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1.
A mannogalactoglucan, named LE-MGG, was isolated from the basidiocarps of Lentinus edodes by hot water-extraction, ethanol precipitation anion exchange chromatography, and further purified by gel-permeation chromatography (GPC). Its structural features were investigated by high performance liquid chromatography (HPLC), high performance gel-permeation chromatography (HPGPC), methylation analysis, periodate oxidation-Smith degradation, and by IR and NMR spectroscopy, including two-dimensional (2D) NMR. HPLC analysis revealed that LE-MGG contained mannose–galactose–glucose in the molar ratio of 10:18:72. GPC and HPGPC showed that LE-MGG was a homogeneous fraction (d = 1.34) and its molecular weight was estimated to be 18 kDa. Chemical and spectroscopic studies indicated that LE-MGG consists of (1  6)-, (1  4)- and (1  3)-linked β-d-glucopyranosyl residues, (1  6)-linked α-d-galactopyranosyl residues, (1  3,6)- and (1  2,4)-linked α-d-mannopyranosyl residues and terminal residues of β-d-glucopyranosyl. Cytotoxicity assay showed that LE-MGG presented higher antitumor activities against S-180 cell with a dose-dependent manner, and exhibited lower cytotoxicity to carcinoma HCT-116 and HT-29 cells. Our studies showed also that LE-MGG presented antitumor bioactivities on Sarcoma 180 solid tumor cell implanted in Kunming mice. This finding suggests that mannogalactoglucan should be explored as potential antitumor agents and could be potentially applied as a natural antitumor drug.  相似文献   

2.
A novel water-soluble polysaccharide, designated Bletilla striata polysaccharide b (BSPb), was isolated from a traditional Chinese medicinal herb, Bletilla striata. The crude polysaccharide was obtained by hot water extraction and purified by ion-exchange chromatography. The molecular weight was 260 kDa as determined by HPGPC (high performance gel permeation chromatography). Monosaccharide analysis showed that BSPb contained glucose and mannose with a molar ratio of 3:1. Methylation and spectroscopic analyses with 1D and 2D NMR spectroscopy showed that the backbone of BSPb is mainly composed of (1  2)-linked α-d-mannopyranose and (1  4)-linked β-d-glucopyranose residues. In this study, BSPb plays an important role in protection against the renal fibrosis effect, which is probably mediated by down-regulated TGF-β RI, TGF-β RII, and α-SMA in vitro.  相似文献   

3.
Four new triterpenoids, sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4), along with nineteen known compounds (523) were isolated from Swertia yunnanensis. Based on extensive spectroscopic analyses (1D- and 2D-NMR, HRESIMS, UV, IR, [α]D), the structures of sweriyunnangenin A (1), sweriyunnanosides A (2), B (3) and C (4) were elucidated as taraxer-14-ene-3α,6β-diol, oleanolic acid 28-O-β-d-glucopyranosyl-(1  2)-O-β-d-glucopyranoside, 2α,3β-di-hydroxyolean-12-en-28-oic acid 28-O-β-d-glucopyranosyl(1  6)-β-d-glucopyranosyl (1  6)-β-d-glucopyranosyl(1  2)-β-d-glucopyranoside and hederagenin 28-O-β-d-glucopyranosyl(1  6)-β-d-glucopyranosyl(1  6)-β-d-glucopyranosyl(1  2)-β-d-glucopyranoside, respectively. Twenty-two compounds were evaluated for their anti-HBV activities on the HepG 2.2.15 cell line in vitro, of which nine compounds showed potent anti-HBV activities. Compounds 1, 56, 1416 and 19 showed activities against the secretion of HBsAg (IC50 values from 0.10 to 1.76 mM) and HBeAg (IC50 values from 0.04 to 1.41 mM), and compounds 11 and 1316 exhibited significant inhibition on HBV DNA replication (IC50 values from 0.01 to 0.09 mM).  相似文献   

