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1.
Food Funct ; 15(7): 3876, 2024 Apr 02.
Artigo em Inglês | MEDLINE | ID: mdl-38488026

RESUMO

Correction for 'Mechanisms of the ethanol extract of Gelidium amansii for slow aging in high-fat male Drosophila by metabolomic analysis' by Yushi Chen et al., Food Funct., 2022, 13, 10110-10120, https://doi.org/10.1039/D2FO02116A.

2.
Angew Chem Int Ed Engl ; 62(46): e202311533, 2023 11 13.
Artigo em Inglês | MEDLINE | ID: mdl-37767859

RESUMO

Ribosomally synthesized and post-translationally modified peptides (RiPPs) are a fascinating group of natural products that exhibit diverse structural features and bioactivities. P450-catalyzed RiPPs stand out as a unique but underexplored family. Herein, we introduce a rule-based genome mining strategy that harnesses the intrinsic biosynthetic principles of RiPPs, including the co-occurrence and co-conservation of precursors and P450s and interactions between them, successfully facilitating the identification of diverse P450-catalyzed RiPPs. Intensive BGC characterization revealed four new P450s, KstB, ScnB, MciB, and SgrB, that can catalyze the formation of Trp-Trp-Tyr (one C-C and two C-N bonds), Tyr-Trp (C-C bond), Trp-Trp (C-N bond), and His-His (ether bond) crosslinks, respectively, within three or four residues. KstB, ScnB, and MciB could accept non-native precursors, suggesting they could be promising starting templates for bioengineering to construct macrocycles. Our study highlights the potential of P450s to expand the chemical diversity of strained macrocyclic peptides and the range of biocatalytic tools available for peptide macrocyclization.


Assuntos
Produtos Biológicos , Peptídeos , Peptídeos/química , Ribossomos/metabolismo , Bactérias/metabolismo , Genoma , Sistema Enzimático do Citocromo P-450/metabolismo , Processamento de Proteína Pós-Traducional , Produtos Biológicos/química
3.
Food Chem ; 418: 135871, 2023 Aug 30.
Artigo em Inglês | MEDLINE | ID: mdl-36958184

RESUMO

For food preservation, the packaging film needs to have higher antibacterial activity in initial phase and keep longer activity. In this study, cinnamaldehyde (CA) and its sulfobutyl ether-ß-cyclodextrin inclusion complex (CA/S) were used to fabricate fish gelatin antibacterial composite films. The addition enhanced the elongation at break and light barrier property of the films. Film forming solution incorporated with CA and CA/S presented the most excellent inhibition ratio against Pseudomonas aeruginosa, which was 98.43 ± 1.11% in initial period and still 82.97 ± 4.55% at 72 h. Further, the packaging solution of gelatin combined CA and CA/S effectively inhibited the growth of microorganisms during preservation of grass carp slices. Especially, the total volatile salt-based nitrogen (TVB-N) did not exceed 10 mg/100 g at the end of storage, indicating that the active coating could obviously extend the shelf life of fish muscle. This work provided a promising food packaging system with antimicrobial and environmentally friendly.


Assuntos
Gelatina , beta-Ciclodextrinas , Animais , Antibacterianos/farmacologia , Embalagem de Alimentos , Peixes , Éteres
4.
Food Funct ; 13(19): 10110-10120, 2022 Oct 03.
Artigo em Inglês | MEDLINE | ID: mdl-36102920

RESUMO

Gelidium amansii (GA) is a kind of red alga homologous to medicine and food and is distributed all over the world. Studies on GA are mainly focused on its polysaccharides, with little research on the ethanol extract. The ethanol extract of Gelidium amansii (GAE) was subjected to a reverse-phase column to obtain 7 components. Among them, 100% methanol solution (GAM), enriched with phytene-1,2-diol, exhibited the strongest DPPH free radical scavenging activity (IC50 = 0.17 mg mL-1). Subsequently, high-fat male flies (HMFs) were used as a model to explore the antioxidant and anti-aging effects of GAM in vivo. Studies showed that GAM can effectively prolong the lifespan of HMFs. When GAM concentrations were 0.2 and 1.0 mg mL-1, the average lifespan of HMFs was increased by 28.7 and 40.7%, respectively, while the longest lifespan of HMFs was increased by 20.55% and 32.88%, respectively. Further research revealed that GAM can significantly downregulate the levels of malondialdehyde (MDA) and protein carbonyl (PCO), and can significantly upregulate the levels of catalase (CAT) and total superoxide dismutase (T-SOD). In addition, by analyzing differential metabolites, we found that GAM relieves aging caused by oxidative stress by regulating amino acid, lipid, sugar, and energy metabolism. The GAM group significantly regulated the levels of adenine, cholic acid, glutamate, L-proline, niacin, and stachyose which tend to recover to the levels of the normal diet male fly (NMF) group. In general, our research provides ideas for the high-value utilization of GA and provides a lead compound for the research and development of anti-aging food or medicine.


