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1.
Fitoterapia ; 175: 105945, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38575091

RESUMO

Four previously undescribed isoprenoid flavonoids (2-5) were isolated from Sophora davidii, along with five known analogues. The structures of the compounds were established through comprehensive analysis of spectroscopic data, including HRESIMS, 1D and 2D NMR, and absolute configurations determined by theoretical calculations, including ECD and NMR calculation. The cytotoxic effects of the isolated compounds on human HT29 colon cancer cells were evaluated using the MTT assay, compound 1 exhibited cytotoxicity against human HT29 colon cancer cells with an IC50 value of 8.39 ± 0.09 µM. Studies conducted with compound 1 in HT29 cells demonstrated that it may induce apoptosis and autophagy in HT29 by promoting the phosphorylation of P38 MAPK and inhibiting the phosphorylation of Erk MAPK.


Assuntos
Antineoplásicos Fitogênicos , Apoptose , Autofagia , Flavonoides , Sophora , Humanos , Sophora/química , Autofagia/efeitos dos fármacos , Apoptose/efeitos dos fármacos , Células HT29 , Estrutura Molecular , Flavonoides/farmacologia , Flavonoides/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Antineoplásicos Fitogênicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Compostos Fitoquímicos/isolamento & purificação , China , Proteínas Quinases p38 Ativadas por Mitógeno/metabolismo , Terpenos/farmacologia , Terpenos/isolamento & purificação , Fosforilação
2.
Magn Reson Chem ; 61(8): 481-486, 2023 08.
Artigo em Inglês | MEDLINE | ID: mdl-37227105

RESUMO

Six lactone derivatives, including four α-pyrones derivatives (1-4), two α-furanone derivatives (5 and 6), were isolated from the Dendrobium pendulum. Structural elucidation of these undescribed lactone derivatives were accomplished on the basis of detailed nuclear magnetic resonance analysis, and the absolute configurations of compounds 1-4 were confirmed by electronic circular dichroism (ECD) techniques. The cytotoxic effects of isolated compounds on human breast cancer cell MDA-MB-231 were evaluated by the MTT assay.


Assuntos
Antineoplásicos , Dendrobium , Humanos , Estrutura Molecular , Lactonas/farmacologia , Lactonas/química , Dendrobium/química , Espectroscopia de Ressonância Magnética
3.
Magn Reson Chem ; 61(6): 386-391, 2023 06.
Artigo em Inglês | MEDLINE | ID: mdl-36929032

RESUMO

Two new sesquiterpenoids, dendroaduoid A (1) and dendroaduol (2), together with four known sesquiterpenoids were isolated from the stems of Dendrobium aduncum. Their structures were identified by HR-ESI-MS and NMR experiments, and the complete assignments of 1 H and 13 C NMR data for two new sesquiterpenoids were obtained by the aid of HSQC, HMBC, 1 H-1 H COSY, NOESY, and ECD techniques. The cytotoxic effects of the isolated compounds on four tumor cell lines (HCT-116, HepG2, A549, and SW1990) were evaluated using MTT assay. Otherwise, the inhibitory activity of these six sesquiterpenoids on glycosidase was also evaluated.


Assuntos
Dendrobium , Sesquiterpenos , Linhagem Celular Tumoral , Sesquiterpenos/farmacologia
4.
Nat Prod Res ; 37(14): 2375-2382, 2023 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-35245427

RESUMO

Two previously undescribed dihydrophenanthrene derivatives (1 and 2) were isolated along with twelve known analogues from the whole plant of Dendrobium terminale. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis. The NMR data of known phenanthrene derivatives (7 and 9) were revised by 2D NMR. The isolated compounds were evaluated for cytotoxicity against three kinds of tumor cell lines (sw1990, HCT-116, and HepG2). Especially compounds 11 and 14 showed stronger antitumor effects, and the structure-activity relationship of these compounds was discussed.


Assuntos
Dendrobium , Fenantrenos , Dendrobium/química , Fenantrenos/farmacologia , Fenantrenos/química , Extratos Vegetais/química , Espectroscopia de Ressonância Magnética , Linhagem Celular Tumoral , Estrutura Molecular
5.
PLoS One ; 12(3): e0173213, 2017.
Artigo em Inglês | MEDLINE | ID: mdl-28249023

