Base de dados : MEDLINE
Pesquisa : D09.408.348.075 [Categoria DeCS]
Referências encontradas : 295 [refinar]
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[PMID]:28595463
[Au] Autor:Li N; Zeng WL; Luo XL; Yang CR; Zhang YJ; Ding Y; Zhao P
[Ad] Endereço:a Key Laboratory for Forest Resources Conservation and Utilization in the Southwest Mountains of China , Ministry of Education, Southwest Forestry University , Kunming , China.
[Ti] Título:A new arbutin derivative from the leaves of Vaccinium dunalianum wight.
[So] Source:Nat Prod Res;32(1):65-70, 2018 Jan.
[Is] ISSN:1478-6427
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A new arbutin derivative, namely dunalianosides J (1), along with six known compounds, arbutin (2), robustaside A (3), 6'-O-caffeoylarbutin (4), dunalianoside D (5), kaempferol 3-O-ß-D-glucopyranoside (6) and kaempferol 3-O-ß-D-sambubioside (7) were isolated from the leaves of Vaccinium dunalianum Wight (Ericaceae). The structure of 1 was elucidated by extensive 1D and 2D NMR, HR-MS and CD spectroscopic analyses. In which, kaempferol 3-O-ß-D-sambubioside (7) was isolated from the genus Vaccinium for the first time.
[Mh] Termos MeSH primário: Arbutina/análogos & derivados
Arbutina/química
Vaccinium/química
[Mh] Termos MeSH secundário: Dicroísmo Circular
Quempferóis/química
Espectroscopia de Ressonância Magnética
Estrutura Molecular
Folhas de Planta/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Kaempferols); APM8UQ3Z9O (astragalin); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1803
[Cu] Atualização por classe:180301
[Lr] Data última revisão:
180301
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170610
[St] Status:MEDLINE
[do] DOI:10.1080/14786419.2017.1333993


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[PMID]:28467382
[Au] Autor:Chang NF; Chen YS; Lin YJ; Tai TH; Chen AN; Huang CH; Lin CC
[Ad] Endereço:Department of Cosmetic Science, Providence University, 200, Sec. 7, Taiwan Boulevard, Shalu Dist., Taichung 43301, Taiwan. nfchang@pu.edu.tw.
[Ti] Título:Study of Hydroquinone Mediated Cytotoxicity and Hypopigmentation Effects from UVB-Irradiated Arbutin and DeoxyArbutin.
[So] Source:Int J Mol Sci;18(5), 2017 May 03.
[Is] ISSN:1422-0067
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:Arbutin (Arb) and deoxyArbutin (dA) are both effective hypopigmentation agents. However, they are glucoside derivatives of hydroquinone (HQ), which may be decayed into HQ under higher energy environments. Therefore, safety and toxicity are very important issues when considering the usage of these compounds. However, no study has verified the properties of Ultra-Violet B (UVB)-irradiated Arb and dA. In this work, we investigated the cytotoxicity and hypopigmentation effects of UVB-irradiated Arb and dA in Detroit 551 human fibroblast cells and B16-F10 mouse melanoma cells. The results showed that UVB-irradiated Arb and dA have strong cytotoxicity for the fibroblast cells, especially for dA, the caspase-3 is also activated by the treatment of UVB-irradiated dA in Detroit 551 cells. The results correlated with the produced HQ. In addition, UVB-irradiated Arb and dA suppressed the production of melanin in melanoma cells; this is due to the release of HQ that compensates for the UVB triggered Arb and dA decomposition.
[Mh] Termos MeSH primário: Arbutina/análogos & derivados
Sobrevivência Celular/efeitos dos fármacos
Hidroquinonas/toxicidade
Hipopigmentação/induzido quimicamente
[Mh] Termos MeSH secundário: Animais
Arbutina/efeitos da radiação
Arbutina/toxicidade
Caspase 3/efeitos dos fármacos
Células Cultivadas
Fibroblastos/efeitos dos fármacos
Glucosídeos
Seres Humanos
Hidroquinonas/efeitos da radiação
Melaninas/antagonistas & inibidores
Melanócitos/efeitos dos fármacos
Melanoma Experimental
Camundongos
Raios Ultravioleta
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Glucosides); 0 (Hydroquinones); 0 (Melanins); C5INA23HXF (Arbutin); EC 3.4.22.- (CASP3 protein, human); EC 3.4.22.- (Caspase 3); RG969BY5EN (deoxyarbutin); XV74C1N1AE (hydroquinone)
[Em] Mês de entrada:1802
[Cu] Atualização por classe:180221
[Lr] Data última revisão:
180221
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170504
[St] Status:MEDLINE


