ABSTRACT
Two new 11-methoxyl substituted triterpenoids, named as mimengosides J (1) and K (2), along with seven known compounds, were isolated from the fruits of Buddleja lindleyana. Their structures were elucidated on the basis of spectroscopic analysis. In addition, the new ones were evaluated for protective effects against damage of SH-SY5Y cells induced by 1-methyl-4-phenylpyridinium ion (MPP+) and the results indicated that those may be one of the candidate compositions of Buddleja lindleyana for the treatment of neurodegenerative disease.
Subject(s)
Buddleja/chemistry , Neuroprotective Agents/chemistry , Neuroprotective Agents/pharmacology , Triterpenes/chemistry , Triterpenes/pharmacology , 1-Methyl-4-phenylpyridinium/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Autoantigens , Cell Survival/drug effects , Collagen Type IV , Fruit/chemistry , Humans , Molecular Structure , Neuroblastoma , Neurons/drug effectsABSTRACT
A chemical investigation of the fibrous roots of Anemarrhena asphodeloides Bge. led to the isolation of four benzophenones, including one new compound (1) and three known ones (2-4). Comprehensive 1D, 2D NMR and HRESIMS data established the structures of the isolated compounds. The absolute configurations were determined by comparison of the calculated optical rotation (OR) with experimental data. All the isolates were evaluated for their cytotoxicities on hepatocellular carcinoma cell lines (HepG2 and Hep3B). Compound 1 showed strong cytotoxicity against HepG2 and Hep3B cells, with IC50 values at 153.1 and 180.6 nM. Through MTT assay, flow cytometry and Western blot analysis, compound 1 demonstrated the ability to stimulate apoptosis via the NF-κB signaling pathway in HepG2 cells. These benzophenones are potential lead compounds for the development of better treatments for hepatocellular carcinoma.
Subject(s)
Anemarrhena/chemistry , Antineoplastic Agents, Phytogenic/pharmacology , Benzophenones/pharmacology , Plant Extracts/pharmacology , Antineoplastic Agents, Phytogenic/chemistry , Apoptosis/drug effects , Benzophenones/chemistry , Cell Survival/drug effects , Hep G2 Cells , Humans , Magnetic Resonance Spectroscopy , Molecular Structure , NF-kappa B/metabolism , Plant Extracts/chemistry , Plant Roots/chemistry , Signal Transduction/drug effects , Structure-Activity RelationshipABSTRACT
To establish an HPLC-ELSD method for the quantification of triterpenoids in the fruits of Buddleja lindleyana. The RP-HPLC-ELSD method was used for the determination of triterpenoids in B. lindleyana fruits, which were collected from different habitats. The column used was a packed with 5 µm stationary phase Waters SunFireTM C18 (4.6 mm×150 mm, 5 µm). The mobile phase consisted of Methanol-water(82â¶18) at a flow rate of 1 mLâ¢min⻹. Column temperatureï¼ 30 â. ELSD conditionsï¼ drift tube temperatureï¼ 106 â; carrier gas (nitrogen) flow rateï¼ 1.5 Lâ¢min⻹; amplification factorï¼ 1. The calibration curves showed good linear relationship on a range from 0.702 to 28.08 µg(r=0.999 2) for Clinoposaponin III, 0.390 to 15.60 µg(r=0.998 9) for Desrhamnoverbascosaponin and 0.192 to 7.68µg(r=0.999 0) for Mimengoside I. The average recovery rate(n=6) were 99.41%, 99.08% and 98.67% and it's RSD were 0.86%, 1.56% and 1.80%. This method can be used to determine the contents of triterpenoids in the fruits of Buddleja lindleyana for its simplicity, accurateness and reliability.
Subject(s)
Buddleja/chemistry , Ecosystem , Fruit/chemistry , Saponins/analysis , Triterpenes/analysis , Chromatography, High Pressure Liquid , Reproducibility of ResultsABSTRACT
OBJECTIVE: To study the flavonoids in the fruits of Buddleja lindleyana. METHODS: The compounds were separated by repeated silica gel, RP-18 and Sephadex LH-20. Their structures were elucidated on the basis of chemical evidence and spectral data. RESULTS: Five flavonoids were isolated and identified as luteolin (1), tricin (2), acacetin (3), acacetin-7-O-ß-D-glucopyranoside (4) and linarin(5). CONCLUSION: Compounds 3,4 and 5 are isolated from fruits of Buddleja lindleyana for the first time. Compound 2 is isolated from fruits of Buddleja lindleyana for the first time.
Subject(s)
Buddleja/chemistry , Flavonoids/chemistry , Fruit/chemistry , Phytochemicals/chemistry , Flavones , Flavonoids/isolation & purification , Glycosides , Luteolin , Phytochemicals/isolation & purificationABSTRACT
One new benzophenone (1) and one new 1,3-diphenylpropane (2) were obtained from the fibrous roots of Anemarrhena asphodeloides Bge. Their structures were determined by comprehensive 1D, 2D NMR and HRESIMS data. By comparing the calculated ECD curves and OR with the experimental data the absolute configurations were determined. The antitumor activity of all isolates was evaluated against two human hepatoma carcinoma cells (HepG2 and Hep3B) in vitro. The results demonstrated that compound 1 and 2 showed potent cytotoxicity against HepG2 and Hep3B cells.