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1.
Fitoterapia ; 175: 105883, 2024 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-38458497

RESUMEN

Parkinson's disease (PD) is the second most common neurodegenerative disease in the world. As one of the major degradation pathways, autophagy plays a pivotal role in maintaining the effective turnover of proteins and damaged organelles in cells. Lewy bodies composed of α-synuclein (α-syn) abnormally aggregated in the substantia nigra are important pathological features of PD, and autophagy dysfunction is considered to be an important factor leading to abnormal aggregation of α-syn. Phenylpropionamides (PHS) in the seed of Cannabis sativa L. have a protective effect on neuroinflammation and antioxidant activity. However, the therapeutic role of PHS in PD is unclear. In this study, the seeds of Cannabis sativa L. were extracted under reflux with 60% EtOH-H2O, and the 60% EtOH-H2O elution fraction was identified as PHS with the UPLC-QTOF-MS. The 1-methyl-4-phenyl-1,2,3,6-tetrahydro-pyridine (MPTP)-induced PD model in C57BL/6 J mice was used for behavioral and pharmacodynamic experiments. Behavioral symptoms were improved, Nissl-stained and TH-positive neurons in the substantia nigra were significantly increased in PHS-treated MPTP-induced PD model mice. Compared with the model group, PHS treatment reduced the expression level of α-syn, and the expression of TH increased significantly by western blotting, compared with the model group, the PHS group suppressed Caspase 3 and Bax expression and promoted Bcl-2 expression and levels of p62 decreased significantly, the ratio of LC3-II/I and p-mTOR/mTOR in the PHS group had a downward trend, suggesting that the therapeutic effect of PHS on MPTP-induced PD model mice may be triggered by the regulation of autophagy.


Asunto(s)
Autofagia , Cannabis , Ratones Endogámicos C57BL , Fármacos Neuroprotectores , Semillas , Animales , Autofagia/efectos de los fármacos , Ratones , Semillas/química , Cannabis/química , Masculino , Fármacos Neuroprotectores/farmacología , Fármacos Neuroprotectores/aislamiento & purificación , Enfermedad de Parkinson/tratamiento farmacológico , Sustancia Negra/efectos de los fármacos , Modelos Animales de Enfermedad , Serina-Treonina Quinasas TOR/metabolismo
2.
Z Naturforsch C J Biosci ; 78(11-12): 415-420, 2023 Nov 27.
Artículo en Inglés | MEDLINE | ID: mdl-37748096

RESUMEN

Eleven compounds were isolated and identified from ethanolic extracts of Solanum virginianum fruits, including two new compounds (1-2) and nine known compounds (3-11). Their structures were determined to be melongenaterpene C15-O-ß-D-glucopyranoside (1), (9Z)-3,7,11,15-tetramethyl -hexadeca-1,6,10-triene-3,5,14,15-tetraol-5-O-ß-D-glucopyranoside (2), actini-dioionoside A (3), byzantionoside B (4), citroside A (5), 7Z-roseoside (6), matenoside A (7), megastigmane (8), dihydrophaseic acid 3'-O-ß-D-glucopyranoside (9), taraxerol (10), and huzhangoside C (11). In this paper, NMR spectroscopy was used to study the structures of the compounds, comparing their data with those in the literature. In addition, the potential anti-inflammatory activity of the compounds was also evaluated using the RAW264.7 cell inflammation model induced by lipopolysaccharide (LPS). The terpenoids showed no significant anti-inflammatory activity.


Asunto(s)
Frutas , Solanum , Frutas/química , Terpenos/farmacología , Extractos Vegetales/química , Antiinflamatorios/farmacología
3.
Bioorg Chem ; 134: 106447, 2023 05.
Artículo en Inglés | MEDLINE | ID: mdl-36889198

RESUMEN

Fifteen new chromones, sadivamones A-E (1-5), cimifugin monoacetate (6), sadivamones F-N (7-15), together with fifteen known chromones (16-30), were isolated from the ethyl acetate portions of 70% ethanol extract of Saposhnikovia divaricata (Turcz.) Schischk roots. The structures of the isolates were determined using 1D/2D NMR data and electron circular dichroism (ECD) calculations. Meanwhile, LPS induced RAW264.7 inflammatory cell model was used to determine the potential anti-inflammatory activity of all the isolated compounds in vitro. The results showed that compounds 2, 8, 12-13, 18, 20-22, 24, and 27 significantly inhibited the production of lipopolysaccharide (LPS)-induced NO in macrophages. To determine the signaling pathways involved in the suppression of NO production by compounds 8, 12 and 13, we investigated ERK and c-Jun N-terminal protein kinase (JNK) expression by western blot analysis. Further mechanistic studies demonstrated that compounds 12 and 13 inhibited the phosphorylation of ERK and the activation of ERK and JNK signaling in RAW264.7 cells via MAPK signaling pathways. Taken together, compounds 12 and 13 may be valuable candidates for the treatment of inflammatory diseases.


