Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 20 de 1.633
Filtrar
1.
Food Chem ; 332: 127415, 2020 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-32619945

RESUMO

This study aimed to investigate the combined effect of storage at 4 °C (10-days) and in vitro gastrointestinal digestion on the phytochemical profile of red beet (Beta vulgaris) and amaranth (Amaranthus sp.) microgreens. The untargeted profiling based on UHPLC-QTOF metabolomics allowed annotating 316 compounds, comprising mainly polyphenols and lipids. An impact of storage on the total phenolic content (TPC) was observed, with a maximum increase at 10-days of storage for both red beet (+1.3-fold) and amaranth (+1.1-fold). On the other hand, in vitro digestion of both red beet and amaranth microgreens produced a significant increase in TPC (36-88%), CUPRAC (27-40%), DPPH (6-43%), and BC (41-57%) to reach the maximum at 10 days of storage. Tyrosinase inhibitory potential also decreased following digestion. The combination of biochemical changes occurring in microgreen immature plants (likely in response to the harvest stress) with changes during digestion, determined the actual functional value of microgreens.


Assuntos
Amaranthus/química , Beta vulgaris/química , Metabolômica/métodos , Amaranthus/metabolismo , Beta vulgaris/metabolismo , Cromatografia Líquida de Alta Pressão , Temperatura Baixa , Digestão , Análise Discriminante , Armazenamento de Alimentos , Análise dos Mínimos Quadrados , Espectrometria de Massas , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Fenóis/química , Fenóis/metabolismo
2.
Food Chem ; 328: 126930, 2020 Oct 30.
Artigo em Inglês | MEDLINE | ID: mdl-32485581

RESUMO

The objective of this study was to quantify the phenolic compounds and to evaluate and compare the biological activities of the ethyl acetate (EtOAc), methanolic (MeOH) and aqueous extracts from the Micromeria nervosa aerial parts, based on their antioxidant activity and enzymatic inhibition. Total phenolic and flavonoid contents were calculated and individual compo3unds were detected using LC-ESI-MS/MS. The antioxidant activity was determined using six different assays while enzymatic activity was determined by α-amylase and tyrosinase enzyme inhibition. The main phenolic constituents detected in the extracts were rosmarinic acid. In the antioxidant assays the aqueous extract was shown to be more efficient than the others. The EtOAc and MeOH extracts presented higher inhibitory activity with respect to α-amylase and tyrosinase. Regardless of the solvent, the results suggest M. nervosa aerial extracts present a biological potential due to their antioxidant activity and enzymatic inhibition.


Assuntos
Antioxidantes/química , Inibidores Enzimáticos/análise , Lamiaceae/química , Fenóis/análise , Extratos Vegetais/química , Espectrometria de Massas em Tandem , Cromatografia Líquida de Alta Pressão , Cinamatos/análise , Depsídeos/análise , Flavonoides/análise , Lamiaceae/metabolismo , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Componentes Aéreos da Planta/química , Componentes Aéreos da Planta/metabolismo , alfa-Amilases/antagonistas & inibidores , alfa-Amilases/metabolismo
3.
Food Chem ; 326: 126968, 2020 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-32428854

RESUMO

An understanding of the antityrosinase capacity and polyphenols changes during hydrothermal treatments was crucial for application of asparagus. Therefore, asparagus extract was treated at a range of 80-160 °C for 30-150 min in a high temperature reactor. The results suggested that tyrosinase inhibition rate of untreated asparagus extract was recorded as 3.26% but significantly increased to 51.22% and 50.80% after heating for 90 min at 140 °C (lnR0 of 7.21) and 160 °C (lnR0 of 8.57), respectively. The generation and degradation of polyphenols followed the pseudo-first-order kinetic model. The coumaric acid content was increased from 35.03 µg/mL to 307.66 µg/mL at lnR0 of 8.16. The degradation of rutin in asparagus extract was far less compared to that of coumaric acid. Compounds formed were determined by UPLC-Q-TOF-MS yielding main fragments at m/z 451 and 601. In conclusion, hydrothermal treatment was a feasible method for increasing the antityrosinase capacity of asparagus.