Assuntos
Niacina , Rodófitas , Adenina/metabolismo , Envelhecimento , Aminoácidos/metabolismo , Animais , Antioxidantes/metabolismo , Antioxidantes/farmacologia , Catalase/metabolismo , Ácido Cólico , Drosophila , Etanol/farmacologia , Radicais Livres/metabolismo , Glutamatos/metabolismo , Lipídeos/farmacologia , Masculino , Malondialdeído/metabolismo , Metanol , Niacina/metabolismo , Extratos Vegetais/metabolismo , Extratos Vegetais/farmacologia , Prolina/farmacologia , Rodófitas/química , Açúcares , Superóxido Dismutase/metabolismo
5.
Front Nutr ; 9: 969558, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-36034931

RESUMO

Obesity has become an increasingly serious public health problem. Pancreatic lipase (PL) is identified as a ideal target for the prevention and treatment of obesity. Orlistat, the only approved PL inhibitor (PLI), is a powerful weight loss drug but has many side effects. Therefore, there is an urgent need to discover powerful PLIs with high safety. Protein hydrolysate has been demonstrated to be a treasure trove of PLIs, but recognizing responsible functional peptides from them is like looking for a needle in a haystack. In this work, we synthesized and optimized a PL ligand fishing model (PLLFM) using magnetic nanoparticles (MNPs), then PLLFM was used to quickly fish out potential PLIs from the Cod meat hydrolysate (CMH). Finally, two new PLIs, GSPPPSG and KLEGDLK were identified with IC50 of 0.60 and 1.08 mg/mL, respectively. The Lineweaver-Burk diagram showed that GSPPPSG is a non-competitively dominant mixed-type PLI, whereas KLEGDLK is a competitive inhibitory-type PLI. Moreover, molecular docking suggested that both peptides can stably bind to the key amino acid residues of the PL active site, mainly through hydrogen bonding, hydrophobic, and electrostatic interactions. In general, we not only established a method to rapidly fish out potential PLIs from protein hydrolysate, but also provided safe and efficient lead compounds for the development of novel diet foods or drugs.

6.
Front Microbiol ; 13: 879674, 2022.
Artigo em Inglês | MEDLINE | ID: mdl-35620099

RESUMO

At present, foodborne diseases (FBDs) caused by bacteria are gradually increasing every year, and the development of new antibiotics is an urgent necessity for human beings. To find novel antibacterial compounds, three sponge-derived fungal strains (SCSIOS02F40, F46, and F49) were investigated. As a result, Alternaria sp. SCSIOS02F49 was selected for investigation on its secondary metabolites because its ethyl acetate (EtOAc) extract of potato dextrose broth (PDB) culture showed rich metabolites and strong antibacterial activity. Two new dibenzopyrones with rare sulfate group (1-2), together with 10 known compounds (3-12), were isolated from the Alternaria sp. SCSIOS02F49. Their structures were confirmed by nuclear magnetic resonance (NMR), mass spectrometry (MS) data, and comparison with data from the relevant literature. Almost all compounds showed moderate inhibitory activity against eight foodborne bacteria (FBB) with minimum inhibitory concentration (MIC) values in the range of 15.6-250 µg/ml, and minimum bactericidal concentration (MBC) values in the range of 31.3-250 µg/ml. The antibacterial mechanism of compound 1 was preliminarily investigated using growth curves, scanning electron microscopy (SEM), and flow cytometry (FCM), which revealed that compound 1 altered the external structure of Staphylococcus aureus and caused the rupture or deformation of the cell membranes. This research provides lead compounds for the development of new antibiotics or microbial preservatives.

