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1.
Food Chem ; 409: 135264, 2023 May 30.
Artigo em Inglês | MEDLINE | ID: mdl-36571899

RESUMO

A novel bioactive polysaccharopeptide (C1) and polysaccharide (C2) with an average molecular weight of 180 kDa and 70 kDa were isolated from R. rugosa pseudofruit. The composition of the macromolecules was established using 1H NMR, FT-IR, GC-MS, SDS-PAGE coupled with enzymatic cleavage, and proteomic analyses (LC-MS). C1 was found to contain 60.56 ± 1.82 % of sugars and 21.17 ± 0.47 % of uronic acids. Its main neutral monosaccharides were arabinose, rhamnose, galactose, glucose, fucose, and mannose. C1 was found to be a polysaccharopeptide containing pectinesterase-like protein. C2 was composed of 32.85 ± 0.97 % of sugars and 48.77 ± 1.15 % of uronic acids. Its main neutral monosaccharides were galactose, glucose, rhamnose, arabinose, and mannose. A promising nutraceutical value of the polysaccharides was revealed. Assays showed strong α-glucosidase inhibitory activity of both macromolecules and considerable antiradical potential and moderate lipoxygenase inhibitory activity of the crude polysaccharide. Moreover, antiproliferative activity of C2 was observed.


Assuntos
Galactose , Rosa , Ramnose , Rosa/química , Manose , Arabinose , Espectroscopia de Infravermelho com Transformada de Fourier , Proteômica , Monossacarídeos/química , Glucose , Polissacarídeos/química , Suplementos Nutricionais , Ácidos Urônicos/química , Peptídeos/farmacologia
2.
Int J Biol Macromol ; 172: 550-559, 2021 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-33465362

RESUMO

The crude polysaccharide was extracted from A. asphodeloides rhizomes and further purified to produce two fractions F1 (50.0%) and F2 (19.6%). The chemical constitutions of the polysaccharides were neutral sugars (51.4%-89.7%), uronic acids (1.0%-30.2%) and sulfate esters (3.4%-8.1%), with various ratios of monosaccharides including rhamnose (1.4%-6.1%), arabinose (7.1%-21.2%), xylose (0.2%-4.8%), mannose (39.9%-79.0%), glucose (6.0%-11.1%) and galactose (2.6%-22.0%). The molecular properties of the polysaccharides were investigated by the HPSEC-UV-MALLS-RI system, revealing the Mw 130.0 × 103-576.5 × 103 g/moL, Rg 87.6-382.6 nm and SVg 0.3-54.3 cm3/g. The polysaccharides stimulated RAW264.7 cells to produce considerable amounts of NO and up-regulate the expression of TNF-α, IL-1 and COX-2 genes. Polysaccharides exhibited the growth inhibitory effects on cancer cells lines of AGS, MKN-28 and MKN-45, in which F2 fraction exhibited prominent bioactivities. The AGS cells treated with F2 experienced condensed cytoplasm, shrinkage of nucleus and chromatin marginalization with the highest number of cells at early-stage apoptosis reaching 54.6%. The inhibitory effect of F2 polysaccharide on AGS cells was through MAPKs and STAT3 signaling pathways. The backbone of the F2 was mainly linked by (1 â†’ 4)-linked mannopyranosyl and (1 â†’ 3)-linked galactopyranosyl. Taken together, the polysaccharide from A. asphodeloides rhizomes could be utilized as medicinal, pharmacological and functional food ingredients.


Assuntos
Anemarrhena/química , Regulação da Expressão Gênica/efeitos dos fármacos , Fatores Imunológicos/farmacologia , Polissacarídeos/farmacologia , Rizoma/química , Animais , Apoptose/efeitos dos fármacos , Apoptose/genética , Sequência de Carboidratos , Linhagem Celular Tumoral , Cromatina/química , Cromatina/efeitos dos fármacos , Cromatina/imunologia , Ciclo-Oxigenase 2/genética , Ciclo-Oxigenase 2/imunologia , Citoplasma/efeitos dos fármacos , Citoplasma/imunologia , Citoplasma/patologia , Fatores Imunológicos/química , Fatores Imunológicos/isolamento & purificação , Interleucina-1/genética , Interleucina-1/imunologia , Camundongos , Proteínas Quinases Ativadas por Mitógeno/genética , Proteínas Quinases Ativadas por Mitógeno/imunologia , Monossacarídeos/química , Monossacarídeos/isolamento & purificação , Óxido Nítrico/biossíntese , Polissacarídeos/química , Polissacarídeos/isolamento & purificação , Células RAW 264.7 , Fator de Transcrição STAT3/genética , Fator de Transcrição STAT3/imunologia , Transdução de Sinais , Fator de Necrose Tumoral alfa/genética , Fator de Necrose Tumoral alfa/imunologia , Ácidos Urônicos/química , Ácidos Urônicos/isolamento & purificação
3.
Int J Biol Macromol ; 166: 155-165, 2021 Jan 01.
Artigo em Inglês | MEDLINE | ID: mdl-33172614

