RESUMEN
Two new sesquiterpenoids (1 and 3), one new natural product (2), and two known compounds (4 and 5) were isolated from the leaves of Chimonanthus nitens. Their structures were elucidated by spectroscopic analysis, and the absolute configuration of compound 3 was determined by the X-ray single-crystal diffraction analysis. The cytotoxicity of compounds 1-5 was evaluated at three concentrations on two human breast cancer cell lines (MDA-MB-468 and MDA-MB-231) by MTT assay. As a result, we found that the cytotoxicity was weak even with a concentration of these compounds up to 100 µM.
Asunto(s)
Calycanthaceae , Medicamentos Herbarios Chinos , Sesquiterpenos , Humanos , Hojas de la Planta/química , Medicamentos Herbarios Chinos/química , Calycanthaceae/química , Sesquiterpenos/farmacología , Estructura MolecularRESUMEN
Three new cassane-type diterpenoids, namely, (4S)-6ß,12α,19-trihydroxy-cass-13(15)-en-16,12-olide (1), cass-13(15)-en-â16,12-olide (2), and 12α-hydroxy-cass-13(15)-en-16,12-olide (3), were isolated from the seeds of Caesalpinia sinensis. The structures of 1-3 were established by extensive spectroscopic analysis, and their absolute configurations were assigned by electronic circular dichroism (ECD) calculations. The inhibitory activities against PTP1B of the isolated compounds were evaluated. The results showed that compound 2 possessed PTP1B inhibitory activity with an IC50 value of 217.45 ± 36.4 µM.
Asunto(s)
Caesalpinia , Diterpenos , Caesalpinia/química , Estructura Molecular , Diterpenos/farmacología , Diterpenos/química , Semillas/químicaRESUMEN
A phytochemical investigation was carried out on the extract of a medicinal plant Callicarpa nudiflora, resulting in the characterization of five new 3, 4-seco-isopimarane (1-5) and one new 3, 4-seco-pimarane diterpenoid (6), together with four known compounds. The structures of the new compounds were fully elucidated by extensive analysis of MS, 1D and 2D NMR spectroscopic data, and time-dependent density functional theory (TDDFT) calculation of electronic circular dichroism (ECD) spectra, and DFT calculations for NMR chemical shifts and optical rotations.
Asunto(s)
Abietanos , Callicarpa , Diterpenos , Abietanos/química , Abietanos/aislamiento & purificación , Callicarpa/química , Diterpenos/química , Diterpenos/aislamiento & purificación , Estructura Molecular , Fitoquímicos/química , Fitoquímicos/aislamiento & purificación , Hojas de la PlantaRESUMEN
Six new cadinane-type sesquiterpenoids, named Chimnitensin A-F (1-6) were isolated from the leaves of Chimonanthus nitens Oliv. Their structures were elucidated by comprehensive spectroscopic analyses and comparison with structurally related known analogues. In vitro MTT assay showed that all six compounds had cytotoxicity against two selected human breast cancer cell lines (MDA-MB-468 and MDA-MB-231), which indicate their potential of developing into anticancer drugs.
Asunto(s)
Antineoplásicos Fitogénicos/farmacología , Calycanthaceae/química , Sesquiterpenos Policíclicos/farmacología , Antineoplásicos Fitogénicos/aislamiento & purificación , Línea Celular Tumoral , China , Humanos , Estructura Molecular , Fitoquímicos/aislamiento & purificación , Fitoquímicos/farmacología , Hojas de la Planta/química , Sesquiterpenos Policíclicos/aislamiento & purificaciónRESUMEN
OBJECTIVE: To study the chemical constituents of Mosla chinensis 'jiangxiangru'. METHODS: The chemical components were isolated and purified by silica gel and Sephadex LH-20 column chromatography. The chemical structures were elucidated on the basis of physic chemical properties and spectral data. RESULTS: Five compounds have been isolated from Mosla chinensis 'jiangxiangru'. On the basis of spectral analysis and physicochemical properties, the compounds were identified as negletein (I), luteolin (II), quercetin (III), chrysoeriol (IV) and apigenin (V). CONCLUSION: Compounds I-V are obtained from the genus for the first time.
Asunto(s)
Flavonoides/aislamiento & purificación , Lamiaceae/química , Plantas Medicinales/química , Apigenina/química , Apigenina/aislamiento & purificación , Cromatografía Líquida de Alta Presión , Flavonas/química , Flavonas/aislamiento & purificación , Flavonoides/química , Luteolina/química , Luteolina/aislamiento & purificación , Estructura Molecular , Quercetina/química , Quercetina/aislamiento & purificaciónRESUMEN
Chimonanthus plants widely distributed in southern area of China, which have a long history of edibles and medicine. Phytochemical investigations have shown that Chimonanthus produced 143 non-volatile constituents, including alkaloids, flavonoids, terpenoids, coumarins and others, which exhibit significant anti-oxidant, anti-bacterial, anti-cancer, anti-inflammatory, antihyperglycemic, antihyperlipidemic and other biological activities. On the basis of systematic reviewing of literatures, this article overviews the non-volatile constituents and pharmacology of Chimonanthus from domestic and foreign over the last 30 years (until June 2018), and may provide a useful reference for the further development of Chimonanthus.
Asunto(s)
Calycanthaceae/química , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/farmacología , Fitoquímicos/química , Fitoquímicos/farmacología , Animales , Medicamentos Herbarios Chinos/uso terapéutico , Medicamentos Herbarios Chinos/toxicidad , Humanos , Medicina Tradicional China , Fitoquímicos/uso terapéutico , Fitoquímicos/toxicidad , FitoterapiaRESUMEN
In the present paper, the effect of Fumigaclavine C, a fungal metabolite, on experimental colitis was examined. Fumigaclavine C, when administered intraperitoneally once a day, significantly reduced the weight loss and mortality rate of mice with experimental colitis induced by intrarectally injection of 2, 4, 6-trinitrobenzene sulfonic acid (TNBS). This compound also markedly alleviated the macroscopic and microscopic appearances of colitis. Furthermore, Fumigaclavine C, given both in vivo and in vitro, showed a marked inhibition on the expression of several inflammatory cytokines, including IL-1beta, IL-2, IL-12alpha, IFN-gamma, TNF-alpha as well as MMP-9 in sacral lymph node cells, colonic patch lymphocytes and colitis tissues from the TNBS colitis mice. Meanwhile, the compound caused a dose-dependent reduction in IL-2 and IFN-gamma from the lymphocytes at the protein level and MMP-9 activity. These results suggest that Fumigaclavine C may alleviate experimental colitis mainly via down-regulating the production of Th1 cytokines and the activity of matrix metalloproteinase.