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1.
Fitoterapia ; 165: 105431, 2023 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-36638848

RESUMEN

Twelve undescribed compounds including five sesquiterpenes (1-5), one monoterpene (6), and four lignans (7a/7b and 8a/8b), along with two other types (9 and 10) were isolated from the rhizomes of Atractylodes macrocephala. Among them, two pairs of enantiomers (7a/7b and 8a/8b) were successfully separated by chiral-phase HPLC, while racemate 9 could not be resolved. Their structures and absolute configurations were unambiguously elucidated by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Notably, compounds 1 and 2 are rare sesquiterpene hybrids featuring an eudesmanolactam linked to a resorcinol or methyl 2-methylpentanoat through a CN bond. Compound 3 represents the first example of eudesmanolide sesquiterpene with an oxygen-bridge between C-8 and C-14. Compounds 7a and 7b are a pair of rare enantiomeric benzodioxane norneolignans. Additionally, compound 2 exhibited weak cytotoxicity against SGC-7901 cells. Compound 4 significantly promoted the proliferation of LPS-induced IEC-6 cells with the rate of 117.2%.


Asunto(s)
Atractylodes , Lignanos , Sesquiterpenos , Estructura Molecular , Atractylodes/química , Rizoma/química , Lignanos/farmacología , Lignanos/química , Sesquiterpenos/química
2.
Fitoterapia ; 140: 104413, 2020 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-31705953

RESUMEN

Five new 5,6-ß-epoxywithanolides (1-5) were isolated from the whole plants of Physalis minima L. Their structural elucidations were achieved by the extensive spectroscopic analysis (IR, UV, HR-ESI-MS, 1D-NMR, and 2D-NMR). The isolates were evaluated for their anti-inflammatory activities on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells and cytotoxic activities against three cancer cell lines, viz. A549 lung adenocarcinoma cells, SMMC-7721 hepatic carcinoma cells and MCF-7 breast cancer cells by using the MTT-based assay. All of them possessed moderate inhibition to the production of nitric oxide with IC50 values from 42.18 to 73.26 µM, and the IC50 values of the cytotoxic activities were in the range of 31.25 to 80.14 µM.


Asunto(s)
Antiinflamatorios/farmacología , Antineoplásicos Fitogénicos/farmacología , Physalis/química , Witanólidos/farmacología , Células A549 , Animales , Antiinflamatorios/aislamiento & purificación , Antineoplásicos Fitogénicos/aislamiento & purificación , China , Humanos , Células MCF-7 , Ratones , Estructura Molecular , Óxido Nítrico/metabolismo , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Células RAW 264.7 , Witanólidos/aislamiento & purificación
3.
J Agric Food Chem ; 66(13): 3408-3416, 2018 Apr 04.
Artículo en Inglés | MEDLINE | ID: mdl-29534566

RESUMEN

The pericarp of Zanthoxylum bungeanum Maxim., commonly known as Sichuan pepper, is a widely used spice to remove fishy odor and add palatable taste. A phytochemical investigation of the 95% ethanol extract of Sichuan pepper resulted in the isolation of 21 isobutylhydroxyamides, including 8 new ones named ZP-amides G-N, among which the chiral resolution of racemic ZP-amide A and ZP-amide B was successfully accomplished. The protective activity on corticosterone-treated PC12 cells of the isolated isobutylhydroxyamides was also evaluated. The new compounds 3-5 and the known compounds 1, 1a, 2, 2a, 11, and 15 improved the survival rate of PC12 cells. The bioactivity studies disclosed the potential of Sichuan pepper to be developed as new neuroprotective functional food.


Asunto(s)
Amidas/farmacología , Butanos/farmacología , Corticosterona/toxicidad , Fármacos Neuroprotectores/farmacología , Extractos Vegetales/farmacología , Zanthoxylum/química , Amidas/química , Animales , Butanos/química , Supervivencia Celular/efectos de los fármacos , Neuronas/citología , Neuronas/efectos de los fármacos , Fármacos Neuroprotectores/química , Células PC12 , Extractos Vegetales/química , Ratas
4.
Chin J Nat Med ; 15(4): 288-291, 2017 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-28527514

RESUMEN

The present study was designed to investigate the chemical constituents of the whole herb of Dichrocephala benthamii. A new megastigmane glucoside (compound 1), together with its four known analogues (compounds 2-5), was obtained. Their structures were elucidated on the basis of spectroscopic analyses (UV, IR, MS, and 1D and 2D NMR). The absolute configuration of compound 1 was assigned on the basis of CD method and chemical evidence. In addition, their cytotoxicity against human hepatoma cells (HepG-2) was evaluated by the MTT method. Compound 5 showed weak activity against HepG-2, while the other compounds did not show remarkable inhibitory effects.


Asunto(s)
Asteraceae/química , Ciclohexanonas/aislamiento & purificación , Medicamentos Herbarios Chinos/aislamiento & purificación , Glucósidos/aislamiento & purificación , Norisoprenoides/aislamiento & purificación , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Antineoplásicos Fitogénicos/farmacología , China , Ciclohexanonas/química , Ciclohexanonas/farmacología , Ensayos de Selección de Medicamentos Antitumorales , Medicamentos Herbarios Chinos/química , Glucósidos/química , Glucósidos/farmacología , Células Hep G2 , Humanos , Estructura Molecular , Norisoprenoides/química , Norisoprenoides/farmacología , Plantas Medicinales
5.
J Asian Nat Prod Res ; 19(11): 1102-1107, 2017 Nov.
Artículo en Inglés | MEDLINE | ID: mdl-28361583

RESUMEN

Two new unsaturated fatty acids, (Z)-octadec-13-en-11-ynoic acid (1) and (Z)-octadec-16-en-12,14-diynoic acid (2), along with six known compounds were isolated from the whole plant of Pothos chinensis. The structures of these compounds were elucidated by detailed spectroscopic analysis, including 1D and 2D NMR data. Compound 2 showed moderate antibacterial activity against Staphylococcus aureus.


Asunto(s)
Antibacterianos/aislamiento & purificación , Medicamentos Herbarios Chinos/aislamiento & purificación , Ácidos Grasos Insaturados/aislamiento & purificación , Antibacterianos/química , Antibacterianos/farmacología , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/farmacología , Ácidos Grasos Insaturados/química , Ácidos Grasos Insaturados/farmacología , Células Hep G2 , Humanos , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Staphylococcus aureus/efectos de los fármacos , Estereoisomerismo
6.
Sci Rep ; 6: 27237, 2016 06 06.
Artículo en Inglés | MEDLINE | ID: mdl-27265755

RESUMEN

Eight highly oxygenated germacranolides (1-8) including four new ones (2-5) were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by NMR experiment and HRESIMS data. The absolute configuration of 1 was established by circular dichroism (CD) method and X-ray diffraction, and the stereochemistry of the new compounds 2-5 were determined by similar CD spectra with 1. Compound 2 is the first hydroperoxyl germacrane from the genus Carpesium. The (13)C NMR data of 1, NMR data of 6-7, and their absolute configurations were reported for the first time. Two new compounds (2 and 4) and two known compounds (6 and 8) exhibited potent cytotoxicity against human cervical cancer (HeLa) cells, superior to that of the positive control doxorubicin.


Asunto(s)
Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Asteraceae/química , Sesquiterpenos de Germacrano/química , Sesquiterpenos de Germacrano/farmacología , Proliferación Celular/efectos de los fármacos , Supervivencia Celular/efectos de los fármacos , Dicroismo Circular , Células HeLa , Humanos , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/farmacología , Estereoisomerismo , Difracción de Rayos X
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