RESUMO

Bitter melon polysaccharides (BPS) have been reported to have hypolipidemic effects. However, the precise mechanism of BPS regulating lipid metabolism remains elusive. Water-soluble (WBPS) and alkali-soluble bitter melon polysaccharides (ABPS) were extracted to evaluate the fat-lowering bioactivities in HepG2 cells and Caenorhabditis elegans. WBPS and ABPS were slightly different in the uronic acid contents (22.23% and 5.69%), monosaccharide composition, molecular weight (Mw: 332 kDa and 1552 kDa, respectively) and IR spectra. In palmitic acid-treated HepG2 cell, the ABPS exhibited better effects on accelerating glucose consumption and decreasing the triglyceride content than WBPS via stimulating glucose consumption (GLUT4) and gluconeogenesis (PEPCK). In the model of glucose-treated C. elegans, we observed that both WBPS and ABPS obviously suppressed the fat accumulation, more significantly by ABPS, along with no toxicity towards some physical activities. Fat-5, fat-6 and fat-7 mediated fatty acid desaturases pathways were further confirmed to be involved in the lipid-lowering effects of BPSs. Our studies demonstrated that both WBPS and ABPS can exhibit effects on fat- lowering in HepG2 cells and C. elegans.


Assuntos
Cucurbitaceae/química , Hipolipemiantes/química , Metabolismo dos Lipídeos/efeitos dos fármacos , Polissacarídeos/química , Álcalis/química , Animais , Caenorhabditis elegans , Proteínas de Caenorhabditis elegans/metabolismo , Gluconeogênese/efeitos dos fármacos , Glucose/metabolismo , Transportador de Glucose Tipo 4/metabolismo , Células Hep G2 , Humanos , Interações Hidrofóbicas e Hidrofílicas , Hipolipemiantes/farmacologia , Polissacarídeos/farmacologia , Solubilidade , Estearoil-CoA Dessaturase/metabolismo , Triglicerídeos/metabolismo , Ácidos Urônicos/química
4.
Int J Biol Macromol ; 164: 2681-2690, 2020 Dec 01.
Artigo em Inglês | MEDLINE | ID: mdl-32828888

RESUMO

The water-soluble fractions of pectin extracted from the pulp of ripe papayas have already been found to exert positive effects on cancer cell cultures. However, the mechanisms that lead to these beneficial effects and the pectin characteristics that exert these effects are still not well understood. Characteristics such as molecular size, monosaccharide composition and structural conformation are known as polysaccharide factors that can cause alterations in cellular response. During fruit ripening, a major polysaccharide solubilization, depolymerization, and chemical modification occur. The aims of this work are to fractionate the pectin extracted from the pulp of papayas at two stages of ripening (fourth and ninth day after harvesting) into uronic and neutral fractions and to test them for the inhibition of human recombinant galectin-3 and the inhibition of colon cancer cell growth. The structures of the fractions were chemically characterized, and the uronic fraction extracted from the fourth day after harvesting presented the best biological effects across different concentrations in both galectin-3 inhibition and viability assays. The results obtained may help to establish a relationship between the chemical structures of papaya pectins and the positive in vitro biological effects, such as inhibiting cancer cell growth.


Assuntos
Proteínas Sanguíneas/metabolismo , Carica/fisiologia , Neoplasias do Colo/metabolismo , Galectinas/metabolismo , Pectinas/farmacologia , Ácidos Urônicos/química , Carica/química , Proliferação de Células/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Parede Celular/química , Neoplasias do Colo/tratamento farmacológico , Regulação para Baixo/efeitos dos fármacos , Regulação Neoplásica da Expressão Gênica/efeitos dos fármacos , Células HCT116 , Células HT29 , Humanos , Pectinas/química , Polissacarídeos/análise
5.
Int J Biol Macromol ; 160: 364-371, 2020 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-32442574

RESUMO

Complex structure of cyanobacterium Nostoc sp. exopolysaccharide (EPS), with apparent molecular weight 214 × 103 g/mol, can be deduced from its composition. Chemical and NMR analyses found four dominant sugar monomers, namely (1 → 4)-linked α-l-arabinopyranose, ß-d-glucopyranose, ß-d-xylopyranose and (1 → 3)-linked ß-d-mannopyranose, two different uronic acids and a lactyl group, with (1 → 4,6)-linked ß-d-glucopyranose as the only branch point suggest a complex structure of this polymer. The dominant uronic acid is α-linked, but it remained unidentified. ß-d-Glucuronic acid was present in lower amount. Their position as well as that of lactyl remained undetermined too. Different doses of orally administered EPS in guinea pigs evoked a significant decrease in cough effort and a decrease in airway reactivity. The antitussive efficacy and bronchodilator effect of higher doses of EPS were found to be similar to that of the antitussive drug codeine and the antiasthmatic salbutamol. Without significant cytotoxicity on the RAW 264.7 cells, EPS stimulated the macrophage cells to produce pro-inflammatory cytokines tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6), and prostaglandins (PGs) and nitric oxide (NO) via induction of COX-2 and iNOS expression, respectively, suggesting that this biopolymer potentiates an early innate immune response and can therefore be used as a new immune modulator.


