ABSTRACT
Five compounds were isolated from the ethyl acetate fraction of Semen Persicae by using various chromatographic methods, including ODS, Sephadex LH-20, HPLC and semipreparative HPLC. Their structures were identified by 1D-NMR, 2D-NMR, HR-ESI-MS, UV, IR, circular dichroism (CD) and ECD calculation techniques: (2R,3R)-5,7,4′-trihydroxy-3′-methoxy-3-formylflavan-3-ol-5-O-β-D-glucopyranoside (1), (7R,8S)-dihydrodehydrodiconiferyl 6″-benzoyl alcohol-9-O-β-D-glucopyranoside (2), (7R,8S)-dihydrodehydrodiconiferyl alcohol-9-β-O-D-glucopyranosid (3), 2-methoxy-4-(2-propenyl)-phenyl-O-β-D-glucopyranoside (4), 2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]-propane-1,3-diol (5). Compound 1 and 2 are new compounds, and compounds 3-5 were obtained from Prunus davidiana (Carr.) Franch. for the first time.
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Ten compounds were isolated from the water extract of Eriocaulon buergerianum by HP20, ODS, Sephadex LH-20 and MCI Gel CHP-20 column chromatographic methods. Their structures were identified by spectroscopic and chemical approaches as 6-methoxyquercetin-3-O-(2′′′-vanilloyl)-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside (1), syringaresinol-4′-O-β-D-glucopyranoside (2), rutin (3), 1-O-feruloylglycerol (4), 1,2-benzenediol (5), vomifoliol (6), β-D-(6-O-trans-feruloyl) fructofuranosyl-α-D-O-glucopyranosied (7), dihydroferulic acid (8), guanosine (9) and quercetin-3-O-β-gentiobioside (10). The compound 1 is a new compound, the compounds 2 and 4-10 were obtained from Eriocaulon genus for the first time, and the compound 3 was isolated from this plant for the first time. Molecular docking study showed that 1 is a potential inhibitor of TNF-α. The compound 1 was evaluated for their anti-inflammatory activities in vitro, and 1 showed significant inhibitory activity against TNF-α production in lipopolysaccharide (LPS)-induced RAW264.7 macrophage cells at the concentrations of 1, 10 and 100 μmol·L-1.
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OBJECTIVE: To study the chemical constituents of the aerial parts of Emilia sonchifolia. METHODS: The chemical constituents were isolated and purified by chromatographies on silica gel, MCI gel, ODS, and Sephadex LH - 20 columns, as well as RP-HPLC. And their structures were identified on the basis of physicochemical properties and spectral data. RESULTS: Eighteen compounds were obtained from the aerial parts of E. sonchifolia and identified as isorhamnetin-3-O-α-L-rhamnopyranoside(1), afzelin (2), quercetin-7-O-α-L-rhamnopyranoside(3), 5, 2', 6'-trihydroxy-7-methoxyflavone 2'-O-β-D-glucopyranoside(4), quercetin-3-O- α-L-rhamnopyranoside(5), diosmin(6), isorhamnetin-3-O-rutinoside(7), linarin(8), vitexin(9), quercetin-7-O-β-D-glucopyranoside(10), vicenin-2(11), methyl 4-hydroxybenzeneacetate(12), 3, 4-dihydroxybenzeneacetic acid(13), brevifolin(14), chlorogenic acid(15), methyl chlorogenate(16), pedatisectine E(17), and uridine(18), respectively. CONCLUSION: All compounds are isolated from this genus for the first time except compounds 5 and 11.
