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1.
Nutrients ; 14(19)2022 Oct 06.
Artigo em Inglês | MEDLINE | ID: mdl-36235807

RESUMO

Digalactosyldiacylglycerol- (DGDG-) monoestolide is a characteristic glycolipid in oats. DGDG-monoestolides possess a unique structure whereby a fatty acid of DGDG is replaced by a fatty acid ester of hydroxy fatty acid (FAHFA). While the physiological effects of DGDG and FAHFA have been reported previously, the effects of DGDG-monoestolides are unknown. Hence, we isolated a major DGDG-monoestolide molecular species from oats, analyzed its structure, and evaluated its anti-inflammatory effect. Based on GC-MS, MS/MS, and NMR analyses, the isolated compound was identified as a DGDG-monoestolide that contains the linoleic acid ester of 15-hydroxy linoleic acid (LAHLA) and linoleic acid (i.e., DGDG-LAHLA). The isolated DGDG-LAHLA was evaluated for its anti-inflammatory effect on LPS-stimulated RAW264 cells. The production of nitric oxide and cytokines (IL-6, TNF-α, and IL-10) were significantly decreased by DGDG-LAHLA, suggesting the anti-inflammatory effect of DGDG-LAHLA for the first time. In addition, our data showed a pronounced uptake of DGDG-LAHLA by cells. Some compounds corresponding to the predicted DGDG-LAHLA metabolites were also detected, suggesting that both intact DGDG-LAHLA and its metabolites may contribute to the above anti-inflammatory activities. These results are expected to expand the availability of oats as a functional food.


Assuntos
Avena , Interleucina-10 , Anti-Inflamatórios/metabolismo , Anti-Inflamatórios/farmacologia , Avena/química , Grão Comestível/metabolismo , Ésteres/metabolismo , Ácidos Graxos/metabolismo , Galactolipídeos/química , Galactolipídeos/metabolismo , Interleucina-10/metabolismo , Interleucina-6/metabolismo , Ácido Linoleico/metabolismo , Lipopolissacarídeos/metabolismo , Óxido Nítrico/metabolismo , Espectrometria de Massas em Tandem , Fator de Necrose Tumoral alfa/metabolismo
2.
Biol Pharm Bull ; 42(9): 1510-1516, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31474711

RESUMO

The ability of dermal fibroblasts to synthesize collagen decreases with ages. The integrity of collagen fibers severely decreases in aged skin, causing its characteristic morphological changes such as wrinkles and sagging. To prevent and improve skin aging, the stimulation of collagen synthesis in dermal fibroblasts is important. Potato peels contain many biofunctional compounds, but not much is known about their effects on human skin physiology. To characterize the potential effects of a potato peel extract (PPE) against skin aging, we examined its effects on the synthesis of type I collagen by normal human dermal fibroblasts (NHDFs). Treatment with the PPE significantly increased the expression of type I collagen mRNA in NHDFs and their secretion of type I collagen. To elucidate the mechanism involved, we examined the signaling pathway controlled by transforming growth factor-ß (TGF-ß), which regulates the synthesis of type I collagen. Treatment of NHDFs with the PPE significantly increased the expression of TGF-ß receptor mRNA. TGF-ß signaling involves Smad-dependent and Smad-independent pathways, like phosphatidylinositol-3 kinase (PI3K)/Akt and mitogen-activated protein kinase (MAPK)/extracellular signal-regulated kinase (ERK). The PPE did not activate Smad, but significantly activated Akt and ERK. These results demonstrate that the PPE activates PI3K/Akt and MAPK/ERK signals via TGF-ß receptors, which stimulate the synthesis of type I collagen in NHDFs. These results suggest that the PPE could be a novel and effective antiaging material.


Assuntos
Colágeno Tipo I/biossíntese , MAP Quinases Reguladas por Sinal Extracelular/metabolismo , Fibroblastos/efeitos dos fármacos , Extratos Vegetais/farmacologia , Proteínas Proto-Oncogênicas c-akt/metabolismo , Pele/citologia , Solanum tuberosum/química , Técnicas de Cultura de Células , Células Cultivadas , Fibroblastos/metabolismo , Humanos , Extratos Vegetais/isolamento & purificação , Raízes de Plantas/química , Transdução de Sinais , Pele/metabolismo , Envelhecimento da Pele/efeitos dos fármacos
3.
Biosci Biotechnol Biochem ; 83(1): 65-75, 2019 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-30286702

RESUMO

A potato fraction library was constructed to investigate functional secondary metabolites from 8 cultivars: Kitahime, Pilka, Sakurafubuki, Atlantic, Toyoshiro, Snowden, Kitamurasaki, and Northern Ruby, which were divided into flower, leaf, stem, roots, tuber peel, and tuber. Each fraction was a semi-purified extract and about 800 fractions were prepared for the library. They were analyzed by DAD-LC/MS to obtain structural information and were evaluated for various biological activities. LC/MS data showed that each part had a specific characteristic for their constituents supported by principal component analysis (PCA). Approximately 40% of fractions showed significant biological activities at 30 µg/mL, especially the flower fractions showed strong cytotoxicity. PCAs based on the activity and LC/MS data suggested that the strong cytotoxicity of flowers was derived from a complex mixture of potato glycoalkaloids. In addition, tuber peel fractions showed strong antimalarial activity, which had not been reported before. Also, some fractions showed significant antibacterial activities.


Assuntos
Bibliotecas de Moléculas Pequenas , Solanum tuberosum/metabolismo , Animais , Anti-Infecciosos/farmacologia , Antimaláricos/farmacologia , Antineoplásicos Fitogênicos/farmacologia , Espectroscopia de Ressonância Magnética Nuclear de Carbono-13 , Linhagem Celular , Cromatografia Líquida/métodos , Humanos , Camundongos , Camundongos Endogâmicos C3H , Testes de Sensibilidade Microbiana , Extratos Vegetais/farmacologia , Estruturas Vegetais/metabolismo , Análise de Componente Principal , Ratos , Espectrometria de Massas por Ionização por Electrospray/métodos
4.
Shokuhin Eiseigaku Zasshi ; 46(2): 33-9, 2005 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-16018588

RESUMO

Acrylamide (AAm) is formed from asparagine (Asn) and reducing sugar during cooking of foods at high temperature. We examined the formation of AAm in a model system using a glass fiber filter paper, and looked for suitable conditions for inhibiting AAm formation. In frying, the formation rate was about 10 times that in a moistureless oven. Increase of frying temperature and frying time increased AAm formation when the residual moisture was 5% or less. AAm increased with increasing amount of glucose (Glc) addition up to 1:1 with respect to Asn, but then decreased. On the other hand, in the case of fructose, as the amount added was increased, AAm increased accordingly. The AAm formation rate with respect to Asn increased when valine (Val) was co-present in a Glc and Asn reaction system. Cysteine and lysine inhibited the AAm formation rate. Pathways for the formation of AAm are proposed.


Assuntos
Acrilamida/síntese química , Manipulação de Alimentos , Culinária , Temperatura Alta , Modelos Teóricos
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