Assuntos
Cianobactérias/metabolismo , Nostoc/metabolismo , Polissacarídeos Bacterianos/química , Polissacarídeos Bacterianos/farmacologia , Albuterol/farmacologia , Animais , Biopolímeros/química , Broncodilatadores/farmacologia , Linhagem Celular , Codeína/farmacologia , Tosse/tratamento farmacológico , Citocinas/metabolismo , Ácido Glucurônico/química , Cobaias , Interleucina-6/metabolismo , Macrófagos/efeitos dos fármacos , Macrófagos/metabolismo , Camundongos , Óxido Nítrico/metabolismo , Células RAW 264.7 , Fator de Necrose Tumoral alfa/metabolismo , Ácidos Urônicos/química
6.
Int J Biol Macromol ; 152: 1047-1055, 2020 Jun 01.
Artigo em Inglês | MEDLINE | ID: mdl-31751707

RESUMO

Biological functions of chondroitin sulfate, including anti-oxidation and anti-inflammation, are associated with its molecular weight. This study aimed to evaluate the correlation between antioxidant activity and molecular weights of chondroitin sulfate derived from bovine nasal cartilage (BCS). BCS extracted by compound enzymatic method was further purified via DEAE-cellulose column separation to obtain BCS-II (129.4 kDa), which was further degraded by H2O2-Vc to obtain four subfractions: BCS-II-1 (92.7 kDa), BCS-II-2 (54.1 kDa), BCS-II-3 (26.3 kDa), and BCS-II-4 (19.7 kDa). Changes in the physicochemical properties of BCS-II before and after degradation were compared via FT-IR, NMR and monosaccharide composition analysis. Finally, antioxidant activities of BCS-II and its subfractions BCS-II-1-4 were compared. Our results showed that the H2O2-Vc system did not disrupt the primary functional group of BCS-II, with no significant change in sulfate content between BCS-II and its degraded fractions; however, uronic acid levels increased in degraded fractions when compared with BCS-II. In vitro, BCS-II-4 displayed the lowest molecular weight and had the strongest antioxidant activity. Therefore, the antioxidant activity of chondroitin sulfate in vitro is robustly associated with its molecular weight, and low-molecular-weight chondroitin sulfate can be used as an antioxidant in the food and pharmaceutical industries and other sectors.


Assuntos
Antioxidantes/química , Antioxidantes/farmacologia , Sulfatos de Condroitina/química , Cartilagens Nasais/química , Animais , Bovinos , Peróxido de Hidrogênio/química , Peso Molecular , Nariz/química , Espectroscopia de Infravermelho com Transformada de Fourier/métodos , Ácidos Urônicos/química
7.
Carbohydr Polym ; 222: 114992, 2019 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-31320048

RESUMO

Four operating parameters in ultrasound-microwave assisted extraction (UMAE) process including sonication time (ST, 10-30 min), microwave power (MP, 300-600 W), irradiation time (IT, 5-15 min), and the liquid to solid ratio (LSR, 10-30 mL/g) on the extraction yield of pectin from fig skin were optimized. The yield (13.97%) of pectin with an average molecular mass of 6.89 × 103 kDa was maximized at 21.35 min ST, 580.9 W MP, 11.67 min IT, and 24.66 mL/g LSR based on a second-order polynomial model (R2 = 0.986) with a high level of significance (p < 0.0001). Field emission-scanning electron microscopy (FE-SEM) imaging and Fourier transform-infrared (FTIR) spectra of the pectin extracted under optimal conditions exhibited a disintegrated network in structural morphology and the main functional groups, respectively. The extracted low-methoxyl pectin (DE = 33.65%) with high lightness contained considerable amounts of uronic acids and neutral monosaccharides (glucose, fucose, arabinose, galactose, rhamnose, and mannose). A strong dose-depended behavior for antioxidant functions and cytotoxic inhibitory activities of pectin against HepG2 and A549 cells was found.


Assuntos
Antineoplásicos , Antioxidantes , Ficus/metabolismo , Pectinas , Sonicação/métodos , Células A549 , Antineoplásicos/química , Antineoplásicos/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Sequência de Carboidratos , Células Hep G2 , Humanos , Micro-Ondas , Monossacarídeos/química , Pectinas/química , Pectinas/isolamento & purificação , Pectinas/farmacologia , Ondas Ultrassônicas , Ácidos Urônicos/química
8.
Int J Biol Macromol ; 123: 201-209, 2019 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-30439423

RESUMO

In this study, three-phase partitioning (TPP) was used to directly extract and separate bioactive exopolysaccharides (EPSs) from a cultured broth of Phellinus baumii. The maximum extraction yield of EPS was 52.09% under the following optimal conditions: 20% (w/v) ammonium sulfate concentration, 1.0:1.5 (v/v) ratio of cultured broth to t­butanol, 30 min, and 35 °C. A multifrequency power ultrasound in a sequential mode coupled with TPP resulted in ~9.12% increment in extraction yield and ~80% reduction in extraction time compared with those of traditional TPP. The carbohydrate (88.21%) and uronic acid (3.37%) contents of partially purified EPS were higher than those of EPS-C obtained through conventional ethanol precipitation and separation methods. EPS and EPS-C exhibited similar preliminary structural characteristics and different monosaccharide compositions and molecular weights. The radical-scavenging abilities, antioxidant capacities, α­amylase and α­glycosidase inhibitory activities, and macrophage stimulation activities of EPS were also higher than those of EPS-C. Therefore, it could be concluded that TPP as a simple and green separation technique could be used to directly extract and separate bioactive EPS from the fermentation broths of mushrooms and other fungi.