ABSTRACT
From the methanolic extract of the aerial parts of Ajuga chamaepitys (L.) Schreb., Lamiaceae, one of the Iranian medicinal plants, the phenylethanoid glycoside, acteoside, and two flavone glycosides, chrysoeriol 7-O-glucopyranoside (3'-methoxy-luteolin 7-O-glucopyranoside) and apigenin 7-O-rhamnopyranoside, were isolated by a combination of solid-phase extraction (SPE) and preparative reversed-phase high-performance liquid chromatography (prep-RP-HPLC) methods. Structures of the isolated compounds were elucidated by spectroscopic means. The free-radical-scavenging properties of the extracts, fractions and isolated compounds were determined by the 2,2-diphenyl-1-picryl-hydrazyl (DPPH) assay. While among the extracts, the MeOH extract showed the highest level of free-radical-scavenging activity (RC50 1.15 × 10-1 mg/mL), chrysoeriol 7-O-glucopyranoside was the most active (RC50 3.00 × 10-3 mg/mL) among the isolated compounds. The GC-MS and the GC-FID analyses revealed α-pinene (23.66%), β-pinene (9.33%), 1-octen-3-ol (9.72%), β-phellandrene (8.70%) and germacrene-D (7.92%) as the major components of the essential oils derived from the aerial parts of this plant. The presence of phenolic glycosides and the α- and β-pinene-rich essential oils in A. chamaepitys may provide some rationale for the traditional medicinal uses of this species in Iran.
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Objective To select the best condition for microwave assisted extraction (MAE) of flavones from leaves of Ginkgo biloba L . and compare this method with the most conventional extraction way. Methods Both microwave assisted extraction and theat maceration were adopted for flavones from leaves of Ginkgo biloba L. , and the total content was determined by spectrophotometry. Results Under appropriate MAE conditions, both the recovery and purity of total flavones obtained from the experiments by uniform design and the orthogonal design were very similar. The optimal recovery and purity by orthogonal experimental design were 212 4 mg/g and 61 9%, respectively. The optimal results by orthogonal experimental design were 216 2 mg/g and 57 1%, respectively. However, the results by maceration were only 114 6 mg/g and 40 1%, respectively. Conclusion MAE is a more suitable method for the extraction of flavones from leaves of Ginkgo biloba L . because of its higher extraction rate and purity.
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ObjectTo investigate the chemical constituents in the rhizoma of Belamcanda chinensis (L.) DC. MethodsThe chemical constituents were isolated and purified by solvent extraction together with various chromatographic techniques. The structures were elucidated on the basis of chemical evidence and spectral data. ResultsThree compounds were isolated from the EtoAC extracts of the rhizome of B. chinensis which were isorhamnetin (Ⅹ), hispidulin (Ⅺ), dichotomitin ( ⅩⅡ); four compounds were isolated from n-BuOH extracts, which were iridin ( ⅩⅢ), tectoridin (ⅩⅣ), daucosterol ( ⅩⅤ), vittadinoside or stigmasterol-3-O-glucoside ( ⅩⅥ). ConclusionCompound Ⅺ is isolated from this medicinal plant for the first time.
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AIM: To establish the quality standard for Kangmailing Capsule(Ginkgo Biloba extract, Rhizoma Gastrodiae, Rhizoma Chuanxiong). METHODS: The flavone glycoside content in Kangmailing Capsule was determined by HPLC. Waters ? bondapak C 18(3.9 mm?300 mm, 5 ?m) column was used. The mobile phase was metanol-0.4%H 3PO 4(50∶50), and UV detection wavelength was at 360 nm. Rhizoma Gastrodiae, Rhizoma Chuanxiong, Ginkgo Lactone and Ginkgolic acid in Capsules were identified by TLC. RESULTS: The calibration curves of Quercetin, Kaempferol and Isorhamnetin were linear at the range of 0.150 ?g-1.50 ?g, 0.142 ?g- 1.42 ?g and 0. 096 ?g-0.96 ?g, respectively. The average recovery was all 98.9%, and RSD was 0.98%, 1.15% and 1.57% (n=5). The TLC sports developed were fairly clear, and the blank test showed no interference, the quantitative limitation of Ginkgolic acid was controlled under 5 mg?kg -1. CONCLUSIONS: The established method is accurate,reliable and specific. The results are stable with good reproducibility. The quality of the capsules can be controlled by the method.