Asunto(s)
Apiaceae , Medicamentos Herbarios Chinos , Lipopolisacáridos/farmacología , Medicamentos Herbarios Chinos/farmacología , Apiaceae/química , Cromonas/farmacología , Cromonas/química , Antiinflamatorios/farmacología
4.
Molecules ; 27(18)2022 Sep 16.
Artículo en Inglés | MEDLINE | ID: mdl-36144793

RESUMEN

Eight new inositol derivatives, solsurinositols A-H (1-8), were isolated from the 70% EtOH extract of the leaves of Solanum capsicoides Allioni. Careful isolation by silica gel column chromatography followed by preparative high-performance liquid chromatography (HPLC) allowed us to obtain analytically pure compounds 1-8. They shared the same relative stereochemistry on the ring but have different acyl groups attached to various hydroxyl groups. This was the first time that inositol derivatives have been isolated from this plant. The chemical structures of compounds 1-8 were characterized by extensive 1D nuclear magnetic resonance (NMR) and 2D NMR and mass analyses. Meanwhile, the in vitro anti-inflammatory activity of all compounds was determined using lipopolysaccharide (LPS)-induced BV2 microglia, and among the isolates, compounds 5 (IC50 = 11.21 ± 0.14 µM) and 7 (IC50 = 14.5 ± 1.22 µM) were shown to have potential anti-inflammatory activity.


Asunto(s)
Solanum , Antiinflamatorios/química , Antiinflamatorios/farmacología , Inositol/química , Inositol/farmacología , Lipopolisacáridos/farmacología , Extractos Vegetales/farmacología , Hojas de la Planta , Gel de Sílice , Solanum/química
5.
Fitoterapia ; 159: 105204, 2022 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-35504512

RESUMEN

Five new withanolides, datinolides E-I (1-5), and three known withanolides (6-8) were separated from Datura inoxia Mill. leaves, and datinolide E (1) was the first withanolide with C-27 connected to a nitrogen-containing group. Their structures were clarified by comprehensive spectroscopic analysis and comparison with literature. The anti-inflammatory of isolated compounds against RAW264.7 cells was investigated by the CCK8 assay.


Asunto(s)
Datura , Witanólidos , Antiinflamatorios/química , Antiinflamatorios/farmacología , Datura/química , Estructura Molecular , Hojas de la Planta/química , Witanólidos/química , Witanólidos/farmacología
6.
Fitoterapia ; 157: 105134, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-35085725

RESUMEN

Bioactive lipids widely found in daily consumed plants and animals are essential or beneficial to health and some of them are important physiological regulators in the human body. In our current investigation, 18 bioactive lipids (1-18), including 8 sphingolipids (1-8), 7 oxylipins (9-15), 3 phenolic lipids (16-18) were isolated from the fruits of Solanum xanthocarpum. And compounds 1, 9, 15, 16, and 18 were new lipids. In this study, homologues (4-8, 16, and 17) and configuration isomers (2 and 3) of bioactive lipids were separated, and NMR combined with MS/MS2 was an effective method to identify these compounds. These findings provided the reference for the separation and structural identification of bioactive lipids. The anti-inflammatory activities of all isolated lipids were evaluated by their inhibition of the NO release of LPS-induced RAW 264.7 cells. Aglycone components of sphingolipids, oxylipids with free carboxylic acid groups, phenylpropionic acid-fatty acid glyceride polymer exhibited significant anti-inflammatory activities. Further analysis by molecular docking revealed the interactions of bioactive compounds with the iNOS protein.


Asunto(s)
Antiinflamatorios/farmacología , Frutas/química , Lípidos/farmacología , Fitoquímicos/farmacología , Solanum/química , Animales , Antiinflamatorios/química , Cromatografía de Gases y Espectrometría de Masas , Hidrólisis , Concentración 50 Inhibidora , Lípidos/química , Espectroscopía de Resonancia Magnética , Ratones , Simulación del Acoplamiento Molecular , Estructura Molecular , Oxilipinas/química , Oxilipinas/farmacología , Fenoles/química , Fenoles/farmacología , Fitoquímicos/química , Células RAW 264.7 , Esfingolípidos/química , Esfingolípidos/farmacología , Espectrometría de Masas en Tándem
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