RESUMO

1-deoxynojirimycin (DNJ) is a natural D-glucose analogue and has a strong physiological activity in inhibiting α-glucosidase in vivo. The antidiabetic effects of DNJ in mice or other mammals were extensively explored, but the physiological and toxic roles of DNJ in insects was seldom reported. In this study, the biological effects of DNJ were examined in midgut extracts of fourth-instar larvae of Eri silkworm (Samia cynthia ricini, Saturniidae). Based on nuclear magnetic resonance (NMR) metabonomics technology, we analyzed the alterations of glycometabolism, lipids, and energy metabolism pathways in the midgut of S. cynthia ricini caused by DNJ. Pattern recognition analysis (partial least square-discriminant analysis, PLS-DA) showed that four groups of latex, 0.25% DNJ, 0.5% DNJ and the mixture of 0.5% DNJ and latex (1:1) were distinctly different from the control group. Moreover, several metabolic pathways of DNJ-mediated modulation in the midgut were identified. Compared with the control group, alanine, succinate, glutamate, and fumarate concentrations decreased in three groups of 0.5% DNJ, latex, and the mixture, choline levels increased in two DNJ groups, and trehalose levels increased in all experimental groups. Therefore, these results suggest that DNJ modulated lipid metabolism by limiting the hydrolysis pathways of phospholipids metabolism. Additionally, DNJ has a potent negative effect on energy metabolism by inhibiting the hydrolysis of trehalose, glycolysis and the tricarboxylic acid (TCA) cycle. Overall, DNJ, as a single-ingredient, is an efficient substance for modulating lipid metabolism and inhibiting energy metabolism.


Assuntos
1-Desoxinojirimicina/farmacologia , Bombyx/efeitos dos fármacos , Inibidores Enzimáticos/farmacologia , Mucosa Intestinal/metabolismo , Metaboloma , Animais , Bombyx/metabolismo , Metabolismo Energético , Intestinos/efeitos dos fármacos , Metabolismo dos Lipídeos
6.
Biomed Res Int ; 2016: 4676505, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27294120

RESUMO

1-Deoxynojirimycin (DNJ), the main hypoglycemic constituent in mulberry (Morus alba) latex, has been extensively researched. Although there is considerable interest in the biological effects of DNJ, the roles of 1-deoxynojirimycin (DNJ) in glycometabolism and energy metabolism in insects have received little attention. In this paper, (1)H nuclear magnetic resonance ((1)H NMR) based metabonomic was performed to study the effects of the oral supplementation of 0.25% DNJ, 0.5% DNJ, latex, and the mixture of 0.5% DNJ and latex (1 : 1) on the fat body glycometabolism and energy metabolism of the fourth-instar larvae of Eri silkworms, Samia cynthia ricini. Metabolic pattern recognition analysis (partial least square-discriminant analysis, PLS-DA) of fat body extracts indicated that the groups of 0.25% DNJ, 0.5% DNJ, latex, and the mixture of 0.5% DNJ and latex (1 : 1) were significantly different from the control group. Further, compared to the control group, the metabolites levels of lactate, trehalose, succinate, malate, and fumarate were remarkably changed in experimental groups, which were involved in glycolysis, hydrolysis of trehalose, and tricarboxylic acid (TCA) cycle. Our results indicate that DNJ has a positive impact on the reverse energy metabolism of Eri silkworms and metabonomic analysis based on NMR can be used as a tool to identify potential biomarkers.


Assuntos
1-Desoxinojirimicina/farmacologia , Bombyx/metabolismo , Metabolismo dos Carboidratos/efeitos dos fármacos , Ciclo do Ácido Cítrico/efeitos dos fármacos , Corpo Adiposo/metabolismo , Espectroscopia de Ressonância Magnética , Animais
7.
Mol Neurobiol ; 51(3): 843-52, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-25048983

RESUMO

Increasing evidence has shown that the brain is a site of diabetic end-organ damage. This study investigates cerebral metabolism and the interactions between astrocytes and neurons at different stages of diabetes to identify the potential pathogenesis of diabetic encephalopathy. [1-(13)C]glucose or [2-(13)C]acetate is infused into 1- and 15-week diabetic rats, the brain extracts of which are analyzed by using (1)H and (13)C magnetic resonance spectroscopy. The (13)C-labeling pattern and enrichment of cerebral metabolites are also investigated. The increased (13)C incorporation in the glutamine, glutamate, and γ-aminobutyric acid carbons from [2-(13)C]acetate suggests that the astrocytic mitochondrial metabolism is enhanced in 1-week diabetic rats. By contrast, the decreased labeling from [1-(13)C]glucose reflected that the neuronal mitochondrial metabolism is impaired. As diabetes developed to 15 weeks, glutamine and glutamate concentrations significantly decreased. The increased labeling of glutamine C4 but unchanged labeling of glutamate C4 from [2-(13)C]acetate suggests decreased astrocyte supply to the neurons. In addition, the enhanced pyruvate recycling pathway manifested by the increased lactate C2 enrichment in 1-week diabetic rats is weakened in 15-week diabetic rats. Our study demonstrates the overall metabolism disturbances, changes in specific metabolic pathways, and interaction between astrocytes and neurons during the onset and development of diabetes. These results contribute to the mechanistic understanding of diabetes pathogenesis and evolution.


Assuntos
Acetatos/metabolismo , Astrócitos/metabolismo , Diabetes Mellitus Experimental/metabolismo , Glucose/metabolismo , Imageamento por Ressonância Magnética , Neurônios/metabolismo , Animais , Encéfalo/metabolismo , Isótopos de Carbono , Ácido Glutâmico/metabolismo , Imageamento por Ressonância Magnética/métodos , Masculino , Ratos Sprague-Dawley
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