7.
Neural Netw ; 152: 487-498, 2022 Aug.
Artigo em Inglês | MEDLINE | ID: mdl-35640370

RESUMO

Recently, with the rapid development of artificial intelligence, image generation based on deep learning has advanced significantly. Image generation based on Generative Adversarial Networks (GANs) is a promising study. However, because convolutions are limited by spatial-agnostic and channel-specific, features extracted by conventional GANs based on convolution are constrained. Therefore, GANs cannot capture in-depth details per image. Moreover, straightforwardly stacking of convolutions causes too many parameters and layers in GANs, yielding a high overfitting risk. To overcome the abovementioned limitations, in this study, we propose a GANs called GIU-GANs (where Global Information Utilization: GIU). GIU-GANs leverages a new module called the GIU module, which integrates the squeeze-and-excitation module and involution to focus on global information via the channel attention mechanism, enhancing the generated image quality. Moreover, Batch Normalization (BN) inevitably ignores the representation differences among noise sampled by the generator and thus degrades the generated image quality. Thus, we introduce the representative BN to the GANs' architecture. The CIFAR-10 and CelebA datasets are employed to demonstrate the effectiveness of the proposed model. Numerous experiments indicate that the proposed model achieves state-of-the-art performance.


Assuntos
Processamento de Imagem Assistida por Computador , Redes Neurais de Computação , Inteligência Artificial , Processamento de Imagem Assistida por Computador/métodos
8.
Appl Microbiol Biotechnol ; 105(18): 6921-6930, 2021 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-34476515

RESUMO

Bacteriocins derived from lactic acid bacteria (LAB) are well recognized as promising food preservative due to high safety and potent antibacterial activity against foodborne pathogens and spoilage bacteria. In this study, an antimicrobial agent-producing strain FZU63 from Chinese sauerkraut was identified as Lactobacillus coryniformis based on physio-biochemical characterization and 16S rDNA sequence analysis. In addition, a bacteriocin was purified from the culture supernatant of L. coryniformis FZU63, and its molecular mass was determined as 1493.709 Da. Moreover, the amino acid sequence of the bacteriocin was predicted to be RQQPMTLDYRW-NH2 using nanoliter/microliter liquid chromatography combined with triple quadrupole-linear ion trap tandem mass spectrometry and was named as Lactocin 63. Furthermore, Lactocin 63 displays potent antimicrobial activity against the tested Gram-positive and negative bacteria based on the results of determining MICs. Subsequently, the action mode of Lactocin 63 against Shewanella putrefaciens was investigated. The results demonstrated that Lactocin 63 targets and is adsorbed onto the bacterial cell wall and membrane and then disrupts cytoplasmic membrane, which is leading to leakage of cytoplasm according to the results of flow cytometry analysis and the observation of cellular ultra-structure using confocal laser microscopy and atomic force microscopy. Collectively, these results are helpful and providing the theoretical base for developing and applying LAB-derived bacteriocins as promising bio-preservatives to combat foodborne pathogens and spoilage bacteria in seafood industries.Key points• A bacteriocin-producing strain Lactobacillus coryniformis was isolated.• A novel bacteriocin produced by Lactobacillus coryniformis FZU63 was characterized.• Action mechanism of the bacteriocin against S. putrefaciens was elucidated in vitro.


Assuntos
Anti-Infecciosos , Bacteriocinas , Shewanella putrefaciens , Antibacterianos/farmacologia , Bacteriocinas/genética , Bacteriocinas/farmacologia , Lactobacillus
9.
Crit Rev Food Sci Nutr ; 61(13): 2225-2236, 2021.
Artigo em Inglês | MEDLINE | ID: mdl-32567982

RESUMO

Nanoparticles with unique properties have potential applications in food, medicine, pharmacology, and agriculture industries. Accordingly, many significant researches have been conducted to develop novel nanoparticles using chemical and biological techniques. This review focuses on the synthesis of selenium nanoparticles (SeNPs) using polysaccharides as templates. Various instrumental techniques being used to confirm the formation of polysaccharide-SeNPs conjugates and characterize the properties of nanoparticles are also introduced. Finally, the biological activities of the synthesized SeNPs and the influence of structural factors of polysaccharides on the property of synthetic nanocomposites are highlighted. In general, the polysaccharides functionalized SeNPs can be easily obtained using sodium selenite as precursor and ascorbic acid as reductant. The final products having different particle size, morphology, and selenium content exhibit abundant physiological activities. Structural factors of polysacchairdes involving molecular weights, substitution of functional groups, and chain conformation play determinant roles on the properties of nanocomposites, resulting in different biological performances. The review on the achievements and current status of polysaccharides conjugated SeNPs provides insights into this exciting research topic for further studies in the future.