Assuntos
Asparagus (Planta)/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Polifenóis/química , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Indústria de Processamento de Alimentos/métodos , Cinética , Monofenol Mono-Oxigenase/metabolismo , Extratos Vegetais/química , Polifenóis/análise , Polifenóis/farmacologia , Rutina/química , Temperatura
4.
Food Chem ; 327: 127045, 2020 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-32464460

RESUMO

In this study, the inhibitory potentials of food originated 34 phenolic acids, and flavonoid compounds were screened against acetylcholinesterase, butyrylcholinesterase, urease, and tyrosinase enzymes. All compounds included in this study exhibited high antioxidant activity with an ignorable cytotoxic activity. In general, they also showed poor anti-urease and anti-tyrosinase activities. Compounds in aglycone form (quercetin, myricetin, chrysin, and luteolin) showed strong anticholinesterase activities. No relation was observed between the tested bioactivities except from the case that aglycone compounds exhibited a strong positive relationship between antioxidant activities and anticholinesterase activity. Interestingly, there was a relation between the molecular weights of aglycone compounds and their anticholinesterase activities. The study showed that flavonoids with molecular mass of 250-320 g/mol have high potential of anticholinesterase activities and are valuable for future experiments on animals and humans. Potential inhibitory effects of these molecules on target proteins were investigated using docking and molecular dynamics calculations.


Assuntos
Inibidores da Colinesterase/química , Flavonoides/química , Hidroxibenzoatos/química , Plantas Comestíveis/química , Acetilcolinesterase/química , Acetilcolinesterase/metabolismo , Animais , Antioxidantes/química , Sítios de Ligação , Domínio Catalítico , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Inibidores da Colinesterase/metabolismo , Inibidores da Colinesterase/farmacologia , Flavonoides/metabolismo , Flavonoides/farmacologia , Humanos , Hidroxibenzoatos/metabolismo , Simulação de Acoplamento Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Extratos Vegetais/química , Plantas Comestíveis/metabolismo
5.
J Biosci Bioeng ; 130(3): 239-246, 2020 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-32389468

RESUMO

This research first reports the tyrosinase inhibition and mechanism of Leucrocin I and its modified peptides (TILI-1 and TILI-2). Docking simulation showed that these peptides were predicted to bind and interact to active site of tyrosinase and exhibited the possibility to promote tyrosinase inhibition. Therefore, these peptides were synthesized, and their inhibitory activity was investigated. The results showed that the highest tyrosinase inhibition was achieved by TILI-2 followed by TILI-1 and Leucrocin I. A Lineweaver-Burk plot indicated that Leucrocin I exhibited mixed type characteristics, while its modified peptides exhibited competitive inhibition. Based on the greatest tyrosinase inhibition, TILI-2 was selected for further study. TILI-2 showed irreversible inhibition with two-step inactivation. Additionally, Leucrocin I and its modified peptides showed no toxicity toward B16F1 and HaCaT cells and decreased melanin and tyrosinase content in B16F1 cells. These results suggest that these peptides are promising peptides for the treatment of hyperpigmentation.


Assuntos
Inibidores Enzimáticos/farmacologia , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/química , Peptídeos/química , Peptídeos/farmacologia , Animais , Linhagem Celular Tumoral , Inibidores Enzimáticos/química , Inibidores Enzimáticos/metabolismo , Cinética , Camundongos , Simulação de Acoplamento Molecular , Monofenol Mono-Oxigenase/metabolismo , Peptídeos/metabolismo , Conformação Proteica
6.
Life Sci ; 250: 117602, 2020 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-32240677

RESUMO

AIMS: Extrinsic ageing or photoageing relates to the onset of age-linked phenotypes such as skin hyperpigmentation due to UV exposure. UV induced upregulated production of tyrosinase enzyme, which catalyses the vital biochemical reactions of melanin synthesis is responsible for the inception of skin hyperpigmentation. We aimed to generate a validated QSAR model with a dataset consisting of 69 thio-semicarbazone derivatives to elucidate the physicochemical properties of compounds essential for tyrosinase inhibition and to identify novel lead molecules with enhanced tyrosinase inhibitory activity and bioavailability. MAIN METHODS: Lead optimization and insilico approaches were employed in this research work. QSAR model was generated and validated by exploiting Multiple Linear Regression method. Prioritization of lead-like compounds was accomplished by performing multi parameter optimization depleting molecular docking, bioavailability assessments and toxicity prediction for 69 compounds Derivatives of best lead compound were retrieved from chemical spaces. KEY FINDINGS: Molecular descriptors explicated the significance of chemical properties essential for chelation of copper ions present in the active site of tyrosinase protein target. Further, derivatives which comprise of electron donating groups in their chemical structure were predicted and analysed for tyrosinase inhibitory activity by employing insilico methodologies including chemical space exploration. SIGNIFICANCE: Our research work resulted in the generation of a validated QSAR model with higher degree of external predictive ability and significance to tyrosinase inhibitory activity. We propose 11 novel derivative compounds with enhanced tyrosinase inhibitory activity and bioavailability.