Assuntos
Antioxidantes/isolamento & purificação , Carboidratos/isolamento & purificação , Polissacarídeos/isolamento & purificação , Sulfato de Amônio/química , Antioxidantes/química , Antioxidantes/farmacologia , Basidiomycota/química , Carboidratos/química , Carboidratos/farmacologia , Fermentação , Macrófagos/efeitos dos fármacos , Peso Molecular , Polissacarídeos/química , Polissacarídeos/farmacologia , Ácidos Urônicos/química , alfa-Amilases/antagonistas & inibidores , alfa-Glucosidases/efeitos dos fármacos
9.
Int J Biol Macromol ; 117: 610-616, 2018 Oct 01.
Artigo em Inglês | MEDLINE | ID: mdl-29802926

RESUMO

Two novel heteropolysaccharides (JCH-1 and JCH-2) with molecular weights of 30.9 and 555.3 kDa were first extracted, isolated and purified from Isaria cicadae Miquel (I. Miquel). Monosaccharide analysis showed that JCH-1 and JCH-2 were composed of mannose, glucose and galactose with different monosaccharide ratio. In addition, JCH-1 had higher contents of sulfated and uronic acid compared to JCH-2. Based on MTT assay, JCH-1 and JCH-2 could markedly promote the proliferation of RAW264.7 cells and exhibit no cytotoxicity at a specific concentration range. The immunomodulatory assay exhibited that JCH-1 and JCH-2 could significantly enhance the viability of macrophage cells, and promote the release of NO, IL-6 and TNF-α. Furthermore, the immunomodulatory activity of JCH-1 was significantly better than that of JCH-2. These results proposed that I. Miquel had two polysaccharide fractions with different composition and JCH-1 is better to be developed as a functional food with the better immunomodulator activity.


Assuntos
Proliferação de Células/efeitos dos fármacos , Cordyceps/química , Fatores Imunológicos/isolamento & purificação , Polissacarídeos/isolamento & purificação , Animais , Diferenciação Celular/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Cordyceps/imunologia , Galactose/química , Regulação da Expressão Gênica/efeitos dos fármacos , Glucose/química , Fatores Imunológicos/química , Fatores Imunológicos/imunologia , Fatores Imunológicos/farmacologia , Interleucina-6/genética , Manose/química , Camundongos , Óxido Nítrico/genética , Polissacarídeos/química , Polissacarídeos/imunologia , Polissacarídeos/farmacologia , Células RAW 264.7 , Fator de Necrose Tumoral alfa/genética , Ácidos Urônicos/química
10.
Int J Biol Macromol ; 106: 587-595, 2018 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-28807689

RESUMO

The polysaccharides (AVP) was obtained from abalone (Haliotis discus hannai Ino) viscera, using the alkaline protease to enzymolysis, sevage method and repeated freezing and thawing method to remove protein and hydrogen peroxide method to depigment. The total sugar content was 46.27±1.5% and uronic acid, sulfate radical, hexosamine and protein contents were 17.44±0.22%, 16.98±0.15%, 0.65±0.02% and 1.64±0.13% in AVP respectively. The main monosaccharide compositions of AVP were d-galactose, d-xylose, d-mannose, d-glucose and d-glucuronic acid. MTT assay showed AVP had a significant anti-tumor activity to gastric carcinoma cells, especially to MGC 803, while it had no influence upon proliferation of normal stomach cells GES 1. The results of Morphological changes, cell migration ability and AO/EB staining indicated that MGC803 cells underwent apoptosis in a dose-dependent manner induced by AVP. Moreover, the western blotting results showed that the expressions of survivin, Bcl-2 and VEGF were decreased, while the expression of Bax and p53 were increased in a dose-dependent manner of AVP. The results suggested that AVP might be a potential anti-tumor agent securely and naturally.


