides/síntese química
Flavonoides/química
Estrutura Molecular
Relação Estrutura-Atividade
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Biological Products); 0 (Flavonoids); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180110
[Lr] Data última revisão:
180110
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171206
[St] Status:MEDLINE


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[PMID]:29223098
[Au] Autor:Figueiredo J; Serrano JL; Cavalheiro E; Keurulainen L; Yli-Kauhaluoma J; Moreira VM; Ferreira S; Domingues FC; Silvestre S; Almeida P
[Ad] Endereço:CICS-UBI - Health Sciences Research Centre, University of Beira Interior, 6200-506 Covilhã, Portugal; Department of Chemistry, University of Beira Interior, 6201-001 Covilhã, Portugal.
[Ti] Título:Trisubstituted barbiturates and thiobarbiturates: Synthesis and biological evaluation as xanthine oxidase inhibitors, antioxidants, antibacterial and anti-proliferative agents.
[So] Source:Eur J Med Chem;143:829-842, 2018 Jan 01.
[Is] ISSN:1768-3254
[Cp] País de publicação:France
[La] Idioma:eng
[Ab] Resumo:Barbituric and thiobarbituric acid derivatives have become progressively attractive to medicinal chemists due to their wide range of biological activities. Herein, different series of 1,3,5-trisubstituted barbiturates and thiobarbiturates were prepared in moderate to excellent yields and their activity as xanthine oxidase inhibitors, antioxidants, antibacterial agents and as anti-proliferative compounds was evaluated in vitro. Interesting bioactive barbiturates were found namely, 1,3-dimethyl-5-[1-(2-phenylhydrazinyl)ethylidene]pyrimidine-2,4,6(1H,3H,5H)-trione (6c) and 1,3-dimethyl-5-[1-[2-(4-nitrophenyl)hydrazinyl]ethylidene]pyrimidine-2,4,6(1H,3H,5H)-trione (6e), which showed concomitant xanthine oxidase inhibitory effect (IC values of 24.3 and 27.9 µM, respectively), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity (IC values of 18.8 and 23.8 µM, respectively). In addition, 5-[1-(2-phenylhydrazinyl)ethylidene]pyrimidine-2,4,6(1H,3H,5H)-trione (6d) also revealed DPPH radical scavenger effect, with an IC value of 20.4 µM. Moreover, relevant cytotoxicity against MCF-7 cells (IC = 13.3 µM) was observed with 5-[[(2-chloro-4-nitrophenyl)amino]methylene]-2-thioxodihydropyrimidine-4,6(1H,5H)-dione (7d). Finally, different 5-hydrazinylethylidenepyrimidines revealed antibacterial activity against Acinetobacter baumannii (MIC values between 12.5 and 25.0 µM) which paves the way for developing new treatments for infections caused by this Gram-negative coccobacillus bacterium, known to be an opportunistic pathogen in humans with high relevance in multidrug-resistant nosocomial infections. The most promising bioactive barbiturates were studied in silico with emphasis on compliance with the Lipinski's rule of five as well as several pharmacokinetics and toxicity parameters.
[Mh] Termos MeSH primário: Antibacterianos/farmacologia
Antineoplásicos/farmacologia
Antioxidantes/farmacologia
Bactérias/efeitos dos fármacos
Barbitúricos/farmacologia
Inibidores Enzimáticos/farmacologia
Xantina Oxidase/antagonistas & inibidores
[Mh] Termos MeSH secundário: Antibacterianos/síntese química
Antibacterianos/química
Antineoplásicos/síntese química
Antineoplásicos/química
Antioxidantes/síntese química
Antioxidantes/química
Bactérias/crescimento & desenvolvimento
Barbitúricos/síntese química
Barbitúricos/química
Proliferação Celular/efeitos dos fármacos
Relação Dose-Resposta a Droga
Ensaios de Seleção de Medicamentos Antitumorais
Inibidores Enzimáticos/síntese química
Inibidores Enzimáticos/química
Seres Humanos
Células MCF-7
Testes de Sensibilidade Microbiana
Estrutura Molecular
Relação Estrutura-Atividade
Células Tumorais Cultivadas
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Anti-Bacterial Agents); 0 (Antineoplastic Agents); 0 (Antioxidants); 0 (Barbiturates); 0 (Enzyme Inhibitors); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1801
[Cu] Atualização por classe:180101
[Lr] Data última revisão:
180101
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171210
[St] Status:MEDLINE


