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1.
Nat Prod Res ; 37(24): 4169-4180, 2023.
Artículo en Inglés | MEDLINE | ID: mdl-36757210

RESUMEN

From Rinorea oblongifolia fruits, 3-Nor-4ß-friedelan-24-ol (1) and 3-decyl-6,7,8-trimethoxy-2H,5H-furo[4,3,2-de]isochromene-2,5-dione (4), new derivatives alongside, 28-hydroxyfriedelan-3-one (2), friedelin (3), 3,3',4,4',5'-pentamethylcoruleoellagic acid (5), hexamethylcoruleoellagic acid (6), 3',4,4',5,5'-pentamethylcoruleoellagic acid (7), and fatty compounds 8-11 were isolated and characterized using HRESIMS, EIMS, 1D and 2D NMR. In vitro enzyme inhibition of compounds 1, 2, 4, 5, 6 and 7 were evaluated on acetylcholinesterase (AChE), butyrylcholinesterase (BChE), α-glucosidase, urease and tyrosinase. Against AChE and BChE, the phenolic compounds 4, 5, 6, and 7 had good activity probably due to the phenolic nature and methoxy substituents. Compounds 4, 5, 6 and 7 exhibited good α-glucosidase inhibition especially compound 4 whose IC50 = 42.45 ± 0.46 µg/mL was close that of acarbose (IC50 = 20.52 ± 0.84 µg/mL) standard drug. Urease and tyrosinase were appreciably inhibited by the compounds. Overall results of enzyme inhibitory assays indicate Rinorea oblongifolia, fruits and its constituents as potential remedy for enzymatic disorders.


Asunto(s)
Butirilcolinesterasa , Violaceae , Butirilcolinesterasa/química , Acetilcolinesterasa/química , Monofenol Monooxigenasa , alfa-Glucosidasas , Ureasa , Inhibidores de la Colinesterasa/farmacología , Inhibidores de la Colinesterasa/química , Frutas , Simulación del Acoplamiento Molecular
2.
Nat Prod Res ; 34(14): 2014-2021, 2020 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-30784307

RESUMEN

Two new coruleoellagic acid derivatives, 3,4',5,5',-tetramethylcoruleoellagic acid (1); 3',4,4',5,5'-pentamethylcoruleoellagic acid (2) and a new friedelane-type triterpene derivative rinol (5), were isolated from leaves and trunk bark of Rinorea oblongifolia (Violaceae) along with seven known compounds including 3,3',4,4',5'-pentamethylcoruleoellagic acid (3), hexamethylcoruleoellagic acid (4), 28-hydroxyfriedelin (6), friedelin (7), friedelan-3-ol (8), scopoletin (9) and ß-sitosterol-3-O-ß-D-glucopyranoside (10). Their structures were elucidated by means of spectroscopic methods including IR, 1D and 2D NMR in conjunction with mass spectrometry. Crude extracts of leaves and trunk bark as well as compounds 1-4 were evaluated for their antibacterial activities against 7 pathogenic bacterial strains (Streptococcus pneumoniae ATCC49619, Staphylococcus aureus ATCC 43300, Klepsiella pneumoniae ATCC 700603, Haemophilus influenza ATCC 49247, Escherichia coli ATCC 25922, Pseudomonas aeruginosa HM601, Staphylococcus aureus BAA 977). Compound (3) displayed noteworthy activity against Haemophilus influenza with MIC value of 9.38 µg/mL.


Asunto(s)
Antibacterianos/aislamiento & purificación , Corteza de la Planta/química , Hojas de la Planta/química , Violaceae/química , Antibacterianos/química , Bacterias/efectos de los fármacos , Haemophilus influenzae/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Extractos Vegetales/química , Triterpenos/análisis , Triterpenos/aislamiento & purificación
3.
BMC Complement Altern Med ; 17(1): 199, 2017 Apr 04.
Artículo en Inglés | MEDLINE | ID: mdl-28376770

RESUMEN

BACKGROUND: Free radicals have been implicated in the pathogenesis of diverse metabolic disorders including cancer. Therefore, fighting against free radicals has become an important strategy in the prevention or treatment of such diseases, in addition to direct or indirect anticancer chemotherapy. Sarcocephalus pobeguinii has been used traditionally to treat various diseases in which excess production of free radicals is implicated, warranting investigation of its free radical scavenging, anticancer and anti-inflammatory activity. METHODS: In the present study, extracts from leaves, fruits, roots and bark of Sarcocephalus pobeguinii were evaluated on four human cancer cell lines (MCF-7, HeLa, Caco-2 and A549 cells) and a non-cancerous cell line for their antiproliferative potential. The cells were incubated with the plant extracts for 48 h at 37 °C in a 5% CO2 humidified environment and their cytotoxic effect was determined using the tetrazolium-based colorimetric (MTT) assay. The radical inhibition was determined using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) and the 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) scavenging techniques. The nitric oxide inhibitory activity was determined using LPS-activated RAW 264.7 macrophages. The correlation between radical scavenging capacity and antiproliferative activity was also analysed. RESULTS: The extract from leaves of Sarcocephalus pobeguinii (LSP) exhibited the highest cytotoxic effect on all four of the human cancer cell lines but with some cytotoxicity to the normal Vero cells. However, the LSP extract had the best selectivity index, ranging from 3.15 to 18.28. Also, antioxidant and anti-inflammatory assays indicated that the LSP extract had the highest radical scavenging capacity of all the extracts. A positive linear correlation was found between free radical scavenging ability and antiproliferative activity against the four cancer cell lines, with the highest correlation factor (R2 = 0.9914) obtained between DPPH inhibition and antiproliferative activity against A549 cells. CONCLUSIONS: The high selectivity index of the Sarcocephalus pobeguinii leaf extract indicates the potential of using this extract in cancer therapy. Furthermore, the positive correlation between free radical scavenging and antiproliferative activity suggests that the radical scavenging capacity of extracts may contribute to a prediction of their anticancer property.


Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Depuradores de Radicales Libres/farmacología , Óxido Nítrico/antagonistas & inhibidores , Extractos Vegetales/farmacología , Rubiaceae/química , Animales , Antineoplásicos Fitogénicos/aislamiento & purificación , Células CACO-2 , Camerún , Proliferación Celular/efectos de los fármacos , Chlorocebus aethiops , Ensayos de Selección de Medicamentos Antitumorales , Depuradores de Radicales Libres/aislamiento & purificación , Células HeLa , Humanos , Ratones , Fitoquímicos , Plantas Medicinales , Células RAW 264.7 , Células Vero
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