Assuntos
Antineoplásicos/farmacologia , Proliferação de Células/efeitos dos fármacos , Células Epiteliais/efeitos dos fármacos , Gastrópodes/química , Regulação Neoplásica da Expressão Gênica , Polissacarídeos/farmacologia , Animais , Antineoplásicos/química , Antineoplásicos/isolamento & purificação , Apoptose/efeitos dos fármacos , Linhagem Celular , Linhagem Celular Tumoral , Movimento Celular/efeitos dos fármacos , Células Epiteliais/metabolismo , Células Epiteliais/patologia , Mucosa Gástrica/metabolismo , Hexosaminas/química , Hexosaminas/isolamento & purificação , Humanos , Proteínas Inibidoras de Apoptose/antagonistas & inibidores , Proteínas Inibidoras de Apoptose/genética , Proteínas Inibidoras de Apoptose/metabolismo , Especificidade de Órgãos , Polissacarídeos/química , Polissacarídeos/isolamento & purificação , Proteínas/química , Proteínas/isolamento & purificação , Proteínas Proto-Oncogênicas c-bcl-2/antagonistas & inibidores , Proteínas Proto-Oncogênicas c-bcl-2/genética , Proteínas Proto-Oncogênicas c-bcl-2/metabolismo , Estômago/patologia , Survivina , Proteína Supressora de Tumor p53/agonistas , Proteína Supressora de Tumor p53/genética , Proteína Supressora de Tumor p53/metabolismo , Ácidos Urônicos/química , Ácidos Urônicos/isolamento & purificação , Fator A de Crescimento do Endotélio Vascular/antagonistas & inibidores , Fator A de Crescimento do Endotélio Vascular/genética , Fator A de Crescimento do Endotélio Vascular/metabolismo , Vísceras/química , Proteína X Associada a bcl-2/agonistas , Proteína X Associada a bcl-2/genética , Proteína X Associada a bcl-2/metabolismo
11.
Biomed Res Int ; 2018: 3486864, 2018.
Artigo em Inglês | MEDLINE | ID: mdl-30598992

RESUMO

Penthorum chinense Pursh (PCP) is a kind of functional food or medicine for liver protection. In the present work, Plackett-Burman design, steepest ascent method, and response surface methodology (RSM) were employed to obtain maximum total sugar yield. The experimental yield of 6.91% indicated a close agreement with the predicted yield of 7.00% of the model under optimized conditions. The major polysaccharide fraction (PCPP-1a) from PCPP was purified and identified as acidic polysaccharides with a high content of uronic acid (FT-IR, UV, HPGPC). PCPP had similar monosaccharide profile with PCPP-1a but was rich in galacturonic acid (HPLC). Both of PCPP and PCPP-1a possessed strong hydroxyl radical scavenging, DPPH radical scavenging, and Fe2+ chelating activities. Moreover, they were revealed to show strong anti-inflammatory activities by inhibiting NO, TNF-α, and IL-1ß release compared to LPS treatment in RAW264.7 cells. These data suggest that the polysaccharides from PCP could be potential natural products for treating ROS and inflammatory-related diseases.


Assuntos
Anti-Inflamatórios/química , Antioxidantes/química , Magnoliopsida/química , Polissacarídeos/química , Animais , Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Linhagem Celular , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Alimento Funcional , Ácidos Hexurônicos/química , Ácidos Hexurônicos/farmacologia , Radical Hidroxila/química , Camundongos , Polissacarídeos/farmacologia , Células RAW 264.7 , Espécies Reativas de Oxigênio/metabolismo , Ácidos Urônicos/química , Ácidos Urônicos/farmacologia
12.
Glycoconj J ; 35(1): 107-117, 2018 02.
Artigo em Inglês | MEDLINE | ID: mdl-29196839

RESUMO

Water-soluble polysaccharides from Umbilicaria tornata (UTP) were purified and preliminarily characterized. The antioxidant and antitumor activities of crude UTP and two purified fractions (UTP-1 and UTP-2) were evaluated using in vitro experiments. The results showed that the molecular weights of UTP-1 and UTP-2 were 84.86 and 28.66 kDa, respectively. Both UTP-1 and UTP-2 were composed of glucose and xylose, with their molar ratios being 1.3:0.9 and 0.9:4.6, respectively. In addition, crude UTP, UTP-1 and UTP-2 showed dose-dependent DPPH and hydroxyl radical scavenging and reducing activities. However, crude UTP exhibited stronger antioxidant activity than UTP-1 and UTP-2, particularly in terms of DPPH radicals. Crude UTP and the two purified fractions inhibited the growth of HeLa, HepG2, A375, MCF-7, SGC7901 and Caco2 cancer cells in vitro. Compared with UTP-1 and UTP-2, crude UTP presented significantly higher antitumor activity in vitro against HeLa and HepG2 cells (p < 0.05). These findings provide a scientific basis for the deeper exploration and resource development of U. tornata.


Assuntos
Líquens/química , Polissacarídeos/imunologia , Antioxidantes/química , Compostos de Bifenilo/química , Células CACO-2 , China , Ensaios de Seleção de Medicamentos Antitumorais , Sequestradores de Radicais Livres/química , Células HeLa , Células Hep G2 , Humanos , Radical Hidroxila/química , Células MCF-7 , Medicina Tradicional Chinesa , Peso Molecular , Monossacarídeos/química , Polissacarídeos/química , Solubilidade , Ácidos Urônicos/química
13.
Int J Biol Macromol ; 105(Pt 1): 686-692, 2017 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-28716753