Assuntos
Química Farmacêutica/métodos , Biologia Computacional/métodos , Indóis/antagonistas & inibidores , Monofenol Mono-Oxigenase/antagonistas & inibidores , Pele/efeitos dos fármacos , Agaricales/metabolismo , Domínio Catalítico , Desenho de Fármacos , Avaliação Pré-Clínica de Medicamentos , Elétrons , Inibidores Enzimáticos/farmacologia , Humanos , Ligação de Hidrogênio , Ligantes , Simulação de Acoplamento Molecular , Estrutura Molecular , Monofenol Mono-Oxigenase/metabolismo , Relação Quantitativa Estrutura-Atividade , Pigmentação da Pele/efeitos dos fármacos , Tiossemicarbazonas/química , Raios Ultravioleta
7.
Bol. latinoam. Caribe plantas med. aromát ; 19(2): 161-166, mar. 2020. tab, ilus
Artigo em Inglês | LILACS | ID: biblio-1104063

RESUMO

The methanol extract of the Balkan endemic species Jurinea tzar-ferdinandii Davidov demonstrated weak antioxidant activity against DPPH• and ABTS+• and low inhibitory potential against acetylcholinesterase (8.3% Inh.) and tyrosinase (IC50 = 208 ± 8 µg/mL) enzymes. Phytochemical investigation of the extract led to isolation and identification of apigenin, luteolin, apigenin-7-O-glucoside, apigenin-4'-O-glucoside, apigenin-7-O-gentiobioside, luteolin-4'-O-glucoside, rutin, narcissin, chlorogenic and 1,5-dicaffeoylquinic acid. With exception of apigenin and rutin, all isolated compounds are reported for the first time in the representatives of genus Jurinea. The distribution of flavonoids was discussed from chemotaxonomic point of view.


El extracto de metanol de la especie endémica de los Balcanes Jurinea tzar-ferdinandii Davidov demostró una actividad antioxidante débil contra DPPH• y ABTS+• y un bajo potencial inhibidor contra las enzimas acetilcolinesterasa (8.3% Inh.) tirosinasa (IC50 = 208 ± 8 µg/mL). La investigación fitoquímica del extracto condujo al aislamiento e identificación de apigenina, luteolina, apigenina-7-Oglucósido, apigenina-4'-O-glucósido, apigenina-7-O-gentiobiósido, luteolina-4'-O-glucósido, rutina, narcissin, clorogénico y ácido 1,5- dicafeoilquinico. Con excepción de la apigenina y la rutina, todos los compuestos aislados se informan por primera vez en el género Jurinea. La distribución de flavonoides se discute desde el punto de vista quimiotaxonómico.


Assuntos
Asteraceae/química , Antioxidantes/farmacologia , Antioxidantes/química , Fenóis/análise , Flavonoides/análise , Inibidores da Colinesterase , Monofenol Mono-Oxigenase/antagonistas & inibidores , Metanol , Península Balcânica
8.
Biol Pharm Bull ; 43(3): 550-553, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-32115514

RESUMO

Equol, an intestinal metabolite of daidzein, inhibited more potently mushroom tyrosinase in vitro than other inhibitors, genistein and kojic acid. We investigated the mechanism underlying tyrosinase inhibition by equol. Treating racemic equol with tyrosinase produced 3'-hydroxyequol. Because the optical activity of the product showed <25% enantiomeric excess, the reaction was not highly stereospecific. Using enzyme-linked immunosorbent assays with an anti-equol monoclonal antibody, we observed that equol bound to pre-coated tyrosinase in a dose-dependent manner. Our results suggested the formation of a stable equol-tyrosinase complex.


