RESUMO
Meconopsis integrifolia (Maxim.) Franch. is used extensively in traditional Tibetan medicine for its potent anti-inflammatory properties. In this study, six cyclooxygenase-2 (COX-2) inhibitors were purified from M. integrifolia using high-speed counter-current chromatography guided by ultrafiltration liquid chromatography (ultrafiltration-LC). First, ultrafiltration-LC was performed to profile the COX-2 inhibitors in M. integrifolia. The reflux extraction conditions were further optimized using response surface methodology, and the results showed that the targeted COX-2 inhibitors could be well enriched under the optimized extraction conditions. Then the six target COX-2 inhibitors were separated by high-speed countercurrent chromatography with a solvent system composed of ethyl acetate/n-butanol/water (4:1:4, v/v/v. Finally, the six COX-2 inhibitors, including 21.2 mg of 8-hydroxyluteolin 7-sophoroside, 29.6 mg of 8-hydroxyluteolin 7-[6'''-acetylallosyl-(1â2)-glucoside], 42.5 mg of Sinocrassoside D3, 54.1 mg of Hypolaetin 7-[6'''-acetylallosyll-(lâ2)-3''-acetylglucoside, 30.6 mg of Hypolaetin 7-[6'''-acetylallosyll-(lâ2)-6''-acetylglucoside and 17.8 mg of Hypolaetin were obtained from 500 mg of sample. Their structures were elucidated by 1 H-NMR spectroscopy. This study reveals that ultrafiltration-LC combined with high-speed counter-current chromatography is a robust and efficient strategy for target-guided isolation and purification of bioactive molecules. It also enhances the scientific understanding of the anti-inflammatory properties of M. integrifolia but also paves the way for its further medicinal applications.
Assuntos
Distribuição Contracorrente , Inibidores de Ciclo-Oxigenase 2 , Papaveraceae , Distribuição Contracorrente/métodos , Inibidores de Ciclo-Oxigenase 2/farmacologia , Ultrafiltração/métodos , Cromatografia Líquida de Alta Pressão/métodos , Cromatografia LíquidaRESUMO
One new amine 2-dimethyl-Penidilamine (1), together with seventeen known compounds (2-18) were isolated from the 95% ethanol extract of Urtica thunbergiana Siebold & Zucc. Their structures were characterised by extensive spectroscopic analysis including NMR, mass spectra and single X-ray crystallography. Among them, compound 1 is a new compound, and compounds 3, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17 and 18 were isolated from Urtica thunbergiana Siebold & Zucc for the first time. Among them, compound 1, 10, 15, 17 and 18 exhibited significant α-glucosidase inhibitory activity with an IC50 value of 65.12 µM, 7.42 µM, 26.24 µM, 71.31 µM and 72.55 µM, respectively. Our study provided the scientific report for the medicinal value of Urtica thunbergiana Siebold & Zucc.
RESUMO
Urtica laetevirens Maxim. is used extensively in traditional Chinese medicine (TCM) for its potent antioxidative properties. In this study, three antioxidants were purified from U. laetevirens. using HSCCC guided by online DPPH-HPLC analysis. Firstly, the online DPPH-HPLC analysis was performed to profile out the antioxidant active molecules in U. laetevirens. The ultrasonic-assisted extraction conditions were optimized by response surface methodology and the results showed the targeted antioxidant active molecules could be well enriched under the optimized extraction conditions. Then, the antioxidant active molecules were separated by high-speed countercurrent chromatography ethyl acetate/n-butanol/water (2:3:5, v/v/v) as the solvent system. Finally, the three targets including 16.8 mg of Isovitexin, 9.8 mg of Isoorientin, and 26.7 mg of Apigenin-6,8-di-C-ß-d-glucopyranoside were obtained from 100 mg of sample. Their structures were identified by 1H NMR spectroscopy.
Assuntos
Antioxidantes , Urticaceae , Antioxidantes/química , Cromatografia Líquida de Alta Pressão/métodos , Extratos Vegetais/química , Espectroscopia de Ressonância Magnética , Distribuição Contracorrente/métodosRESUMO
This study presents an efficient strategy for large-scale preparation of low polarity gingerols directly from ginger crude extract by high-speed countercurrent chromatography with different rotation mode. The ultrasonic-assisted extraction conditions were optimized by response surface methodology and the results showed the major low polarity gingerols could be well enriched under the optimized extraction conditions. Then the crude extract without any pretreatment was directly separated by high-speed countercurrent chromatography with different rotation mode using n-hexane/ethyl acetate/methanol/water (6:4:6:4, v/v/v/v) as the solvent system. In about 400 min, five major gingerols including 150 mg of [6]-gingerol, 50 mg of [8]-gingerol, 20 mg of [6]-shogaol, 43 mg of [6]-dehydrogingerdione, and 40 mg of [10]-gingerol were obtained from 1.2 g of crude extract in a single run with repeated injection. Their structures were identified by 1 H-NMR spectroscopy.