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[PMID]:28493937
[Au] Autor:Garcia-Jimenez A; Teruel-Puche JA; Berna J; Rodriguez-Lopez JN; Tudela J; Garcia-Canovas F
[Ad] Endereço:GENZ-Group of research on Enzymology, Department of Biochemistry and Molecular Biology-A, Regional Campus of International Excellence "Campus Mare Nostrum", University of Murcia, Espinardo, Murcia, Spain.
[Ti] Título:Action of tyrosinase on alpha and beta-arbutin: A kinetic study.
[So] Source:PLoS One;12(5):e0177330, 2017.
[Is] ISSN:1932-6203
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:The known derivatives from hydroquinone, α and ß-arbutin, are used as depigmenting agents. In this work, we demonstrate that the oxy form of tyrosinase (oxytyrosinase) hydroxylates α and ß-arbutin in ortho position of the phenolic hydroxyl group, giving rise to a complex formed by met-tyrosinase with the hydroxylated α or ß-arbutin. This complex could evolve in two ways: by oxidizing the originated o-diphenol to o-quinone and deoxy-tyrosinase, or by delivering the o-diphenol and met-tyrosinase to the medium, which would produce the self-activation of the system. Note that the quinones generated in both cases are unstable, so the catalysis cannot be studied quantitatively. However, if 3-methyl-2-benzothiazolinone hydrazone hydrochloride hydrate is used, the o-quinone is attacked, so that it becomes an adduct, which can be oxidized by another molecule of o-quinone, generating o-diphenol in the medium. In this way, the system reaches the steady state and originates a chromophore, which, in turn, has a high absorptivity in the visible spectrum. This reaction allowed us to characterize α and ß-arbutin kinetically as substrates of tyrosinase for the first time, obtaining a Michaelis constant values of 6.5 ± 0.58 mM and 3 ± 0.19 mM, respectively. The data agree with those from docking studies that showed that the enzyme has a higher affinity for ß-arbutin. Moreover, the catalytic constants obtained by the kinetic studies (catalytic constant = 4.43 ± 0.33 s-1 and 3.7 ± 0.29 s-1 for α and ß-arbutin respectively) agree with our forecast based on 13 C NMR considerations. This kinetic characterization of α and ß-arbutin as substrates of tyrosinase should be taken into account to explain possible adverse effects of these compounds.
[Mh] Termos MeSH primário: Arbutina/farmacologia
Monofenol Mono-Oxigenase/metabolismo
[Mh] Termos MeSH secundário: Agaricales/enzimologia
Arbutina/química
Benzotiazóis/farmacologia
Inibidores Enzimáticos/farmacologia
Hidrazonas/farmacologia
Peróxido de Hidrogênio/farmacologia
Cinética
Simulação de Acoplamento Molecular
Monofenol Mono-Oxigenase/antagonistas & inibidores
Consumo de Oxigênio/efeitos dos fármacos
Especificidade por Substrato/efeitos dos fármacos
Fatores de Tempo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Benzothiazoles); 0 (Enzyme Inhibitors); 0 (Hydrazones); BBX060AN9V (Hydrogen Peroxide); C5INA23HXF (Arbutin); EC 1.14.18.1 (Monophenol Monooxygenase); OZ2685O88C (3-methyl-2-benzothiazolone hydrazone)
[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:170512
[St] Status:MEDLINE
[do] DOI:10.1371/journal.pone.0177330