4.
Four new oleanane type triterpenoid saponins (1–4) and three known saponins (5–7) were isolated from the whole plant of Clematis lasiandra Maxim. The structures of the four new compounds were elucidated as 3-O-β-d-ribopyranosyl-(1  3)-α-l-rhamnopyranosyl-(1  2)-[β-d-glucopyranosyl-(1  4)]-β-d-xylopyranosyl hederagenin (1), 3-O-β-d-ribopyranosyl-(1  3)-α-l-rhamnopyranosyl-(1  2)-β-d-xylopyranosyl oleanolic acid 28-O-β-d-glucopyranosyl ester (2), 3-O-β-d-ribopyranosyl-(1  3)-α-l-rhamnopyranosyl-(1  2)-β-d-xylopyranosyl hederagenin (3) and 3-O-β-d-ribopyranosyl-(1  3)-α-l-rhamnopyranosyl-(1  2)-[β-d-glucopyranosyl-(1  4)]-α-l-arabinopyranosyl hederagenin (4) on the basis of extensive spectroscopic analysis and chemical evidence. Compounds 1–7 were evaluated for their cytotoxicity against human tumor cell lines HL-60, Hep-G2 and SGC-7901, and all of the evaluated saponins showed significant cytotoxicity to those three tumor cell lines with IC50 in the range from 1.40 to 19.50 μmol/L except for compounds 2 and 6.  相似文献   

5.
Two new trisaccharide intermediates of phenylethanoid glycosides, peiioside A1/A2 (1a/1b) and peiioside B (2), were isolated from the n-BuOH fraction of MeOH extract of the stems of Callicarpa peii H.T. Chang, together with five biogenetic relevant known compounds 37. The structures of compounds 1 and 2 were elucidated by extensive spectroscopic methods (especially 2D-NMR techniques) and acid-catalyzed hydrolysis as O-α-l-rhamnopyranosyl-(1″  3′)-O-[β-d-apiofuranosyl-(1‴  6′)] -4′-O-[(E)-caffeoyl]-d-glucopyranoside] (1a/1b), 3,4-dihydroxy-β-phenylethoxy-O-[β-d-apiofuranosyl-(1‴  6′)-α-l-rhamnopyranosyl-(1″  3′)-O-β-d-glucopyranoside] (2), respectively. On the basis of the isolated compounds, a presumable biogenetic pathway of the biologically interesting phenylethanoid glycosides about forsythoside B (3) and acteoside (4) isolated from this species was proposed. Isolation of five related intermediates (12, 57) provided further support for the biogenetic path. This is the first report about phytochemical research on C. peii and the biogenetic hypothesis of forsythoside B and acteoside.  相似文献   

6.
Two new flavonoids, quercetin-3-O-β-d-xylopyranosyl-(1  2)-α-d-ribopyranoside (1) and kaempferol-3-O-β-d-xylopyranosyl-(1  2)-α-d-ribopyranoside (2), and one new phenolic derivative, gallicin-p-O-(6′-O-caffeoyl)-β-d-glucoside (3), together with twelve known compounds were isolated from the leaves of Rosa sericea (Rosaceae family). The structures of the new compounds were established by means of spectroscopic analysis including one- and two-dimensional NMR spectroscopy. Some of the isolated compounds were tested for the cytotoxicity of a breast cancer cell (MCF-7) line. The results showed that rubanthrone A (4) has moderate cytotoxicity against the MCF-7 cell line.  相似文献   

7.
Four steroidal saponins were isolated from the anti-anoxic fraction of the 60% EtOH extract of Selaginella uncinata, including two new compounds, (3β, 7β, 12β, 25R)-spirost-5-ene-3, 7, 12-triol-3-O-α-L-rhamnopyranosyl-(1  2)-O-[α-L-rhamnopyranosyl-(1  4)]-O-β-d-glucopyranoside (1), (2α, 3β, 12β, 25R)-spirost-5-ene-2, 3, 12-triol-3-O-α-L-rhamnopyranosyl-(1  2)-O-[α-L-rhamnopyranosyl-(1  4)]-O-β-d-glucopyranoside (2) and two known compounds, (3β, 12β, 25R)-spirost-5-ene-3,12-diol-3-O-α-L-rhamnopyranosyl-(1  2)-O-[α-L-rhamnopyranosyl-(1  4)]-O-β-d-glucopyranoside, (3), (1α, 3β, 25R)-spirost-5-ene-2-diol-3-O-α-L-rhamnopyranosyl-(1  2)-O-[α-L-rhamnopyranosyl(1  4)]-O-β-d-glucopyranoside (4). The four compounds showed potent protective effect against anoxia in the anoxic PC12 cells assay, among which compounds 1 and 2 were the most active. To our knowledge, this is the first study to report the steroidal saponins in the plant S. uncinata and demonstrate their protective effect against anoxia in PC12 cell assay.  相似文献   