Assuntos
Nanopartículas , Selênio , Tamanho da Partícula , Polissacarídeos
10.
Front Microbiol ; 11: 570836, 2020.
Artigo em Inglês | MEDLINE | ID: mdl-33013802

RESUMO

To explore the diversity and application potential of Antarctic microorganisms, 1208 strains bacteria and fungi were isolated from 5 samples collected from the Fildes Peninsula during China's 27th and 31st Antarctic expeditions. By using 16S and ITS sequence similarity alignment, 83 strains bacteria belonging to 20 genera and 30 strains fungi belonging to 7 genera were identified. Among them, 1 strains bacteria and 6 strains fungi showed low sequence similarity to the database, suggesting that they might be novel species. Physiological-biochemical characteristics showed that the identified bacteria could utilize many kinds of carbohydrates and that the identified fungi could produce several kinds of extracellular enzymes. The fungal strain MS-19, identified as Aspergillus sydowii, possesses the potential to produce antifungal activity agents based on an activity-guided approach. Further isolation yielded four polyketones: versicone A (1), versicone B (2), 4-methyl-5,6-dihydro-2H-pyran-2-one (3), and (R)-(+)-sydowic acid (4). It should be noted that 1 displayed strong activity against Candida albicans, with an MIC value of 3.91 µg/mL.

11.
J Agric Food Chem ; 68(44): 12259-12270, 2020 Nov 04.
Artigo em Inglês | MEDLINE | ID: mdl-33084337

RESUMO

In this study, a bioactive peptide YGPSSYGYG (YG-9) with immunomodulatory activity was isolated and identified from Pseudostellaria heterophylla protein hydrolysate. The highest proliferation index of mouse spleen lymphocytes reached 1.19 in the presence of 50 µg/mL YG-9. YG-9 could activate RAW264.7 cells by promoting the secretions of NO, the pinocytosis activity, and the productions of ROS and TNF-α. Moreover, YG-9 enhanced the expressions of TLR2 and TLR4 in RAW264.7 cells. TNF-α secretions induced by YG-9 were reduced in TLR2 and TLR4 siRNAs knockdown cells, and this suggested that macrophage activation of YG-9 was through TLR2 and TLR4. Furthermore, YG-9 promoted the translocation of NF-κB through the acceleration of IκB-α phosphorylation and degradation. Also, TNF-α secretions promoted by YG-9 were inhibited by NF-κB-specific inhibitors pyrrolidine dithiocarbamate and BAY11-7082. Altogether, these results suggested YG-9 activated RAW264.7 cells via the TLRs/NF-κB/TNF-α signaling pathway.


Assuntos
Caryophyllaceae/química , Macrófagos/efeitos dos fármacos , Macrófagos/imunologia , Peptídeos/isolamento & purificação , Peptídeos/farmacologia , Proteínas de Plantas/química , Animais , Fatores Imunológicos/química , Fatores Imunológicos/isolamento & purificação , Fatores Imunológicos/farmacologia , Ativação de Macrófagos/efeitos dos fármacos , Camundongos , NF-kappa B/genética , NF-kappa B/imunologia , Peptídeos/química , Hidrolisados de Proteína/química , Células RAW 264.7 , Receptor 4 Toll-Like/genética , Receptor 4 Toll-Like/imunologia , Fator de Necrose Tumoral alfa/imunologia
12.
Food Chem ; 327: 126984, 2020 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-32447132

RESUMO

Marine byproducts have become popular research themes due to their biological significance. The black sharkskin protein hydrolysate-based antioxidant peptides were firstly investigated in this study. The black sharkskin-derived novel antioxidant peptide demonstrating 81.05% free radical scavenging activity to ABTS at 500 µg/mL, was identified to be Ala-Thr-Val-Tyr (ATVY). The crucially antioxidant interaction site of ATVY action on ABTS was determined to be Tyr in the N-terminal. ATVY reacted with ABTS to generate polyphenol-derived adducts which subsequently degraded into a purple compound. The MS/MS showed it was formed by covalently bonding through the phenol group of ATVY to the N group of ABTS. The free radical scavenging kinetics of ATVY on ABTS demonstrated a two-phase reaction process. These findings reveal the action mechanism of ATVY on ABTS, implying ATVY can be incorporated in the production of antioxidant food additives.