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[PMID]:28982910
[Au] Autor:Kishimoto K; Kobayashi R; Hori D; Sano H; Suzuki D; Kobayashi K
[Ad] Endereço:Department of Hematology/Oncology for Children and Adolescents, Sapporo Hokuyu Hospital, Sapporo, Japan ken@yacht.ocn.ne.jp.
[Ti] Título:Febuxostat as a Prophylaxis for Tumor Lysis Syndrome in Children with Hematological Malignancies.
[So] Source:Anticancer Res;37(10):5845-5849, 2017 10.
[Is] ISSN:1791-7530
[Cp] País de publicação:Greece
[La] Idioma:eng
[Ab] Resumo:AIM: The aim of the present study was to determine if febuxostat could prevent tumor lysis syndrome (TLS) in children who received induction chemotherapy for hematologic malignancies. PATIENTS AND METHODS: A retrospective analysis was performed in 45 pediatric patients with hematological malignancies who received febuxostat (10 mg daily, n=20) or allopurinol (300 mg/m daily, n=25) as a prophylaxis for TLS. RESULTS: A significant decrease of serum uric acid (UA) level was observed in patients with febuxostat over the first 2 days (6.6±3.8 mg/dl vs. 4.5±2.8 mg/dl, p<0.001). The febuxostat group also showed significant reduction of urinary UA/creatinine ratios during the first two days of treatment (0.98±0.85 vs. 0.51±0.26, p=0.010). No significant differences were observed between febuxostat-treated and allopurinol-treated patients regarding the percent change in serum UA level. CONCLUSION: Febuxostat had a notable effect in reducing serum UA level in children with hematological malignancies.
[Mh] Termos MeSH primário: Alopurinol/administração & dosagem
Antineoplásicos/efeitos adversos
Inibidores Enzimáticos/administração & dosagem
Febuxostat/administração & dosagem
Neoplasias Hematológicas/tratamento farmacológico
Quimioterapia de Indução/efeitos adversos
Síndrome de Lise Tumoral/prevenção & controle
[Mh] Termos MeSH secundário: Adolescente
Fatores Etários
Alopurinol/efeitos adversos
Biomarcadores/sangue
Criança
Pré-Escolar
Creatinina/sangue
Regulação para Baixo
Inibidores Enzimáticos/efeitos adversos
Febuxostat/efeitos adversos
Feminino
Seres Humanos
Japão
Masculino
Estudos Retrospectivos
Fatores de Risco
Resultado do Tratamento
Síndrome de Lise Tumoral/sangue
Síndrome de Lise Tumoral/diagnóstico
Síndrome de Lise Tumoral/etiologia
Ácido Úrico/sangue
Xantina Oxidase/antagonistas & inibidores
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Biomarkers); 0 (Enzyme Inhibitors); 101V0R1N2E (Febuxostat); 268B43MJ25 (Uric Acid); 63CZ7GJN5I (Allopurinol); AYI8EX34EU (Creatinine); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171106
[Lr] Data última revisão:
171106
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:171007
[St] Status:MEDLINE


  9 / 6954 MEDLINE  
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[PMID]:28916257
[Au] Autor:Chen X; Zuo A; Deng Z; Huang X; Zhang X; Geng C; Li T; Chen J
[Ad] Endereço:State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China; University of Chinese Academy of Sciences, Beijing 100049, PR China.
[Ti] Título:New phenolic glycosides from Curculigo orchioides and their xanthine oxidase inhibitory activities.
[So] Source:Fitoterapia;122:144-149, 2017 Oct.
[Is] ISSN:1873-6971
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:Seven new phenolic glycosides including two heterocyclic phenolic derivatives orcinosides I-J (1-2) and five chlorophenolic glycosides curculigines J-N (3-7), together with nineteen known compounds were isolated from the rhizome of Curculigo orchioides. Based on extensive spectroscopic analyses (UV, IR, HRESIMS, 1D and 2D NMR), the structures of the new compounds were identified. Orcinoside I (1) and J (2) displayed xanthine oxidase inhibitory activities with IC values 0.25 and 0.62mM respectively.
[Mh] Termos MeSH primário: Curculigo/química
Inibidores Enzimáticos/química
Glicosídeos/química
Fenóis/química
Xantina Oxidase/antagonistas & inibidores
[Mh] Termos MeSH secundário: Inibidores Enzimáticos/isolamento & purificação
Glicosídeos/isolamento & purificação
Estrutura Molecular
Fenóis/isolamento & purificação
Rizoma/química
Uricosúricos/química
Uricosúricos/isolamento & purificação
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Enzyme Inhibitors); 0 (Glycosides); 0 (Phenols); 0 (Uricosuric Agents); EC 1.17.3.2 (Xanthine Oxidase)
[Em] Mês de entrada:1711
[Cu] Atualização por classe:171103
[Lr] Data última revisão:
171103
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170917
[St] Status:MEDLINE