8.
Two new saponins of 20, 26-epoxy derivatives of pseudojujubogenin, hoduloside XI (1) and hoduloside XII (2) were isolated from the seeds of Hovenia trichocarpa. The structures of the new compounds were established by extensive NMR experiments and chemical methods. Hoduloside XI was confirmed to be 3-O-{β-d-glucopyranosyl(1  3)-[β-d-xylopyranosyl(1  2)]-α-l-arabinopyranosyl}-20, 26-epoxypseudojujubogenin. Hoduloside XII was identified as 3-O-{β-d-xylopyranose(1  2)glucopyranosyl(1  3)[rhamnopyranose(1  2)]β-d-glucopyranosyl}-20, 26-epoxypseudojujubogenin. The in vitro cytotoxic activity of compounds 1 and 2 was assayed. They displayed inhibitive activities against human cancer cell lines HL60 and K562.  相似文献   

9.
Five new triterpenoid saponins, named as sibiricasaponins A–E (15), were isolated and identified from the aerial parts of Polygala sibirica L., together with nine known triterpenoid saponins (614). The chemical structures of the five new triterpenoid saponins (15) were elucidated as 3β,19α-dihydroxyurso-12-ene-23,28-dioic acid 3-O-β-d-glucuronopyranoside (1), pomolic acid 3-O-(3-O-sulfo)-α-l-arabinopyranoside (2), pomolic acid 3-O-(4-O-sulfo)-β-d-xylopyranoside (3), pomolic acid 3-O-(2-O-acetyl-3-O-sulfo)-α-l-arabinopyranoside (4), and 3-O-β-d-glucopyranosyl medicagenic acid 28-O-β-d-galactopyranosyl (1  4)-β-d-xylopyranosyl (1  4)-α-l-rhamnopyranosyl (1  2)-(4-O-acetyl)-[β-d-apiofuranosyl (1  3)]-β-d-fucopyranosyl ester (5), respectively, on the basis of spectroscopic data and physicochemical evidences. These isolated compounds (114) were evaluated for their anti-ischemic effects on oxygen/glucose deprivation (OGD) model in vitro, and only compound 7 showed a weak anti-ischemia effect, with EC50 value of 46.7 μM.  相似文献   

10.
A water-soluble polysaccharide (CPS-2), isolated from the cultured Cordyceps sinensis, was obtained by hot-water extraction, anion-exchange and gel permeation chromatography. Its structural characteristics were investigated by PMP pre-column derivation, periodate oxidation, methylation analysis, FTIR and NMR spectroscopy. CPS-2 was found to be mostly of α-(1  4)-d-glucose and α-(1  3)-D-mannose, branched with α-(1  4,6)-d-glucose every twelve residues on average. CPS-2 had a molecular weight of 4.39 × 104 Da. The protective effect of CPS-2 on the model of chronic renal failure was established by fulgerizing kidney. The changes in blood urea nitrogen and serum creatinine revealed that CPS-2 could significantly relieve renal failure caused by fulgerizing kidney.  相似文献   

11.
The purpose of this study is to elucidate the bioactive components responsible for the the α-glucosidase inhibitory activity detected in the EtOAc extract of the mushroom Hydnellum concrescens. Two new p-terphenyl derivatives, concrescenins A (1) and B (2), in along with six known compounds thelephantins L (3), I (4), J (5), K (6), dihydroauran-tiacin dibenzoate (7), and curtisian A (8) were isolated from the fruiting bodies of H. concrescens. Their chemical structures were elucidated by NMR experiments. Compounds 14 and 68 showed the inhibitory activity against α-glucosidase with the IC50 of 0.99, 3.11, 4.53, 18.77, 2.98, 5.16, and 8.34 μM, respectively. Kinetic analysis of α-glucosidase indicated that compounds 1 and 2 inhibited the activity of α-glucosidase in a noncompetitive fashion with a Ki value of 0.02 and 0.21 μM, respectively. In antioxidant evaluation, compounds 1 and 4 showed weak DPPH scavenging activity (EC50 = 82.50 and 161.75 μM) and weak reducing ability (EC50 = 193.57 and 152.94 μM). The current research supports the potential use of mushroom-derived p-terphenyl derivatives for the treatment of diabetes.  相似文献   