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[PMID]:28031346
[Au] Autor:Scott ML; Adams MF; Karchesy JJ; McAllister JC
[Ad] Endereço:Arbovirus Diseases Branch, Division of Vector-Borne Infectious Diseases, Centers for Disease Control and Prevention, 3150 Rampart Rd., Fort Collins, CO 80521 (gni6@cdc.gov; madams@what-wire.com; jvm6@cdc.gov).
[Ti] Título:Insecticidal Activity of Thymoquinone and Related Compounds Against Culex quinquefasciatus (Diptera: Culicidae).
[So] Source:J Med Entomol;54(3):785-787, 2017 May 01.
[Is] ISSN:1938-2928
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Insecticides based on botanical sources have taken on increased attention due to differing modes of action from current insecticides in use and the view that they may be environmentally friendly. Thymoquinone, a component in the essential oil of incense cedar heartwood, has been shown to have insecticidal action against adult mosquitoes. This study evaluated relative toxicities of thymoquinone, selected derivatives of thymoquinone, hydroquinone, and arbutin to determine if any had similar or better activity. The intrinsic toxicities of hydroquinone and thymohydroquinone were not significantly different from thymoquinone, while libocedrol and arbutin were significantly less toxic.
[Mh] Termos MeSH primário: Culex/efeitos dos fármacos
Inseticidas/farmacologia
[Mh] Termos MeSH secundário: Animais
Arbutina/farmacologia
Benzoquinonas/farmacologia
Feminino
Hidroquinonas/farmacologia
Timol/análogos & derivados
Timol/farmacologia
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Benzoquinones); 0 (Hydroquinones); 0 (Insecticides); 2217-60-9 (thymohydroquinone); 3J50XA376E (Thymol); 490-91-5 (thymoquinone); C5INA23HXF (Arbutin); XV74C1N1AE (hydroquinone)
[Em] Mês de entrada:1709
[Cu] Atualização por classe:170915
[Lr] Data última revisão:
170915
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161230
[St] Status:MEDLINE
[do] DOI:10.1093/jme/tjw181


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[PMID]:27695910
[Au] Autor:Joseph AM; Sonowal R; Mahadevan S
[Ad] Endereço:Department of Molecular Reproduction, Development and Genetics, Indian Institute of Science, Bangalore, 560012, India.
[Ti] Título:A comparative study of the evolution of cellobiose utilization in Escherichia coli and Shigella sonnei.
[So] Source:Arch Microbiol;199(2):247-257, 2017 Mar.
[Is] ISSN:1432-072X
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:The chb operon of Escherichia coli is involved in the utilization of chitooligosaccharides. While acquisition of two classes of mutations leading to altered regulation of the chb operon is necessary to confer the ability to utilize the glucose disaccharide cellobiose to wild-type strains of E. coli, in the closely related organism Shigella sonnei, Cel mutants arise relatively faster, requiring only a single mutational event. In Type I mutants, the insertion of IS600 at -21 leads to ChbR regulator-independent, constitutive expression of the operon. In Type II mutants, the insertion of IS2/600 within the distal binding site of the negative regulator NagC leads to ChbR-dependent cellobiose-inducible expression of the operon. These studies underscore the significance of strain background, specifically the diversity of transposable elements, in the evolution of novel metabolic functions. Constitutive expression of the chb operon also enables utilization of the aromatic ß-glucosides arbutin and salicin, implying that the chb structural genes are inherently promiscuous.
[Mh] Termos MeSH primário: Celobiose/metabolismo
Escherichia coli/genética
Óperon
Shigella sonnei/genética
[Mh] Termos MeSH secundário: Arbutina/metabolismo
Álcoois Benzílicos/metabolismo
Elementos de DNA Transponíveis
Escherichia coli/metabolismo
Proteínas de Escherichia coli/genética
Evolução Molecular
Glucosídeos/metabolismo
Mutação
Proteínas Repressoras/genética
Shigella sonnei/metabolismo
[Pt] Tipo de publicação:COMPARATIVE STUDY; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Benzyl Alcohols); 0 (DNA Transposable Elements); 0 (Escherichia coli Proteins); 0 (Glucosides); 0 (Repressor Proteins); 0 (nagC protein, E coli); 16462-44-5 (Cellobiose); 4649620TBZ (salicin); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170428
[Lr] Data última revisão:
170428
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:161004
[St] Status:MEDLINE
[do] DOI:10.1007/s00203-016-1299-0