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[PMID]:28818778
[Au] Autor:Cho YH; Bahuguna A; Kim HH; Kim DI; Kim HJ; Yu JM; Jung HG; Jang JY; Kwak JH; Park GH; Kwon OJ; Cho YJ; An JY; Jo C; Kang SC; An BJ
[Ad] Endereço:Department of Cosmeceutical Science, Daegu Hanny University, Gyeongsan 712-715, Republic of Korea.
[Ti] Título:Potential effect of compounds isolated from Coffea arabica against UV-B induced skin damage by protecting fibroblast cells.
[So] Source:J Photochem Photobiol B;174:323-332, 2017 Sep.
[Is] ISSN:1873-2682
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Ultraviolet (UV) radiation has adverse effects on extracellular matrix (ECM) proteins, leading to formation of wrinkles a hallmark of premature skin aging. The adverse effects of UV radiation are associated with induction of matrix metalloproteinases (MMPs) expression and degradation of collagen and elastin. The present study investigated anti-wrinkle effects of chlorogenic acid (CGA), pyrocatechol (PC) and 3,4,5-tricaffeoyl quinic acid (TCQ), isolated from beans of Coffea arabica, against UV-B stimulated mouse fibroblast cells (CCRF) by measuring expression levels of MMP-1, 3, 9, and type-I procollagen. The three compounds were isolated and purified from coffee grounds using column chromatography and structural examination was evaluated by nuclear magnetic resonance (NMR) analysis. Among the three isolated compounds, CGA effectively suppressed the expression of the MMP-1, 3, and 9 and increased synthesis of type-I procollagen as compared UV-B-stimulated CCRF cells. In addition, CGA dose-dependently inhibited intracellular reactive oxygen species (ROS) production in CCRF cells stimulated by UV radiation. Moreover, CGA displayed a good sun protection factor (SPF) and in vitro DNA damage protection together with inhibition of enzyme xanthine oxidase. The enzyme inhibitory kinetic behavior of CGA was determined by Lineweaver-Burk plot, displayed a mixed type enzyme inhibition with 260.3±4.5µM, K value. The results indicate that CGA has potential to be used as a preventive agent against premature skin aging induced by UV radiation.
[Mh] Termos MeSH primário: Coffea/química
Fibroblastos/efeitos dos fármacos
Fibroblastos/efeitos da radiação
Extratos Vegetais/isolamento & purificação
Extratos Vegetais/farmacologia
Raios Ultravioleta/efeitos adversos
[Mh] Termos MeSH secundário: Animais
Linhagem Celular
Colágeno Tipo I/metabolismo
Fibroblastos/citologia
Fibroblastos/metabolismo
Regulação Enzimológica da Expressão Gênica/efeitos dos fármacos
Espaço Intracelular/efeitos dos fármacos
Espaço Intracelular/metabolismo
Espaço Intracelular/efeitos da radiação
Metaloproteinases da Matriz/metabolismo
Camundongos
Protetores contra Radiação/isolamento & purificação
Protetores contra Radiação/farmacologia
Espécies Reativas de Oxigênio/metabolismo
Xantina Oxidase/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Collagen Type I); 0 (Plant Extracts); 0 (Radiation-Protective Agents); 0 (Reactive Oxygen Species); EC 1.17.3.2 (Xanthine Oxidase); EC 3.4.24.- (Matrix Metalloproteinases)
[Em] Mês de entrada:1710
[Cu] Atualização por classe:171012
[Lr] Data última revisão:
171012
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170819
[St] Status:MEDLINE



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