12.
Three new spirostane-type glycosides (13) were isolated from the whole plant of Allium flavum. Their structures were elucidated mainly by 2D NMR spectroscopic analysis and mass spectrometry as (20S,25R)-2α-hydroxyspirost-5-en-3β-yl O-β-d-xylopyranosyl-(1  3)-[β-d-galactopyranosyl-(1→2)]-β-d-galactopyranosyl-(1→4)-β-d-galactopyranoside (1), (20S,25R)-2α-hydroxyspirost-5-en-3β-yl O-β-d-xylopyranosyl-(1  3)-[β-d-glucopyranosyl-(1→2)]-β-d-galactopyranosyl-(1→4)-β-d-galactopyranoside (2), and (20S,25R)-spirost-5-en-3β-yl O-α-l-rhamnopyranosyl-(1  4)-[β-d-glucopyranosyl-(1→2)]-β-d-glucopyranoside (3). The three saponins were evaluated for cytotoxicity against a human cancer cell line (colorectal SW480).  相似文献   

13.
A sensitive, selective, and rapid high performance liquid chromatography–tandem mass spectrometry (LC–MS/MS) was developed for the quantification of rohitukine in rat plasma. HPLC was performed using a Symmetry-Shield C18 (5 μ, 4.6 × 150 mm) column, and isocratic elution with ammonium acetate buffer (pH 4; 10 mM):methanol (08:92, v/v) at a flow rate of 0.6 mL/min. Sample clean-up involved solid phase extraction (SPE) of analyte and internal standard (phenacetin) from 100 μL plasma. The parent  product ion transitions (MRM) for analyte and IS were 306.1  245.1 m/z and 180.1  138.1 m/z respectively, and were monitored on a triple quadrupole mass spectrometer, operating in positive ion mode. The method was validated across the dynamic concentration range of 5–500 ng/mL for rohitukine, with a fast run time of 4.5 min. The analytical method measured concentrations of rohitukine with accuracy (% bias) of <± 10% and precision (% RSD) of <± 12%. Rohitukine was stable during the battery of stability studies viz., bench-top, auto-sampler, freeze/thaw cycles and 30 days of storage in a freezer at − 70 ± 10 °C. Finally, the applicability of this assay has been successfully demonstrated in vivo pharmacokinetic and in vitro metabolism studies in Sprague–Dawley rat. This method will therefore be highly useful for future preclinical and clinical pharmacokinetic studies of rohitukine.  相似文献   

14.
The fruits of Solanum torvum Swartz, commonly known as Turkey berry, are edible and commonly used as a vegetable in the South Indian population's diet and as an essential ingredient in Thai cuisine. Five new steroidal glycosides together with five known ones were isolated from the fruits of S. torvum Swartz. Based on chemical and spectral evidence, the five new compounds were identified to be 25(S)-26-O-β-d-glucopyranosyl-5α-furost-22(20)-en-3β,6α,26-triol-6-O-[α-l-rhamnopyranosyl-(1  3)-O-β-d-quinovopyranoside] (1), 25(S)-26-O-β-d-glucopyranosyl-5α-furost-22(20)-en-3-one-6α,26-diol-6-O-[α-l-rhamnopyranosyl-(1  3)-O-β-d-quinovopyranoside] (2), 25(S)-26-O-β-d-glucopyranosyl-5α-furost-22(20)-en-3β,6α,26-triol-6-O-β-d-quinovopyranoside (3), 5α-pregn-16-en-20-one-3β,6α-diol-6-O-[α-l-rhamnopyranosyl-(1  3)-β-d-quinovopyranoside] (4), and 5α-pregn-16-en-3,20-dione-6α-ol-6-O-[α-l-rhamnopyranosyl-(1  3)-β-d-quinovopyranoside] (5). These new compounds were assayed for cytotoxicities in vitro, and 1 to 4 showed cyotoxic activity against the human melanoma cell line A375, with IC50 values of 30 μM to 260 μM.  相似文献   