Assuntos
Antioxidantes/química , Peptídeos/química , Cinética , Oxirredução , Espectrometria de Massas em Tandem
13.
Carbohydr Polym ; 236: 115999, 2020 May 15.
Artigo em Inglês | MEDLINE | ID: mdl-32172833

RESUMO

Cellulose nanofibers (CNFs) from kelp were prepared by cellulase treatment with lengths greater than 3 µm. CNFs were further oxidized by TEMPO-oxidized system, and the lengths of the oxidized CNFs (TEMPO-CNFs) were 0.6-1 µm. AFM and TEM images showed that intertwined CNFs fibers were divided into individual nanofibrils. The crystallinity of TEMPO-CNFs increased to 66.5 %. TGA analysis indicated that TEMPO-CNFs were more sensitive to temperature than cellulose and CNFs. FT-IR spectra revealed no changes in the basic cellulose structures of CNFs and TEMPO-CNFs. In the sunflower oil/water (20/80, v/v) model emulsions, the oil droplet sizes were less than 20 µm in CNFs emulsions, which became smaller in TEMPO-CNFs emulsions. Delamination was found in CNFs emulsions after three days of storage. Addition of NaCl increased the volumes of TEMPO-CNFs emulsions but enlarged the oil droplets sizes. TEMPO-CNFs emulsions had the largest volume with smallest and most homogeneous oil droplets at pH 3. TEMPO-CNFs emulsions showed good stability after storage for 30 days. Further, TEMPO-CNFs could also emulsify 50 % (v/v) of sunflower oil. All these results indicated that TEMPO-CNFs can be used in preparing Pickering emulsions.


Assuntos
Celulose Oxidada/química , Emulsões/química , Kelp/química , Laminaria/química , Nanofibras/química , Óxidos N-Cíclicos/química , Tamanho da Partícula , Óleo de Girassol/química
14.
Food Funct ; 11(1): 524-533, 2020 Jan 29.
Artigo em Inglês | MEDLINE | ID: mdl-31844865

RESUMO

Crimson snapper is an important marine economy fish, and its scales are rich in collagen. Crimson snapper scale peptides (CSSPs) obtained from crimson snapper scales by enzymatic hydrolysis exhibited significantly antioxidant activities to DPPH, ABTS and hydroxyl radicals in vitro. In vivo antioxidant and anti-aging effects of CSSPs on the Drosophila melanogaster aging model constructed by lard were investigated in this study. The results showed that CSSPs could prolong the mean lifespan, 50% survival days and the maximum lifespan of Drosophila, and especially when the concentration of CSSPs was increased to 6 mg mL-1, the mean lifespan of male and female Drosophila increased by 21.2% and 26.2%, respectively, indicating the effective life extension effect of CSSPs. Meanwhile, the addition of CSSPs effectively reduced the contents of malondialdehyde (MDA) and protein carbonylation (PCO) and increased the levels of total superoxide dismutase (T-SOD) and catalase (CAT) in Drosophila, which showed a significant dose dependence. Besides, the antioxidant-related genes SOD1, SOD2 and CAT were up-regulated in Drosophila when fed with diets containing CSSPs. In conclusion, CSSPs played an antioxidant and anti-aging role by reducing the accumulation of peroxide products and improving the activity of antioxidant enzymes, as well as by up-regulating the expression of antioxidant-related genes. The results suggest that CSSPs have potential to be used in the food and healthcare industries as potential food-borne antioxidant and anti-aging agents.