RESUMO

Polysaccharides derived from Sargassum thunbergii were prepared to investigate the structure-activity relationship between polysaccharides and anti-tumor activity in vitro. Many factors were examined. Overall, STW (polysaccharide extracted by hot water) had the best activity, followed by STJ (polysaccharide extracted by dilute alkali), and then STA (polysaccharide extracted by dilute acid). Location of algae had no effect at 500µg/mL and 1000µg/mL, while STW-QD (algae collected from Qingdao, China) had the best activity, followed by STW-WZ (algae collected from Wenzhou, China) and STW-LJ (algae collected from Lianjiang, China) and then STW-DL (algae collected from Dalian, China) and STW-RC (algae collected from Rongcheng, China) at 250µg/mL. Moreover, molecular weight had no effect at 1000µg/mL, while higher molecular weights were associated with better activities at 250µg/mL and 500µg/mL. Sulfate content had no effect at 1000µg/mL, while anti-tumor activities decreased accompanying with the changes of sulfate content. Uronic acid content was an important factor influencing activity. The fractions of STW showed little anti-tumor activity; however, the mixture of the fractions of STW showed approximately 60% inhibition. Overall, these findings suggested that the anti-tumor activity of polysaccharides required multilateral cooperation and that some of the effective components were lost.


Assuntos
Antineoplásicos/química , Antineoplásicos/farmacologia , Polissacarídeos/química , Polissacarídeos/farmacologia , Sargassum/química , Células A549 , Antineoplásicos/isolamento & purificação , Sobrevivência Celular/efeitos dos fármacos , Humanos , Peso Molecular , Polissacarídeos/isolamento & purificação , Relação Estrutura-Atividade , Sulfatos/química , Ácidos Urônicos/química
14.
Molecules ; 22(6)2017 Jun 09.
Artigo em Inglês | MEDLINE | ID: mdl-28598407

RESUMO

In this study, the ultrasound-assisted extraction of polysaccharides (PSA) from Pinelliae Rhizoma Praeparatum Cum Alumine (PRPCA) was optimized by response surface methodology (RSM). The structural characteristics of PSA were analyzed by UV-vis spectroscopy, infrared spectroscopy, scanning electron microscopy, high performance gel permeation chromatography and high performance liquid chromatography, respectively. In addition, antioxidant and antimicrobial activities of PSA were studied by different in vitro assays. Results indicated that the optimal extraction conditions were as follows: the ratio of water to raw of 30 mL/g, extraction time of 46.50 min, ultrasonic temperature of 72.00 °C, and ultrasonic power of 230 W. Under these conditions, the obtained PSA yield (13.21 ± 0.37%) was closely agreed with the predicted yield by the model. The average molecular weights of the PSA were estimated to be 5.34 × 10³ and 6.27 × 105 Da. Monosaccharide composition analysis indicated that PSA consisted of mannose, galactose uronic acid, glucose, galactose, arabinose with a molar ratio of 1.83:0.55:75.75:1.94:0.45. Furthermore, PSA exhibited moderate antioxidant and antibacterial activities in vitro. Collectively, this study provides a promising strategy to obtain bioactive polysaccharides from processed products of herbal medicines.


Assuntos
Antibacterianos/isolamento & purificação , Antioxidantes/isolamento & purificação , Extração Líquido-Líquido/métodos , Pinellia/química , Polissacarídeos/isolamento & purificação , Sonicação/métodos , Antibacterianos/química , Antibacterianos/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Benzotiazóis/antagonistas & inibidores , Benzotiazóis/química , Compostos de Bifenilo/antagonistas & inibidores , Compostos de Bifenilo/química , Candida albicans/efeitos dos fármacos , Candida albicans/crescimento & desenvolvimento , Escherichia coli/efeitos dos fármacos , Escherichia coli/crescimento & desenvolvimento , Análise Fatorial , Extração Líquido-Líquido/instrumentação , Testes de Sensibilidade Microbiana , Monossacarídeos/química , Picratos/antagonistas & inibidores , Picratos/química , Polissacarídeos/química , Polissacarídeos/farmacologia , Staphylococcus aureus/efeitos dos fármacos , Staphylococcus aureus/crescimento & desenvolvimento , Ácidos Sulfônicos/antagonistas & inibidores , Ácidos Sulfônicos/química , Superóxidos/antagonistas & inibidores , Superóxidos/química , Temperatura , Ácidos Urônicos/química
15.
Carbohydr Polym ; 152: 222-230, 2016 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-27516268

RESUMO

Polyporus umbellatus is a medicinal fungus, has been used in traditional Chinese medicine for thousands years for treatment of edema, scanty urine, vaginal discharge, jaundice and diarrhea. The structure of a soluble polysaccharide (named PUP80S1), purified from the sclerotia of Polyporus umbellatus was elucidated by gas chromatography (GC), GC-mass spectrometry and nuclear magnetic resonance spectroscopy. PUP80S1 is a branched polysaccharide containing approximately 8.5% uronic acid and having an average molecular weight of 8.8kDa. Atomic force microscopy of PUP80S1 reveals a globular chain conformation in water. Antioxidant tests, Oxygen radical absorption capacity and 2,2-diphenyl-1-picrylhydrazyl radical scavenging assays indicate that PUP80S1 possesses significant antioxidant activity. But the related polysaccharide, PUP60S2, which contains more uronic acid residues and a higher level of branching, shows better antioxidant activity. These results suggest that structure features of polysaccharides play an important role in their physiological functions.