15.
Two new flavanones with a C15 isoprenoid group, japonicasins A and B (1 and 2), were isolated from the leaves of Sophora japonica. This is the first report on the presence of the (2E,7E)-6-isopropyl-3,9-dimethyldeca-2,7,9-trien-1-yl group (C15 isoprenoid group) in isoprenylated flavonoids. Their structures were determined by spectroscopic methods, including UV, IR, 1D and 2D NMR, HRESIMS, and CD experiments. In addition, the antioxidant activities of compounds 1 and 2 were determined through DPPH radical scavenging assays. They exhibited potential antioxidant activities, with IC50 values of 35.1 ± 0.8 μM and 88.7 ± 1.1 μM for compounds 1 and 2, respectively.  相似文献   

16.
Five new ursane-type triterpenoidal saponins (15), together with five known ones (610), were isolated from the EtOH extract of the roots of Ilex cornuta. The structures of saponins 15 were elucidated as 19α-hydroxyurs-12-en-28-oic acid 3β-O-β-D-glucuronopyranoside (1), 19α-hydroxyurs-12-en-28-oic acid 3β-O-β-D-glucuronopyranoside-6-O-ethyl ester (2), 19α-hydroxyurs-12-en-28-oic acid 3β-O-α-L-arabinopyranosyl-(1  2)-β-D-glucuronopyranoside (3), 3β-O-[α-L-arabinopyranosyl-(1  2)-β-D-glucuronopyranosyl]-19α-hydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (4) and 3β-O-[α-L-arabinopyranosyl-(1  2)-β-D-glucuronopyranoside-6-O-methyl ester]-19α-hydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (5), on the basis of spectroscopic analyses (IR, ESI-MS, HR-ESI-MS, 1D and 2D NMR) and chemical reactions. Protective effects of compounds 110 against H2O2-induced H9c2 cardiomyocyte injury were tested. Compounds 15, 7, and 10 showed cell-protective effects. Among them compound 5 exhibited the highest activity. No significant DPPH radical scavenging activity was observed for compounds 110.  相似文献   

17.
Few studies have quantified the combined effects of silvicultural treatments and genetic improvement on unit area production of full-sib family blocks of loblolly (Pinus taeda L.) and slash pine (P. elliottii Engelm. var. elliotttii). Efficient operational deployment of genetic materials requires an understanding of possible site and silvicultural treatment interactions to maximize yield potential. We examined genotype (family) by environmental interactions (G × E) through age 5 years using a factorial experiment consisting of silvicultural treatment intensity (operational versus intensive), planting density (1334 versus 2990 trees ha−1) and families (seven elite full-sib loblolly and six elite full-sib slash pine families). In January of 2000, randomized complete block, split-plot experiments were installed at two locations for each species in southeast Georgia and northeast Florida. Five years after planting, both loblolly and slash pine demonstrated significant interactions among several factors: genotype × location (p < 0.028 and p < 0.016, respectively), genotype × silvicultural treatment intensity (p < 0.055 and p < 0.059), and silvicultural treatment intensity × density (p < 0.002 and p < 0.001) for basal area (BA) and standing stem volume (VOL). Genotype × silvicultural treatment interactions were positive, with the best overall performing families responding the greatest to intensive treatment. There were changes in slash pine family rankings between locations, which were partly explained by reductions in growth associated with a combination of fusiform rust infection [Cronartium quercum (Berk.) Miyabe ex Shirai f. sp. fusiforme] and wind damage from the 2004 hurricane season. No three-way interactions, which included family, were evident and all genetic sources were stable across the contrasting planting densities. At age 5, loblolly pine outperformed slash pine (p < 0.0001), especially under the intensive silvicultural intensity. While loblolly performance was similar whether deployed in mixtures or pure family blocks, slash pine tended to be more productive in intimate mixtures than when grown in pure family blocks (p = 0.0754 for aboveground biomass).  相似文献   