Assuntos
Agaricales , Equol/química , Equol/farmacologia , Monofenol Mono-Oxigenase/antagonistas & inibidores , Genisteína/farmacologia , Pironas/farmacologia
9.
Food Chem ; 317: 126415, 2020 Jul 01.
Artigo em Inglês | MEDLINE | ID: mdl-32087518

RESUMO

This paper focused on improving antityrosinase ability of quercetin, cinnamic acid, and ferulic acid (named Q-CA-FA) from Asparagus by combining heating with ultrasound treatments. Fluorescence spectroscopy and UPLC-MS were used to evaluate inhibitory mechanisms. Results showed that the impacts of combining heating (150 °C for 30 min) with ultrasound (600 W for 30 min) treatments were similar to heating treatment (150 °C for 120 min) alone, and the inhibition rate could reach 98.2% in the addition of 5 mM Q-CA-FA. Fluorescence quenching indicated that treated Q-CA-FA-tyrosinase complex was more stable, but combining treatments did not change the major force between tyrosinase and polyphenols. Thermodynamic analysis illustrated that the randomness of compounds was also increased. Interestingly, 2-hydroxy-3-(3-hydroxy-4-methoxy-phenyl)-propionic acid 4-(2,3-dihydroxy-propyl)-phenyl ester was newly detected, which might be the major reason for enhancing antityrosinase ability. Taken together, these results provide a creative insight on increasing antityrosinase activity by combining heating with ultrasound treatments.


Assuntos
Monofenol Mono-Oxigenase/metabolismo , Polifenóis/metabolismo , Sonicação , Asparagus (Planta)/química , Asparagus (Planta)/metabolismo , Cromatografia Líquida de Alta Pressão , Cinamatos/análise , Cinamatos/metabolismo , Ácidos Cumáricos/análise , Ácidos Cumáricos/metabolismo , Temperatura Alta , Monofenol Mono-Oxigenase/antagonistas & inibidores , Polifenóis/análise , Quercetina/análise , Quercetina/metabolismo , Espectrometria de Fluorescência , Espectrometria de Massas em Tandem , Termodinâmica
10.
J Food Sci ; 85(3): 696-706, 2020 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-32043592

RESUMO

The aim of this study was to extract and purify anthocyanins from Lycium ruthenicum Murr. and evaluate their tyrosinase inhibitory activity. Response surface methodology was devoted to optimize enzyme-assisted extraction of anthocyanins from L. ruthenicum dried fruits. Extraction at 38 °C for 37 min using water-containing pectinase (52.04 mg/100 g dried fruit) rendered an anthocyanin extraction yield of 19.51 ± 0.21 mg/g. The purified anthocyanins were separated from the extract by macroporous resin XDA-6. Antioxidant tests in vitro suggested that the extract and the purified anthocyanins exhibited a potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging capacity, 2,2-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radical scavenging capacity, hydroxyl radical scavenging capacity, superoxide radical scavenging capacity, and total reducing power. Thirteen anthocyanins from L. ruthenicum dried fruits were analyzed by HPLC-MS. Moreover, the purified anthocyanins had inhibitory effect on tyrosinase monophenolase (IC50 = 1.483 ± 0.058 mg/mL), and the type of inhibition was competitive inhibition (Ki = 39.83 ± 1.4 mg/mL). The maximum inhibitory activity of the purified anthocyanins (3.00 mg/mL) on tyrosinase diphenolase was 42.16 ± 0.77%, and the type of inhibition was anticompetitive inhibition (Kis = 2.387 ± 0.10 mg/mL). PRACTICAL APPLICATION: The anthocyanins from L. ruthenicum dried fruits can be used as tyrosinase inhibitors in medicine, cosmetics, and food preservation industries.


Assuntos
Antocianinas/química , Inibidores Enzimáticos/química , Lycium/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Extratos Vegetais/química , Antocianinas/isolamento & purificação , Antioxidantes/química , Antioxidantes/isolamento & purificação , Cromatografia Líquida de Alta Pressão , Inibidores Enzimáticos/isolamento & purificação , Frutas/química , Espectrometria de Massas , Monofenol Mono-Oxigenase/química , Oxirredução , Extratos Vegetais/isolamento & purificação
11.
J Enzyme Inhib Med Chem ; 35(1): 424-431, 2020 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-31899985

RESUMO

A series of 16 novel benzenesulfonamides incorporating 1,3,5-triazine moieties substituted with aromatic amines, dimethylamine, morpholine and piperidine were investigated. These compounds were assayed for antioxidant properties by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging assay, 2,2`-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radical decolarisation assay and metal chelating methods. They were also investigated as inhibitors of acetylcholinesterase (AChE), butyrylcholinesterase (BChE) and tyrosinase, which are associated with several diseases such as Alzheimer, Parkinson and pigmentation disorders. These benzenesulfonamides showed moderate DPPH radical scavenging and metal chelating activity, and low ABTS cation radical scavenging activity. Compounds 2 b, 3d and 3 h showed inhibitory potency against AChE with % inhibition values of >90. BChE was also effectively inhibited by most of the synthesised compounds with >90% inhibition potency. Tyrosinase was less inhibited by these compounds.