Assuntos
Polyporus/química , Polissacarídeos/química , Polissacarídeos/farmacologia , Ácidos Urônicos/química , Antioxidantes/síntese química , Antioxidantes/química , Antioxidantes/farmacologia , Compostos de Bifenilo/química , Carboidratos da Dieta/síntese química , Carboidratos da Dieta/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Espectroscopia de Ressonância Magnética , Microscopia de Força Atômica , Estrutura Molecular , Capacidade de Absorbância de Radicais de Oxigênio , Picratos/química
16.
Eur J Med Chem ; 117: 269-82, 2016 Jul 19.
Artigo em Inglês | MEDLINE | ID: mdl-27108161

RESUMO

Based on the results obtained from a computational study on the suitability of the isouronium and N-hydroxyguanidinium cations as hydrogen bond donors/acceptors, the DNA binding of a series of isouronium derivatives was assessed by DNA thermal denaturation experiments and compared to related N-hydroxyguanidines. Due to the poor DNA binding observed, the nature of the diaromatic linker was explored by preparing the corresponding amide-linked bis-isouronium derivative and measuring its DNA affinity. Next, the inhibitory effects of the isouronium derivatives on cell viability were evaluated in two different cancer cell lines providing IC50 values in the range of 36.9-57.4 µM (HL-60, leukemia), and 17.3-33.9 µM (Kelly, neuroblastoma). These values are comparable to those previously found for the N-hydroxyguanidine series. Compounds with the -S- linker (3, 6, and 10) proved to be considerably active in the HL-60 cells and even more active in the Kelly cell line. No correlation was found between DNA minor groove binding and cell growth inhibition; hence, activity may depend on different modes of action. Further studies into the apoptotic potential of these compounds indicated that, besides inhibiting cell viability and proliferation, derivatives 9 and 10, are significant apoptosis-inducers in both cell lines. Results obtained with HL-60 cells suggest that G2/M arrest and subsequent apoptosis induced by compound 10 are associated with microtubular depolymerisation, loss of mitochondrial membrane potential and activation of the caspase cascade. Moreover, the effects of compound 10 on cell viability and apoptosis in two non-cancereous cell lines (NIH3T3 and MCF-10A) indicate none or minimal toxicity.


Assuntos
Inibidores do Crescimento/química , Guanidinas/farmacologia , Ácidos Urônicos/farmacologia , Apoptose/efeitos dos fármacos , Linhagem Celular Tumoral , Sobrevivência Celular/efeitos dos fármacos , DNA/metabolismo , Inibidores do Crescimento/farmacologia , Guanidinas/química , Humanos , Hidroxilaminas , Ácidos Urônicos/química
17.
Carbohydr Polym ; 132: 67-71, 2015 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-26256325

RESUMO

Three novel acidic polysaccharides termed PRM1, PRM3 and PRM5 were purified from Rhynchosia minima root using DEAE-52 cellulose and sephadex G-150 column chromatography. Their structures were characterized by ultraviolet (UV) and Fourier transform infrared (FTIR) spectrometry, gel permeation chromatography (GPC), gas chromatography-mass spectrometry (GC-MS), and differential scanning colorimeter (DSC) analysis. The uronic acid contents of PRM1, PRM3 and PRM5 were 30.7%, 12.7% and 47.7%, respectively. PRM1 (143.2 kDa), PRM3 (105.3 kDa) and PRM5 (162.1 kDa) were heteropolysaccharides because they were composed of arabinose, mannose, glucose and galactose. Their enthalpy values were 201.0, 111.0 and 206.8 J/g, respectively. PRM3 and PRM1 exhibited strong in vitro anticancer activity against lung cancer A549 and liver cancer HepG2 cells in a dose-dependent manner. These findings suggested that PRM1 and PRM3 could be potentially developed as natural anticancer agents.


Assuntos
Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Fabaceae/química , Polissacarídeos/química , Polissacarídeos/farmacologia , Antineoplásicos Fitogênicos/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Neoplasias/tratamento farmacológico , Raízes de Plantas/química , Polissacarídeos/isolamento & purificação , Ácidos Urônicos/química , Ácidos Urônicos/isolamento & purificação , Ácidos Urônicos/farmacologia
18.
Biosci Biotechnol Biochem ; 79(10): 1644-53, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-25971153

RESUMO

Sulfated polysaccharides (SP) isolated from freshwater green algae, Spirogyra neglecta (Hassall) Kützing, and fractionated SPs were examined to investigate their molecular characteristics and immunomodulatory activity. The crude and fractionated SPs (F1, F2, and F3) consisted mostly of carbohydrates (68.5-85.3%), uronic acids (3.2-4.9%), and sulfates (2.2-12.2%) with various amounts of proteins (2.6-17.1%). D-galactose (23.5-27.3%), D-glucose (11.5-24.8%), L-fucose (19.0-26.7%), and L-rhamnose (16.4-18.3%) were the major monosaccharide units of these SPs with different levels of L-arabinose (3.0-9.4%), D-xylose (4.6-9.8%), and D-mannose (0.4-2.3%). The SPs contained two sub-fractions with molecular weights (Mw) ranging from 164 × 10(3) to 1460 × 10(3) g/mol. The crude and fractionated SPs strongly stimulated murine macrophages, producing considerable amounts of nitric oxide and various cytokines via up-regulation of their mRNA expression by activation of nuclear factor-kappa B and mitogen-activated protein kinases pathways. The main backbone of the most immunoenhancing SP was (1→3)-L-Fucopyranoside, (1→4,6)-D-Glucopyranoside, and (1→4)-D-Galactopyranoside.