Assuntos
Envelhecimento/efeitos dos fármacos , Drosophila melanogaster/crescimento & desenvolvimento , Peptídeos/administração & dosagem , Envelhecimento/metabolismo , Escamas de Animais/química , Animais , Catalase/genética , Catalase/metabolismo , Dieta Hiperlipídica/efeitos adversos , Modelos Animais de Doenças , Proteínas de Drosophila/genética , Proteínas de Drosophila/metabolismo , Drosophila melanogaster/efeitos dos fármacos , Drosophila melanogaster/genética , Drosophila melanogaster/metabolismo , Feminino , Proteínas de Peixes/química , Peixes , Humanos , Longevidade/efeitos dos fármacos , Masculino , Malondialdeído/metabolismo , Estresse Oxidativo/efeitos dos fármacos , Superóxido Dismutase/genética , Superóxido Dismutase/metabolismo
15.
Food Chem Toxicol ; 135: 110881, 2020 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-31622731

RESUMO

Dietary peptide has been of great interest because of its perspective in nutrition and health of human body. The aim of this study was to develop a dietary nutritional supplement exerting both antioxidant and anti-aging effects. Peptide, named as ERJ-CP, was prepared by mixing enzyme-treated royal jelly (ERJ) with collagen peptide (CP), showing stronger antioxidant activity in vitro. Drosophila was used as model animal to investigate anti-aging effect of ERJ-CP in vivo. ERJ-CP significantly prolonged the average life span of Drosophila treated with H2O2 and paraquat, reducing malondialdehyde (MDA) and protein carbonyl (PCO) levels in Drosophila. In addition, 3 mg/mL of ERJ-CP could prolong the lifespan of natural aging Drosophila by 11.16%. ERJ-CP could up-regulate the levels of total superoxide dismutase (T-SOD), glutathione peroxidase (GSH-Px), catalase (CAT) and down-regulate the contents of MDA and PCO. Moreover, the intake of ERJ-CP increased the food consumption, weight gain and exercise capacity of Drosophila. The results showed that ERJ-CP played a protective role in both antioxidant and anti-aging effects on Drosophila, and the anti-aging effect may be achieved by alleviating oxidative damage. It suggests that ERJ-CP could be developed as a health-promoting ingredient with antioxidant and anti-aging effects for human body.


Assuntos
Envelhecimento/efeitos dos fármacos , Colágeno/farmacologia , Drosophila/fisiologia , Ácidos Graxos/química , Estresse Oxidativo/efeitos dos fármacos , Aminoácidos/análise , Animais , Peso Corporal/efeitos dos fármacos , Colágeno/química , Comportamento Alimentar/efeitos dos fármacos , Peróxido de Hidrogênio/farmacologia , Longevidade/efeitos dos fármacos , Peso Molecular , Paraquat/farmacologia
16.
Molecules ; 23(11)2018 Nov 01.
Artigo em Inglês | MEDLINE | ID: mdl-30388842

RESUMO

Two novel altenusin-thiazole hybrids named altenusinoides A and B (1 and 2), a new benzothiazole derivative (3), and three known altenusin derivatives (4⁻6) have been obtained from the solid culture of the marine sponge-derived fungal strain, Alternaria sp. SCSIOS02F49. The structures of these new compounds were characterized by NMR, HRESIMS, and X-ray single crystal analysis. Compounds 1 and 2 possess an unusual altenusin-thiazole-fused skeleton core (6/6/5), and compound 3 represents the first benzothiazole derivative from fungi. Compounds 4 and 5 showed significant DPPH free-radical-scavenging activities with the prominent IC50 values of 10.7 ± 0.09 µM and 100.6 ± 0.025 µM, respectively. Additionally, compound 5 exhibited COX-2 inhibitory activity with an IC50 value of 9.5 ± 0.08 µM.


Assuntos
Alternaria/química , Benzotiazóis/química , Benzotiazóis/farmacologia , Produtos Biológicos/química , Compostos de Bifenilo/química , Alternaria/classificação , Alternaria/genética , Inibidores de Ciclo-Oxigenase 2/química , Inibidores de Ciclo-Oxigenase 2/farmacologia , Espectroscopia de Ressonância Magnética , Estrutura Molecular
17.
Front Chem ; 6: 536, 2018.
Artigo em Inglês | MEDLINE | ID: mdl-30443544