Assuntos
Acetilcolinesterase/efeitos dos fármacos , Antioxidantes/farmacologia , Butirilcolinesterase/efeitos dos fármacos , Inibidores da Colinesterase/farmacologia , Inibidores Enzimáticos/farmacologia , Monofenol Mono-Oxigenase/antagonistas & inibidores , Sulfonamidas/química , Sulfonamidas/farmacologia , Triazinas/química , Benzotiazóis/química , Compostos de Bifenilo/química , Picratos/química , Ácidos Sulfônicos/química
12.
PLoS One ; 15(1): e0227308, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-31910239

RESUMO

Seaweed polyphenols and polysaccharide plays a broad range of biological activity. The objective of the present study was to study and compare the skin protection activity of fucoidan rich polysaccharide extract (SPS) and polyphenol-rich extract (SPP) from the seaweed Sargassum vachellianum. The skin protection activity was analyzed based on their ability to scavenge free radicals such as hydrogen peroxide and hydroxyl radicals, UV absorption potential, tyrosinase inhibition, moisture preservation, and antibacterial activity. From the results, both SPP and SPS protects the skin from UV damage. SPP showed good free radical scavenging ability, antimicrobial activity against E.coli and S. aureus and effectively absorbed the UVB and UVA rays whereas SPS hardly absorbs the UVA and UVB rays and showed weak free radical scavenging ability and no antimicrobial activity. SPS showed considerable inhibition on tyrosinase (51.21%) and had better moisture absorption (52.1%) and retention (63.24%) abilities than SPP. The results specified that both SPS and SPP have balancing potential on skin protection and suitable combinations of both could act as an active ingredient in cosmetics.


Assuntos
Polifenóis/farmacologia , Polissacarídeos/farmacologia , Sargassum/química , Alga Marinha/química , Pele/efeitos dos fármacos , Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Escherichia coli/efeitos dos fármacos , Depuradores de Radicais Livres/toxicidade , Radicais Livres/toxicidade , Humanos , Peróxido de Hidrogênio/toxicidade , Radical Hidroxila/toxicidade , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Polifenóis/química , Polissacarídeos/química , Substâncias Protetoras/química , Substâncias Protetoras/farmacologia , Pele/patologia , Pele/efeitos da radiação , Espectroscopia de Infravermelho com Transformada de Fourier , Staphylococcus aureus/efeitos dos fármacos , Raios Ultravioleta/efeitos adversos
13.
Food Chem ; 312: 126042, 2020 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-31911351

RESUMO

Although mango leaves are the main ingredients in some traditional Chinese medicine preparations and folk tea, they with considerable quantities are usually discarded as agricultural waste. Thus, to extend their potential, reverse ultrafiltration-HPLC-DAD-QTOF-MS/MS combining with key ion filtering strategy was proposed to efficiently fish and systematically identify tyrosinase inhibitors in ethyl acetate fraction of mango leaves, which has the highest total phenolic content (40.00 ± 0.84 mg GAE/g DW) and tyrosinase inhibition activity (IC50, 17.62 ± 1.26 µg/mL). Finally, 36 polyphenolic tyrosinase inhibitors were unambiguously characterized or tentatively identified, and three of them were found in mango leaves for the first time. Results suggested that the proposed strategy was powerful for effective identification of bioactive compounds in complex mixtures (e.g. food, agricultural and sideline products), and the findings would lay a foundation for potential applications of mango leaves in pharmaceutical, cosmetic, and food industrial fields.