18.
The potential effects of globularifolin, an acylated iridoid glucoside, on cell survival, inflammation markers and free radicals scavenging were investigated. Viability assay on human myelomomonocytic cell line THP-1 and human peripheral blood mononuclear cells (PBMC) using the Cell-Titer Blue assay proved that globularifolin had no toxic effect at the tested concentrations. Conversely, it is proportional to the dose globularifolin increased growth of THP-1 cells (p < 0.01). On human PBMC, globularifolin at 6.25 and 12.5 μM concentrations showed a stimulatory effect, while at 12.5–200 μM it suppressed response of PBMC to stimulation with phytohemagglutinin (PHA). Globularifolin (50–200 μM) enhanced neopterin formation dose-dependently, whereas tryptophan breakdown was not influenced. At 50–200 μM in unstimulated PBMC in THP-1 cells, globularifolin induced a significant expression of nuclear factor-κB (NF-κB) as was quantified by Quanti-Blue assay. By contrast, in lipopolysaccharide (LPS)-stimulated cells, the higher concentrations of globularifolin suppressed NF-κB expression dose-dependently and a significant decrease was observed at 200 μM concentration. A positive correlation was found between increased neopterin and NF-κB activity (p < 0.01). Similarly, a positive correlation was observed between neopterin levels in mitogen-induced cells and NF-κB activity in LPS-stimulated cells after treatment with globularifolin (p = 0.001). The free radical scavenging capacity of globularifolin evaluated by Oxygen Radical Absorbance Capacity (ORAC) assay showed relative ORAC values of 0.36 ± 0.05 μmol Trolox equivalent/μmol. All together, results show that natural antioxidant globularifolin might represent a potential immunomodulatory as well as proliferative agent, which deserves further in vitro and in vivo studies.  相似文献   

19.
Xanthium spinosum L. (Asteraceae) is a medicinal weed distributed worldwide. Many of its diverse ethnopharmacological uses – namely diarrhoea, inflammation, liver disorders, snake bite and fever – are linked – at least in part – to an uncontrolled release of arachidonic acid metabolites. The crude extract of X. spinosum roots from Jordanian origin dose-dependently inhibited the 5-LOX (IC50  10 μg/mL), COX-1(IC50  50 μg/mL), and 12-LOX (IC50  170 μg/mL) enzymatic pathways in intact pro-inflammatory cells. A direct activity at the level of PLA2 is not probable, but the extract induced the synthesis of the anti-inflammatory eicosanoid 15(S)-HETE, which may in turn inhibit this enzyme. 5-LOX bioguided fractionation of the crude extract led to the isolation of ziniolide, a known 12,8-guaianolide sesquiterpene lactone, from the hydro-alcoholic fraction of the n-hexane extract (IC50 = 69 μM). Both the plant extract and ziniolide are in vitro inhibitors of the phorbol-induced NFκB activation, a key regulator of the arachidonic pathway.  相似文献   

20.
Knowledge of the spatial distribution of soil salinity in areas of jarrah and karri forest where groundwater levels may be close to the surface is important when planning land use activities that may reduce leaf area and thus increase the risk of a rise in stream salinity. Hence this study aimed, firstly, to test whether a Geonics EM31 induction meter could be used to accurately estimate soil salinity in jarrah and karri forest soils. Secondly, to determine an appropriate method of surveying the stream zone with an EM31 to adequately represent the spatial variation in soil salinity.A comparison of EM31 meter estimates of soil apparent electrical conductivity (ECa) with average soil salinity profiles (EC1:5) to 6 m depth across a broad range of sites resulted in good correlations in spring (R2 = 0.66, n = 164, p < 0.001) and autumn (R2 = 0.64, n = 156, p < 0.001). ECa measured in spring, when soil moisture was at its highest, was 25% higher than in autumn, when soil moisture was at its lowest.EM31 surveys along second-order stream zones showed that the highest ECa levels generally occurred within 10 m of the stream centre. However, ECa was highly variable along the length of the streams and the highest levels did not necessarily occur at the lowest part of the catchment. A suitable method for conducting surveys of stream zones is to carry an EM31, while walking along a traverse, taking a reading approximately every 2 m.  相似文献   

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