RESUMO

Seven new phenol derivatives named coleophomones E and F (1, 2), diorcinols L and M (3, 4), 1-hydroxy-6-methyl-11-methoxy-8-hydroxymethylxanthone (5), porric acid E (6), and 7-(2-hydroxyphenyl) butane-7,8,9-triol (7), were isolated from the EtOAc extract of the marine sponge-derived fungus Didymellaceae sp. SCSIO F46, together with 10 known compounds. Their structures were determined by spectroscopic analyses, including NMR, MS, X-ray diffraction, and theoretical calculations. Each of 1 and 2 contains an unusual spiro [cyclohexane-1,2'-inden] moiety, which is relatively seldom in nature products. Cytotoxic and COX-2 inhibitory activities of all purified compounds were tested and evaluated. Compound 3 displayed obvious cytotoxicities against Huh-7, HeLa, DU145 and HL60 cells (IC50 values 5.7-9.6 µM) and weak activities against other five cell lines, while 8 showed weak cytotoxicities against HeLa and HL7702 cells. Compound 6 displayed COX-2 inhibitory activity with IC50 value of 3.3 µM.

18.
Nat Prod Res ; 32(21): 2510-2515, 2018 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-29313378

RESUMO

Two new diketopiperazine alkaloids, named protuboxepin C (1) and protuboxepin D (2), which contain D-Phe residue and oxepin ring, were isolated from EtOAc extract of sponge-derived fungus Aspergillus sp SCSIO XWS02F40. Their structures were elucidated by 1D, 2D NMR and HRESIMS dates, and their absolute configurations were confirmed by single crystal X-ray diffraction experiments and CD analyses. The in vitro cytotoxicity of these two new compounds was further evaluated using A549 and Hela cell lines.


Assuntos
Alcaloides/química , Aspergillus/química , Dicetopiperazinas/química , Piperazinas/química , Células A549 , Alcaloides/isolamento & purificação , Animais , Cristalografia por Raios X , Dicetopiperazinas/isolamento & purificação , Células HeLa , Humanos , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Piperazinas/isolamento & purificação , Poríferos/microbiologia
19.
Steroids ; 129: 41-46, 2018 01.
Artigo em Inglês | MEDLINE | ID: mdl-29223616

RESUMO

Three new highly oxygenated sterols (1-3) and a new dihydroisocoumarin (7) together with six known compounds were isolated from the extracts of the culture of a sponge-derived fungus Cladosporium sp. SCSIO41007. The structures of all new compounds (1-3, 7) were determined by the extensive spectroscopic analysis including NMR, MS, IR, and UV. Their absolute configurations were determined by X-ray single-crystal and CD data analysis. Compound 2 exhibited weak inhibitory activity against H3N2 with the IC50 value of 16.2 µM.


Assuntos
Cladosporium/química , Cumarínicos/química , Cumarínicos/farmacologia , Oxigênio/química , Poríferos/microbiologia , Esteróis/química , Esteróis/farmacologia , Animais , Antineoplásicos/química , Antineoplásicos/farmacologia , Antivirais/química , Antivirais/farmacologia , Linhagem Celular Tumoral , Chlorocebus aethiops , Humanos , Vírus da Influenza A Subtipo H3N2/efeitos dos fármacos , Células Vero
20.
Nat Prod Res ; 32(1): 105-111, 2018 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-28592143

RESUMO

Three new polyketides named trichbenzoisochromen A (1), 5,7-dihydroxy-3-methyl -2-(2-oxopropyl)naphthalene-1,4-dione (2) and 7-acetyl-1,3,6-trihydroxyanthracene-9,10- dione (3) together with six known compounds (4-9) were isolated from a sponge-derived fungus Trichoderma sp. SCSIO41004. The structures of three new polyketides (1-3) were determined by the extensive spectroscopic analysis, including 1D, 2D NMR and HRESIMS data. The absolute configuration of compound 1 was confirmed by the specific optical rotation value and CD spectra analyses. Compound 4 exhibited significant inhibitory activity against EV71 with the IC50 value of 25.7 µM.


Assuntos
Antracenos/química , Antivirais/química , Antivirais/farmacologia , Naftalenos/química , Policetídeos/química , Trichoderma/química , Animais , Antracenos/farmacologia , Organismos Aquáticos/química , Dicroísmo Circular , Enterovirus Humano A/efeitos dos fármacos , Fermentação , Humanos , Vírus da Influenza A Subtipo H3N2/efeitos dos fármacos , Células K562 , Células MCF-7 , Espectroscopia de Ressonância Magnética/métodos , Estrutura Molecular , Naftalenos/farmacologia , Policetídeos/farmacologia , Poríferos/microbiologia , Espectrometria de Massas por Ionização por Electrospray , Trichoderma/metabolismo
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