Assuntos
Inibidores Enzimáticos/farmacologia , Mangifera/química , Monofenol Mono-Oxigenase/antagonistas & inibidores , Cromatografia Líquida de Alta Pressão , Fenóis/análise , Folhas de Planta/química , Espectrometria de Massas em Tandem
14.
Int J Mol Sci ; 21(1)2020 Jan 02.
Artigo em Inglês | MEDLINE | ID: mdl-31906440

RESUMO

Fisetin is found in many fruits and plants such as grapes and onions, and exerts anti-inflammatory, anti-proliferative, and anticancer activity. However, whether fisetin regulates melanogenesis has been rarely studied. Therefore, we evaluated the effects of fisetin on melanogenesis in B16F10 melanoma cell and zebrafish larvae. The current study revealed that fisetin slightly suppressed in vitro mushroom tyrosinase activity; however, molecular docking data showed that fisetin did not directly bind to mushroom tyrosinase. Unexpectedly, fisetin significantly increased intracellular and extracellular melanin production in B16F10 melanoma cells regardless of the presence or absence of α-melanocyte stimulating hormone (α-MSH). We also found that the expression of melanogenesis-related genes such as tyrosinase and microphthalmia-associated transcription factor (MITF), were highly increased 48 h after fisetin treatment. Pigmentation of zebrafish larvae by fisetin treatment also increased at the concentrations up to 200 µM and then slightly decreased at 400 µM, with no alteration in the heart rates. Molecular docking data also revealed that fisetin binds to glycogen synthase kinase-3ß (GSK-3ß). Therefore, we evaluated whether fisetin negatively regulated GSK-3ß, which subsequently activates ß-catenin, resulting in melanogenesis. As expected, fisetin increased the expression of ß-catenin, which was subsequently translocated into the nucleus. In the functional assay, FH535, a Wnt/ß-catenin inhibitor, significantly inhibited fisetin-mediated melanogenesis in zebrafish larvae. Our data suggested that fisetin inhibits GSK-3ß, which activates ß-catenin, resulting in melanogenesis through the revitalization of MITF and tyrosinase.


Assuntos
Flavonoides/farmacologia , Glicogênio Sintase Quinase 3 beta/antagonistas & inibidores , Melaninas/biossíntese , beta Catenina/metabolismo , Animais , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , Flavonoides/química , Flavonoides/toxicidade , Glicogênio Sintase Quinase 3 beta/química , Glicogênio Sintase Quinase 3 beta/genética , Glicogênio Sintase Quinase 3 beta/metabolismo , Larva/efeitos dos fármacos , Larva/metabolismo , Melanoma Experimental , Camundongos , Fator de Transcrição Associado à Microftalmia/genética , Fator de Transcrição Associado à Microftalmia/metabolismo , Simulação de Acoplamento Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo , Pigmentação/efeitos dos fármacos , Transdução de Sinais/efeitos dos fármacos , Peixe-Zebra/embriologia , Peixe-Zebra/metabolismo , alfa-MSH/farmacologia , beta Catenina/antagonistas & inibidores , beta Catenina/genética
15.
Int J Mol Sci ; 21(1)2020 Jan 02.
Artigo em Inglês | MEDLINE | ID: mdl-31906476

RESUMO

Bioactive collagen/chitosan complexes were prepared by an ion crosslinking method using fish skin collagen and chitosan solution as raw materials. Scanning electron microscopy observation confirmed that the collagen/chitosan complexes were of a uniform spherical shape and uniform particle size. The complexes were stable at different pH values for a certain period of time through swelling experiments. Differential scanning calorimetry (DSC) showed the collagen/ chitosan complexes were more stable than collagen. X-ray diffraction (XRD) showed that the complexes had a strong crystal structure, and Fourier transform infrared spectroscopy (FTIR) data revealed the changes in the secondary structure of the protein due to chitosan and TPP crosslinking. The content of malondialdehyde (MDA) in the complex treatment group was considerably lower, but the content of SOD was significantly higher than that of the collagen group or chitosan group. In addition, the collagen/chitosan complexes could considerably reduce melanin content, inhibit tyrosinase activity, and down-regulate tyrosinase mRNA expression. In conclusion, the collagen/chitosan complexes were potential oral protein preparation for antioxidant enhancement and inhibiting melanin synthesis.


