ABSTRACT
Ten isoflavonoids were isolated from the heartwoods of Caragana changduensis Lion f. by means of various column chromatographic techniques. Based on the detailed spectral data analysis (MS and NMR), as well as comparison with the literatures, their chemical structures were determined as 7,2'-dihydroxy-8,4'-dimethoxyisoflavone (1), 4'-hydroxy-7,3'-dimethoxyisoflavone (2), 5, 7, 4'-trihydroxy-2',5'-dimethoxyisoflavone (3), prunetin (4), afrormosin (5), odoratin (6), genistein (7), texasin (8), pratensein (9), and 6,7,3'-trihydroxy-4'-methoxyisoflavone (10). Among them, compounds 1-3 and 9-10 were isolated from the Caragana genus for the first time. All the compounds were obtained from this species for the first time. In the preliminary assays, compounds 1, 2, 6, and 7 possessed significant inhibitory effects on NO production, with IC50 values of 48.12, 25.32, 62.71, 43.59 μmol x L(-1), respectively.
Subject(s)
Animals , Mice , Caragana , Chemistry , Drugs, Chinese Herbal , Chemistry , Pharmacology , Isoflavones , Chemistry , Pharmacology , Macrophages , Metabolism , Molecular Structure , Nitric Oxide , MetabolismABSTRACT
During the screening of a traditional Chinese folk herb library against HepG2 and Hep3B cell lines, the EtOAc extract from the Tibetan medicine, Caragana tibetica (CT-EtOAc) exhibited potential anti-hepatocellular carcinoma (anti-HCC) activity. HPLC-based activity profiling was performed for targeted identification of anti-HCC activity from CT-EtOAc by MS-directed purification method. CT-EtOAc was separated by time-based fractionation for further anti-HCC bioassay by a semipreparative HPLC column (150 mm × 10 mm i.d., 5 μm) with a single injection of 5 mg. Bioassay-guided and ESIMS-directed large scale purification was performed with a single injection of 400 mg of CT-EtOAc by peak-based fractionation. A 1.4-mm heavy wall micro NMR tube with z-gradient was used to measure one and two dimensional NMR spectra for the minor or trace amounts of components of the extract. Two active compounds could be elucidated as naringenin chalcone (CT-1) and 3-hydroxy-8, 9-dimethoxypterocarpan (CT-2) relevant to anti-HCC effects for the EtOAc extract of C. tibetica rapidly and unambiguously by this protocol.
Subject(s)
Humans , Acetates , Pharmacology , Antineoplastic Agents , Chemistry , Pharmacology , Caragana , Chemistry , Carcinoma, Hepatocellular , Drug Therapy , Cell Line, Tumor , Chalcones , Pharmacology , Chromatography, High Pressure Liquid , Hep G2 Cells , Liver Neoplasms , Drug Therapy , Medicine, Tibetan Traditional , Plant Extracts , Chemistry , Pharmacology , Plant Roots , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the interspecies allelopathy of Glycyrrhiza uralensis and Caragana microphylla and reveal the relationship between different interactions and provided the theory reference for their application of compounding planting pattern in practice.</p><p><b>METHOD</b>Water extracts of G. uralensis and C. microphylla root, stem and leaf were used to dispose mutual seeds, young seedlings and transplants.</p><p><b>RESULT</b>The germination of G. uralensis seed wasn't restrained significantly by the water extract of C. microphylla root, stem and leaf (1-50 g x L(-1)). However, the inhibitory effect of a high concentration water extract of C. microphylla stem and leaf (50 g x L(-1) was stronger. There wasnt significant difference in the effect of the water extract of C. microphylla cast, root and stem on the growth and quality of G. uralensis transplant. Moreover, the water extract of G. uralensis root, stem and leaf can improve the germination of C. microphylla seeds and the growth of seedlings, while its effective extent didn't reach an obvious different level.</p><p><b>CONCLUSION</b>There exists no significant difference between the interspecies allelopathy of G. uralensis and C. microphylla.</p>
Subject(s)
Caragana , Chemistry , Drugs, Chinese Herbal , Chemistry , Pharmacology , Germination , Glycyrrhiza uralensis , Chemistry , Seedlings , Seeds , PhysiologyABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents in roots of Caragana sinica.</p><p><b>METHOD</b>The constituents were isolated by silica gel column chromatography, and their structures were identified by spectroscopic methods.</p><p><b>RESULT</b>Seven compounds were identified as (+) - stenophyllol B (1), 4-hydroxybenzoic acid (2), odoratin (3), resveratrol (4), cararosinol A (5), leachinol C (6), carasinaurone (7) respectively.</p><p><b>CONCLUSION</b>Compound 1 was a new compound which was the enantiomer of stenophyllol B. Compounds 2-6 were obtained from the plant for the first time.</p>