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[PMID]:28236409
[Au] Autor:Qi WY; Ou N; Wu XD; Xu HM
[Ad] Endereço:Department of Marine Pharmacy, School of Life Science and Technology, China Pharmaceutical University, Nanjing, 210009, China.
[Ti] Título:New arbutin derivatives from the leaves of Heliciopsis lobata with cytotoxicity.
[So] Source:Chin J Nat Med;14(10):789-793, 2016 Oct.
[Is] ISSN:1875-5364
[Cp] País de publicação:China
[La] Idioma:eng
[Ab] Resumo:Heliciopsis lobata is a medicinal plant, which is exclusively used to treat tumor in Li folk region. Two new arbutin derivatives, 6'-((E)2-methoxy-5-hydroxycinnamoyl) arbutin (1) and 2'-((E)2, 5-dihydroxycinnamoyl) arbutin (2) along with five known compounds (3-7), were isolated from the leaves of Heliciopsis lobata. Their structures were elucidated on the basis of extensive spectroscopic interpretations. They were evaluated for their potential anticancer activity. Compounds 6 and 7 exhibited cytotoxicity against MGC-803 cells with IC values being 44.1 and 11.3 µg·mL , respectively. Additionally, compounds 1, 2 and 5-7 exhibited a moderate inhibition of MGC-803 cells invasion; compound 2 at 20 µg·mL inhibited the invasion of MGC-803 cells by 43.0%, compared with the controls.
[Mh] Termos MeSH primário: Arbutina/farmacologia
Medicamentos de Ervas Chinesas/farmacologia
Proteaceae/química
[Mh] Termos MeSH secundário: Arbutina/química
Linhagem Celular Tumoral
Proliferação Celular/efeitos dos fármacos
Medicamentos de Ervas Chinesas/química
Seres Humanos
Folhas de Planta/química
Plantas Medicinais/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Drugs, Chinese Herbal); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1703
[Cu] Atualização por classe:170303
[Lr] Data última revisão:
170303
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170226
[St] Status:MEDLINE


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[PMID]:27607833
[Au] Autor:Tai A; Ohno A; Ito H
[Ad] Endereço:Faculty of Life and Environmental Sciences, Prefectural University of Hiroshima , Shobara, Hiroshima 727-0023, Japan.
[Ti] Título:Isolation and Characterization of the 2,2'-Azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) Radical Cation-Scavenging Reaction Products of Arbutin.
[So] Source:J Agric Food Chem;64(38):7285-90, 2016 Sep 28.
[Is] ISSN:1520-5118
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Arbutin, a glucoside of hydroquinone, has shown strong 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical cation-scavenging activity, especially in reaction stoichiometry. This study investigated the reaction mechanism of arbutin against ABTS radical cation that caused high stoichiometry of arbutin in an ABTS radical cation-scavenging assay. HPLC analysis of the reaction mixture of arbutin and ABTS radical cation indicated the existence of two reaction products. The two reaction products were purified and identified to be a covalent adduct of arbutin with an ABTS degradation fragment and 3-ethyl-6-sulfonate benzothiazolone. A time-course study of the radical-scavenging reactions of arbutin and the two reaction products suggested that one molecule of arbutin scavenges three ABTS radical cation molecules to generate an arbutin-ABTS fragment adduct as a final reaction product. The results suggest that one molecule of arbutin reduced two ABTS radical cation molecules to ABTS and then cleaved the third ABTS radical cation molecule to generate two products, an arbutin-ABTS fragment adduct and 3-ethyl-6-sulfonate benzothiazolone.
[Mh] Termos MeSH primário: Antioxidantes/química
Arbutina/química
Benzotiazóis/química
Ácidos Sulfônicos/química
[Mh] Termos MeSH secundário: Cátions/química
Cromatografia Líquida de Alta Pressão
Hidroquinonas/química
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Antioxidants); 0 (Benzothiazoles); 0 (Cations); 0 (Hydroquinones); 0 (Sulfonic Acids); 28752-68-3 (2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid); C5INA23HXF (Arbutin); XV74C1N1AE (hydroquinone)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170426
[Lr] Data última revisão:
170426
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160909
[St] Status:MEDLINE
[do] DOI:10.1021/acs.jafc.6b02847


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[PMID]:27480516
[Au] Autor:Numata T; Tobita R; Tsuboi R; Okubo Y
[Ad] Endereço:Department of Dermatology, Tokyo Medical University, 160-0023 Tokyo, Japan.
[Ti] Título:Contact dermatitis caused by arbutin contained in skin-whitening cosmetics.
[So] Source:Contact Dermatitis;75(3):187-8, 2016 Sep.
[Is] ISSN:1600-0536
[Cp] País de publicação:England
[La] Idioma:eng
[Mh] Termos MeSH primário: Arbutina/efeitos adversos
Dermatite Alérgica de Contato/etiologia
Dermatoses Faciais/induzido quimicamente
Preparações Clareadoras de Pele/efeitos adversos
[Mh] Termos MeSH secundário: Feminino
Seres Humanos
Meia-Idade
Testes do Emplastro
[Pt] Tipo de publicação:CASE REPORTS; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Skin Lightening Preparations); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1704
[Cu] Atualização por classe:170418
[Lr] Data última revisão:
170418
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160803
[St] Status:MEDLINE
[do] DOI:10.1111/cod.12594