Assuntos
Antioxidantes/farmacologia , Quitosana/química , Colágeno/química , Colágeno/farmacologia , Melaninas/biossíntese , Monofenol Mono-Oxigenase/antagonistas & inibidores , Animais , Varredura Diferencial de Calorimetria , Quitosana/farmacologia , Colágeno/ultraestrutura , Feminino , Concentração de Íons de Hidrogênio , Masculino , Malondialdeído/análise , Malondialdeído/metabolismo , Melaninas/análise , Melaninas/metabolismo , Melanoma Experimental , Camundongos , Microscopia Eletrônica de Varredura , Monofenol Mono-Oxigenase/genética , Monofenol Mono-Oxigenase/metabolismo , Tamanho da Partícula , Conformação Proteica , Espectroscopia de Infravermelho com Transformada de Fourier , Superóxido Dismutase/análise , Superóxido Dismutase/metabolismo , Difração de Raios X
16.
J Biosci Bioeng ; 129(5): 638-645, 2020 May.
Artigo em Inglês | MEDLINE | ID: mdl-31926815

RESUMO

Fermented extracts have evolved to be a potential alternative to synthetic chemicals, owing to their anti-inflammatory and anti-bacterial properties. This study intends to assess the potential of fermented Zanthoxylum schinifolium extract for use in biomedical applications. Probiotic bacteria, Lactobacillus rhamnosus A6-5, were deployed as a seed culture for fermentation. The fermented extract showed greater tyrosinase inhibitory activity and reduced melanin production (58.3%) compared with the raw extract. Cytotoxicity assay inferred that 500 µg/mL is the ideal non-toxic concentration with maximum cell viability. In addition, DAPI staining did not show any damage to the chromatin structure of the cells. The anti-aging property of the fermented extract was confirmed by a decrease in IL-6 content. The fermented extract showed lower MIC (40 mg/mL) and MBC (60 mg/mL), indicating greater anti-bacterial activity than the raw extract. The results confirmed that the fermented Z. schinifolium extract has high biomedical properties compared with the raw extract and can be used as an ideal skin whitening agent.


Assuntos
Antibacterianos/farmacologia , Anti-Inflamatórios/farmacologia , Lactobacillus rhamnosus/metabolismo , Melaninas/química , Extratos Vegetais/farmacologia , Zanthoxylum/química , Animais , Antibacterianos/química , Antibacterianos/metabolismo , Anti-Inflamatórios/química , Anti-Inflamatórios/metabolismo , Reatores Biológicos , Linhagem Celular , Inibidores Enzimáticos/química , Inibidores Enzimáticos/metabolismo , Inibidores Enzimáticos/farmacologia , Fermentação , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Lactobacillus rhamnosus/genética , Lactobacillus rhamnosus/isolamento & purificação , Macrófagos/efeitos dos fármacos , Macrófagos/imunologia , Melaninas/metabolismo , Camundongos , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/química , Extratos Vegetais/química , Extratos Vegetais/metabolismo , Células RAW 264.7 , Staphylococcus epidermidis/efeitos dos fármacos , Staphylococcus epidermidis/crescimento & desenvolvimento , Estrelas-do-Mar/microbiologia , Zanthoxylum/microbiologia
17.
Eur J Med Chem ; 187: 111892, 2020 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-31810785

RESUMO

Tyrosinase is a copper-containing enzyme that catalyzes the biosynthesis of melanin. This enzyme is present in bacteria, fungi, plants and animals, and plays multiple roles in pigmentation, wound healing, radiation protection, primary immune responses and the undesirable browning of fruits and vegetables. Selective tyrosinase inhibitors hence have potential application in diverse areas of agriculture, cosmetics and pharmaceuticals. In the past decade many natural and synthetic tyrosinase inhibitors have been evaluated, with many reported to also possess intrinsic antibacterial activity. Further, the enzyme product melanin has been shown to compromise the activity of traditional antibiotics. Due to the antibiotic resistance crisis and the slow development of new antibiotics, tyrosinase inhibitors may have potential for development of novel antimicrobials or antibiotic adjuvants that enhance activity of incumbent drugs. This review focuses on the antibacterial activity of natural and synthetic tyrosinase inhibitors reported in the past ten years and explores the possibilities for synergism of anti-tyrosinase with anti-bacterials.


Assuntos
Antibacterianos/farmacologia , Bactérias/efeitos dos fármacos , Produtos Biológicos/farmacologia , Inibidores Enzimáticos/farmacologia , Antibacterianos/química , Bactérias/metabolismo , Produtos Biológicos/química , Inibidores Enzimáticos/química , Humanos , Estrutura Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Monofenol Mono-Oxigenase/metabolismo
18.
J Nat Med ; 74(1): 119-126, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31392565

RESUMO

Five eudesmane-type sesquiterpene glycosides, named sonneratiosides A-E (1-5), were isolated from the leaves of Sonneratia alba (Lythraceae). The aglycone of sonneratioside A was identified as cryptomeridiol also known as proximadiol. X-ray crystallographic analysis of sonneratioside A confirmed its structure and its absolute stereochemistry. Eudesmol ß-D-glucopyranoside (6) was also isolated from nature for the first time. The tyrosinase inhibitory activity was assayed for the new compounds together with seven known compounds. Among them, arbutin (12) showed the expected activity and luteolin 7-O-rutinoside (10) showed comparable activity to arbutin.