Subject(s)
Caragana , Chemistry , Chromatography, Gel , Drugs, Chinese Herbal , Chemistry , Molecular Structure , Parabens , Chemistry , Plant Roots , Chemistry , Stilbenes , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents of the whole plant Caragana spinifera.</p><p><b>METHOD</b>The chemical constituents were isolated and repeatedly purified on silica gel column. The structures were elucidated by the NMR spectra and physico-chemical properties.</p><p><b>RESULT</b>Six compounds were isolated and identified as (6aR, 11aR) 4,9-dimethoxy-3-hydroxypterocarpan, (6aR,11aR)-4, 9-dihydroxy-3- methoxypterocarpan (melilotocarpane B), 5, 4'-dihydroxy-7-methoxyisoflavone, 7-hydroxy4'-methoxyisoflavone, 6, 7-dihydroxy4'-methoxyisoflavone, beta-sitosterol respectively.</p><p><b>CONCLUSION</b>All compounds were isolated from the plant for the first time.</p>
Subject(s)
Caragana , Chemistry , Crystallography, X-Ray , Drugs, Chinese Herbal , Chemistry , Isoflavones , Chemistry , Magnetic Resonance Spectroscopy , Pterocarpans , ChemistryABSTRACT
<p><b>OBJECTIVE</b>To study the chemical constituents in roots of Caragana microphylla.</p><p><b>METHOD</b>The constituents were isolated by silica gel column chromatography, and their structures were identified by spectroscopic methods and chemical evidence.</p><p><b>RESULT</b>Eight compounds were identified as beta-sitosterol (1), pseudobaptigenin (2), pentacosanylferulates (3), heptadecanylferulates (4), ferulic acid (5), daucosterol (6), trifolirhizin (7), ononin (8) respectively.</p><p><b>CONCLUSION</b>Compounds 1, 3-7 were obtained from the plant for the first time, and 3, 4, 5 and 7 were obtained from the genus Caragana for the first time.</p>
Subject(s)
Caragana , Chemistry , Coumaric Acids , Chemistry , Glucosides , Chemistry , Heterocyclic Compounds, 4 or More Rings , Chemistry , Plant Roots , Chemistry , Plants, Medicinal , Chemistry , Sitosterols , ChemistryABSTRACT
This study was intended to look for anti-HIV chemical constituents of aerial parts of Caragana rosea Turcz. Column chromatographic technique was used for the isolation and purification of constituents of Caragana rosea under the guide of anti-HIV assay. The structures were established on the basis of physical and chemical properties and spectroscopic data. Five compounds were obtained from the EtOAc fraction of aerial parts of Caragana rosea and identified as myricetin (1), mearnsetin (2), p-hydroxy cinnamic acid (3), cararosinol A (4) and cararosinol B (5). At the same time, one possible transformation route between cararosinol B and kobophenol A, another resveratrol tetramer isolated from this plant previously, was proposed. Compounds 4, 5 are new resveratrol tetramers, compounds 1 -3 were isolated from this plant for the first time. All compounds showed no activities in an in vitro assay against HIV-1.
Subject(s)
Anti-HIV Agents , Chemistry , Pharmacology , Benzofurans , Chemistry , Pharmacology , Caragana , Chemistry , Coumaric Acids , Chemistry , Pharmacology , Flavonoids , Chemistry , Pharmacology , HIV-1 , Molecular Structure , Plant Components, Aerial , Chemistry , Plants, Medicinal , Chemistry , Propionates , Stilbenes , Chemistry , PharmacologyABSTRACT
<p><b>AIM</b>To study the chemical constituents of Caragana intermedia.</p><p><b>METHODS</b>The compounds were separated by chromatography methods, their structures were identified by spectral analysis.</p><p><b>RESULTS</b>Ten compounds were isolated and identified as 5,7,4'-trihydroxy-3,3'-dimethoxyflavone (1), 3,5,7,8,4'-pentahydroxy-3'-methoxyflavone(2), puercetin(3), limocitrin(4), 5,7,3',4'-tetrahydroxy-3-methoxyflavone(5), 7,3',5'-trihydroxyflavanone(6), 5,7,3',4'-tetrahydroxy-3,8-dimethoxyflavone(7), butein(8), liquiritigenin(9) and 5,7,4'-trihydroxy-3,8-dimethoxyflavone(10).</p><p><b>CONCLUSION</b>Compound 6 is a new compound and the others were obtained from this plant for the first time.</p>
Subject(s)
Caragana , Chemistry , Chalcone , Chemistry , Chalcones , Drugs, Chinese Herbal , Chemistry , Flavanones , Chemistry , Flavonoids , Chemistry , Molecular Structure , Plants, Medicinal , Chemistry , Quercetin , ChemistryABSTRACT
No abstract available.