Assuntos
Citocinas/agonistas , Fatores Imunológicos/química , Macrófagos/efeitos dos fármacos , Polissacarídeos/química , Spirogyra/química , Proteínas de Algas/química , Proteínas de Algas/isolamento & purificação , Animais , Arabinose/química , Linhagem Celular , Citocinas/genética , Citocinas/imunologia , Fucose/química , Galactose/química , Regulação da Expressão Gênica , Glucose/química , Glucosídeos/química , Fatores Imunológicos/isolamento & purificação , Fatores Imunológicos/farmacologia , Macrófagos/citologia , Macrófagos/imunologia , Manose/química , Camundongos , Proteínas Quinases Ativadas por Mitógeno/genética , Proteínas Quinases Ativadas por Mitógeno/imunologia , NF-kappa B/agonistas , NF-kappa B/genética , NF-kappa B/imunologia , Óxido Nítrico/biossíntese , Óxido Nítrico/imunologia , Extratos Vegetais/química , Polissacarídeos/isolamento & purificação , Polissacarídeos/farmacologia , Ramnose/química , Sulfatos/química , Ácidos Urônicos/química , Ácidos Urônicos/isolamento & purificação , Xilose/química
19.
Chem Commun (Camb) ; 51(22): 4595-8, 2015 Mar 18.
Artigo em Inglês | MEDLINE | ID: mdl-25686901

RESUMO

Arabidopsis thaliana glucuronokinase (AtGlcAK) was cloned and shown to be able to use various uronic acids as substrates to produce the corresponding uronic acid-1-phosphates. AtGlcAK or Bifidobacterium infantis galactokinase (BiGalK) was used with a UDP-sugar pyrophosphorylase, an inorganic pyrophosphatase, with or without a glycosyltransferase for highly efficient synthesis of UDP-uronic acids and glucuronides. These improved cost-effective one-pot multienzyme (OPME) systems avoid the use of nicotinamide adenine dinucleotide (NAD(+))-cofactor in dehydrogenase-dependent UDP-glucuronic acid production processes and can be broadly applied for synthesizing various glucuronic acid-containing molecules.


Assuntos
Difosfato de Adenosina/biossíntese , Glucuronídeos/biossíntese , Fosfotransferases (Aceptor do Grupo Álcool)/metabolismo , Ácidos Urônicos/metabolismo , Difosfato de Adenosina/química , Arabidopsis/enzimologia , Bifidobacterium/enzimologia , Configuração de Carboidratos , Sequência de Carboidratos , Glucuronídeos/química , Dados de Sequência Molecular , Ácidos Urônicos/química
20.
Int J Biol Macromol ; 70: 92-9, 2014 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-24984021

RESUMO

Polysaccharides were extracted from Salvia miltiorrhiza Bunge using response surface methodology (RSM) with ultrasonication. A Box-Behnken design was used to optimize the extraction parameters to maximize the polysaccharide extraction yield. The polysaccharide SMP-U1 was isolated and characterized; then the antioxidant and antiproliferation activities were evaluated in vitro. The modified optimal conditions were an ultrasonic power of 180 W, an extraction temperature of 54°C, and an extraction time of 32 min, achieving an extraction yield of 40.54±0.25%. The results indicate that SMP-U1 has significant antioxidant activity, scavenging the free radical 2,2-diphenyl-1-picrylhydrazyl. It has also exhibited effect on the proliferation of human breast carcinoma cells Bcap-37 and human esophageal carcinoma cells Eca-109, especially at a concentration of 0.30 mg/mL. In conclusion, SMP-U1 has remarkable in vitro antioxidant and antiproliferation activity, and has potential for application as a natural antioxidant or antitumor agent.


Assuntos
Antineoplásicos Fitogênicos/química , Antineoplásicos Fitogênicos/farmacologia , Antioxidantes/química , Antioxidantes/farmacologia , Extratos Vegetais/química , Polissacarídeos/química , Salvia miltiorrhiza/química , Análise de Variância , Antineoplásicos Fitogênicos/isolamento & purificação , Antioxidantes/isolamento & purificação , Carboidratos/química , Linhagem Celular Tumoral , Proliferação de Células/efeitos dos fármacos , Sequestradores de Radicais Livres/química , Sequestradores de Radicais Livres/farmacologia , Humanos , Peso Molecular , Oxirredução/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação , Proteínas de Plantas/química , Polissacarídeos/isolamento & purificação , Polissacarídeos/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier , Ácidos Urônicos/química
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