Assuntos
Lythraceae/química , Sesquiterpenos de Eudesmano/química , Arbutina/química , Glicosídeos/química , Estrutura Molecular , Monofenol Mono-Oxigenase/antagonistas & inibidores , Naftalenos/química , Folhas de Planta/química , Sesquiterpenos/química
19.
Food Chem Toxicol ; 135: 110993, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31765702

RESUMO

3S, 3'S-Astaxanthin is the most powerful antioxidant to scavenge free radicals in the world. In this study, a 3S, 3'S-astaxanthin biosynthesis pathway was constructed in a probiotic yeast, Kluveromyces marxianus, denoted YEAST, and its bioactive metabolites were extracted for biofunctional assessments. The bio-safety examination was achieved by two animal models as following: First, no significant toxic effects on YEAST groups were found in zebrafish; Second, after feeding YEAST for 4 weeks, the rat-groups showed no visible abnormality, and no significant change of the body weight and blood biochemistry tests. The inhibition of lung metastasis of melanoma cells and the increment of the survival rate were demonstrated by feeding YEAST and injecting the intravenous commercial astaxanthin in vivo rodent model. Based on in vitro assays of 1,1-diphenyl-2-picryl-hydrazyl (DPPH) scavenging analysis, ferrous ion chelating ability, reducing power assessment, and mushroom tyrosinase inhibition evaluation, YEAST-astaxanthin showed anti-oxidative and tyrosinase suppressive properties. Taken together, the 3S, 3'S-astaxanthin producing probiotic yeast is safe to be used in the bio-synthesis of functional and pharmaceutical compounds, which have broad industrial applications on cosmetic, food and feed additive and healthcare.


Assuntos
Kluyveromyces/metabolismo , Melanoma Experimental/patologia , Engenharia Metabólica , Metástase Neoplásica/prevenção & controle , Probióticos , Animais , Antioxidantes/farmacologia , Feminino , Masculino , Melanoma Experimental/enzimologia , Camundongos , Camundongos Endogâmicos BALB C , Monofenol Mono-Oxigenase/antagonistas & inibidores , Ratos , Ratos Sprague-Dawley , Xantofilas/química , Xantofilas/metabolismo , Xantofilas/farmacologia , Peixe-Zebra
20.
Artigo em Inglês | MEDLINE | ID: mdl-31678677

RESUMO

Coloration plays a crucial role in the social communication and survival of organisms. Multidisciplinary studies have been conducted to elucidate the correlation between coloration and melanin biosynthesis (referred as melanogenesis). The multi-copper enzyme tyrosinase catalyzes the first two steps of melanogenesis for coloration in teleosts. Due to the increasing demand of tyrosinase inhibitors for the production of skin whitening cosmetics, hypopigmentation pharmaceuticals, and anti-browning agents, a large number of natural and synthetic inhibitors have been developed over the past few decades. Although a number of previous studies have focused on human use and toxicity, such as the increased cytotoxic effects of ROS-generating compounds, their ecotoxicological impacts on aquatic organisms are still poorly understood. Hence, the focus of the present review is to describe the role of coloration in teleosts as well as potential ecotoxicological effects elicited by exposure to tyrosinase inhibitors. Furthermore, this review introduces our recently registered adverse outcome pathway (AOP) related to tyrosinase inhibition and population decline in teleosts.


Assuntos
Exposição Ambiental/efeitos adversos , Inibidores Enzimáticos/efeitos adversos , Peixes/fisiologia , Melaninas/antagonistas & inibidores , Monofenol Mono-Oxigenase/antagonistas & inibidores , Preparações Clareadoras de Pele/efeitos adversos , Pigmentação da Pele/efeitos dos fármacos , Rotas de Resultados Adversos , Animais , Inibidores Enzimáticos/farmacologia , Peixes/metabolismo , Humanos , Melaninas/biossíntese , Preparações Clareadoras de Pele/farmacologia
SELEÇÃO DE REFERÊNCIAS
DETALHE DA PESQUISA