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1.
Phytochemistry ; 202: 113313, 2022 Oct.
Artículo en Inglés | MEDLINE | ID: mdl-35820504

RESUMEN

A phytochemical study on the fruits of Ficus altissima Blume (lofty fig) led to the isolation and structural elucidation of three pairs of enantiomeric 3-hydroxycoumaronochromones and two pairs of enantiomeric isoflavanones, including eight undescribed compounds. Their structures were determined based on a comprehensive analysis of NMR and HR-ESI-MS spectroscopic data, calculated 13C NMR-DP4 plus analysis and the comparisons of experimental measurements of ECD with calculated ECD spectra by TDDFT or ECD plots in reported protocols. The inhibitory effects of the isolated enantiomers on NO production stimulated by LPS in microglial BV-2 cells were evaluated. Among them, ficusaltin D exhibited the most potent anti-neuroinflammatory activity, which inhibited the production of NO and the expression of iNOS, IL-6 and IL-1ß and suppressed the NF-κB nuclear translocation in LPS-induced BV-2 cells, while its enantiomer displayed cytotoxicity.


Asunto(s)
Ficus , Antiinflamatorios/química , Ficus/metabolismo , Frutas/metabolismo , Isoflavonas , Lipopolisacáridos/farmacología , Microglía/metabolismo , FN-kappa B/metabolismo , Óxido Nítrico/metabolismo
2.
Fitoterapia ; 152: 104924, 2021 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-33984432

RESUMEN

Lychee is a favorite fruit of the Cantonese and native to Southeast Asia. In this study, the anti-neuroinflammatory bioactive compounds of lychee seeds have been carried out. Five new jasmonates (1, 2, 6-8) and seventeen known compounds were isolated using a series of chemical and chromatographic methods. Their chemical structures were identified through comprehensive spectroscopic analysis. Anti-neuroinflammatory activities were assayed and evaluated for the purified compounds. Most of the compounds exhibited pronounced anti-neuroinflammatory activities on nitric oxide (NO) induced by lipopolysaccharide (LPS) in BV-2 microglia cells. Moreover, compounds 1, 2 and 20 could reduce the expression of LPS-induced pro-inflammatory factors (iNOS and COX-2), inhibit the expression of mRNA levels of iNOS, COX-2, IL-6 and block NF-κB nuclear translocation in dose-dependent manners. This study suggested that lychee phytochemicals could be benefit to some neuroinflammatory-associated diseases, such as Alzheimer's disease.


Asunto(s)
Antiinflamatorios/farmacología , Ciclopentanos/farmacología , Litchi/química , Microglía/efectos de los fármacos , Fármacos Neuroprotectores/farmacología , Oxilipinas/farmacología , Terpenos/farmacología , Animales , Antiinflamatorios/aislamiento & purificación , Línea Celular , Ciclopentanos/aislamiento & purificación , Ratones , Estructura Molecular , Fármacos Neuroprotectores/aislamiento & purificación , Óxido Nítrico/metabolismo , Oxilipinas/aislamiento & purificación , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Semillas/química , Terpenos/aislamiento & purificación
3.
Bioorg Chem ; 110: 104800, 2021 05.
Artículo en Inglés | MEDLINE | ID: mdl-33761315

RESUMEN

Morinda (Morinda officinalis) is widely consumed as a health-care herb in Asia and reported to possess various biological activities. In this study, anti-inflammatory phytochemicals were investigated and two pairs of new methyl-2-naphthoate enantiomers (1a/1b, 2a/2b), one new anthraquinone (3), three new natural unknown anthraquinones (5-6, 23), and eighteen known anthraquinones were isolated and elucidated from the roots of morinda. Anti-inflammatory activities of the isolated compounds were assessed in lipopolysaccharide-stimulated RAW 264.7 macrophages. Compounds 2b and 19 significantly inhibited the production of NO with IC50 values of 34.32 ± 4.87 and 17.17 ± 4.13 µM (indomethacin, IC50 26.71 ± 6.32 µM), and they were further corroborated via immunoblotting, quantitative real-time PCR and immunofluorescence staining assays. They could dose-dependent suppress lipopolysaccharide-stimulated pro-inflammatory factors (COX-2 and iNOS) production and block nuclear translocation of NF-κB. The results implied that reasonable consumption of morinda may be beneficial for preventing and reducing the occurrence of inflammatory-associated diseases.


Asunto(s)
Antraquinonas/farmacología , Antiinflamatorios no Esteroideos/farmacología , Morinda/química , Naftalenos/farmacología , Óxido Nítrico/antagonistas & inhibidores , Raíces de Plantas/química , Animales , Antraquinonas/química , Antraquinonas/aislamiento & purificación , Antiinflamatorios no Esteroideos/química , Antiinflamatorios no Esteroideos/aislamiento & purificación , Relación Dosis-Respuesta a Droga , Lipopolisacáridos/antagonistas & inhibidores , Lipopolisacáridos/farmacología , Ratones , Estructura Molecular , Naftalenos/química , Naftalenos/aislamiento & purificación , Óxido Nítrico/biosíntesis , Células RAW 264.7 , Relación Estructura-Actividad
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