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[PMID]:27208754
[Au] Autor:Wei M; Ren Y; Liu C; Liu R; Zhang P; Wei Y; Xu T; Wang F; Tan T; Liu C
[Ad] Endereço:Beijing Key Lab of Bioprocess, College of Life Science and Technology, Beijing University of Chemical Technology, Beijing 100029, China.
[Ti] Título:Fermentation scale up for α-arbutin production by Xanthomonas BT-112.
[So] Source:J Biotechnol;233:1-5, 2016 Sep 10.
[Is] ISSN:1873-4863
[Cp] País de publicação:Netherlands
[La] Idioma:eng
[Ab] Resumo:α-Arbutin is a glycosylated hydroquinone that has an inhibitory function against tyrosinase. The aim of the present study is to develop an efficient and inexpensive method for large-scale production of α-arbutin by using Xanthomonas BT-112 as biocatalyst. To accomplish this goal, various surfactants were tested to enhance the α-arbutin production, and the optimal operational conditions for 30L jar fermenter were scaled up for a production level of 3000L with using a constant volumetric oxygen transfer coefficient (KLa) and the volumetric aeration rate per volume unit (Q/V) as scale-up criteria. Under the optimized conditions, the α-arbutin produced in the presence of 0.4% (w/v) Tween-80 was 124.8% higher than that of the control, and the yield of α-arbutin in 3000L fermenter was 38.2g/L with a molar conversion ratio of 93.7% based on the amount of hydroquinone supplied. This result is comparable to the results from laboratory-scale fermenter. Hence, 100-fold scale-up was successfully achieved.
[Mh] Termos MeSH primário: Arbutina/análise
Arbutina/metabolismo
Reatores Biológicos/microbiologia
Xanthomonas/metabolismo
[Mh] Termos MeSH secundário: Fermentação
Polissorbatos
Tensoativos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Polysorbates); 0 (Surface-Active Agents); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1703
[Cu] Atualização por classe:170306
[Lr] Data última revisão:
170306
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160522
[St] Status:MEDLINE


  10 / 295 MEDLINE  
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[PMID]:27129306
[Au] Autor:Liang K; Xu K; Bessarab D; Obaje J; Xu C
[Ad] Endereço:School of Chemical & Biomedical Engineering, Nanyang Technological University, 70 Nanyang Drive, Singapore, 637457, Singapore.
[Ti] Título:Arbutin encapsulated micelles improved transdermal delivery and suppression of cellular melanin production.
[So] Source:BMC Res Notes;9:254, 2016 Apr 30.
[Is] ISSN:1756-0500
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Hyperpigmentation is a skin disorder characterized by elevated production of melanin. Current treatment approaches mainly rely on the application of skin lightening chemicals, most of which have safety issues. Efficacy of delivery of the active ingredients to the target organ has also been a challenge. Transdermal based drug delivery platform has been shown to improve drug bioavailability, avoiding the hepatic first pass metabolism, decrease gastrointestinal side effects, and eventually enhance patient compliance. RESULTS: This article explores the utilization of micellar transdermal delivery technology to improve skin penetration and efficacy of arbutin, a hyperpigmentation agent. The suppression efficacy of cellular melanin production versus cell viability of four active ingredients commonly used in skin lightening products, namely allantoin, arbutin, glycolic acid, and hyaluronic acid were first compared. Arbutin was selected for the micellar delivery studies base on its comparatively low cytotoxicity and better performance in reducing melanin production. Micellar Arbutin cream was formulated using Urah® proprietary micellar technology and was assessed for its cellular melanin suppression efficacy and skin penetration capacity. CONCLUSION: The results show that micellar arbutin cream improved both the delivery and cellular melanin suppression, suggesting that micellar transdermal delivery may have potential application in addressing hyperpigmentation skin disorders. Graphical abstract Transdermal delivery of arbutin with micelles for melanin production suppression.
[Mh] Termos MeSH primário: Arbutina/farmacologia
Melaninas/antagonistas & inibidores
Micelas
[Mh] Termos MeSH secundário: Administração Cutânea
Animais
Arbutina/administração & dosagem
Linhagem Celular Tumoral
Composição de Medicamentos
Técnicas In Vitro
Melaninas/biossíntese
Camundongos
Suínos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Melanins); 0 (Micelles); C5INA23HXF (Arbutin)
[Em] Mês de entrada:1701
[Cu] Atualização por classe:170220
[Lr] Data última revisão:
170220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:160501
[St] Status:MEDLINE
[do] DOI:10.1186/s13104-016-2047-x



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