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  • 中药标准品生产商,产品定制服务
  • 异水飞蓟亭


    产品编号 CFN95369
    CAS编号 77182-66-2
    分子式 = 分子量 C25H22O10 = 482.4
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Flavonoids
    植物来源 The herbs of Silybum marianum
    产品名称 产品编号 CAS编号 包装 QQ客服
    异水飞蓟亭 CFN95369 77182-66-2 1mg QQ客服:2159513211
    异水飞蓟亭 CFN95369 77182-66-2 5mg QQ客服:2159513211
    异水飞蓟亭 CFN95369 77182-66-2 10mg QQ客服:2159513211
    异水飞蓟亭 CFN95369 77182-66-2 20mg QQ客服:2159513211
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    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.

    PMID: 30417089
  • Universiti Sains Malaysia (Malaysia)
  • Copenhagen University (Denmark)
  • Guangzhou Institutes of Biomedicine and Health (China)
  • Mendel University in Brno (Czech Republic)
  • Melbourne University (Australia)
  • VIT University (India)
  • University of Helsinki (Finland)
  • Institute of Tropical Disease Universitas Airlangga (Indonesia)
  • University of Dicle (Turkey)
  • Celltrion Chemical Research Institute (Korea)
  • University of Zurich (Switzerland)
  • University of Hertfordshire (United Kingdom)
  • Chungnam National University (Korea)
  • Nanjing University of Chinese Medicine (China)
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  • ...
  • 生物活性
    Description: Isosilychristin is an antioxidant with multidrug resistance modulating activity. Isosilychristin significantly induces ABCA1 protein expression without affecting cell viability.Isosilychristin has anticancer and hepatoprotective activity.
    In vitro:
    Antioxidants (Basel) . 2019 Aug 14;8(8):303.
    Antioxidant, Anti-Inflammatory, and Multidrug Resistance Modulation Activity of Silychristin Derivatives[Pubmed: 31416138]
    Silychristin A is the second most abundant compound of silymarin. Silymarin complex was previously described as an antioxidant with multidrug resistance modulation activity. Here, the results of a classical biochemical antioxidant assay (ORAC) were compared with a cellular assay evaluating the antioxidant capacity of pure silychristin A and its derivatives (anhydrosilychristin, isosilychristin and 2,3-dehydrosilychristin A). All the tested compounds acted as antioxidants within the cells, but 2,3-dehydro- and anhydro derivatives were almost twice as potent as the other tested compounds. Similar results were obtained in LPS-stimulated macrophages, where 2,3-dehydro- and anhydrosilychristin inhibited NO production nearly twice as efficiently as silychristin A. The inhibition of P-glycoprotein (P-gp) was determined in vitro, and the respective sensitization of doxorubicin-resistant ovarian carcinoma overproducing P-gp was detected. Despite the fact that the inhibition of P-gp was demonstrated in a concentration-dependent manner for each tested compound, the sensitization of the resistant cell line was observed predominantly for silychristin A and 2,3-dehydrosilychristin A. However, anhydrosilychristin and isosilychristin affected the expression of both the P-gp (ABCB1) and ABCG2 genes. This is the first report showing that silychristin A and its 2,3-dehydro-derivative modulate multidrug resistance by the direct inhibition of P-gp, in contrast to anhydrosilychristin and isosilychristin modulating multidrug resistance by downregulating the expression of the dominant transmembrane efflux pumps.
    J Nat Prod . 2016 Dec 23;79(12):3086-3092.
    Silychristin: Skeletal Alterations and Biological Activities[Pubmed: 28006905]
    Silychristin is the second most abundant flavonolignan (after silybin) present in the fruits of Silybum marianum. A group of compounds containing silychristin (3) and its derivatives such as 2,3-dehydrosilychristin (4), 2,3-dehydroanhydrosilychristin (5), anhydrosilychristin (6), silyhermin (7), and isosilychristin (8) were studied. Physicochemical data of these compounds acquired at high resolution were compared. The absolute configuration of silyhermin (7) was proposed to be identical to silychristin A (3a) in ring D (10R,11S). The preparation of 2,3-dehydrosilychristin (4) was optimized. The Folin-Ciocalteau reduction and DPPH and ABTS radical scavenging assays revealed silychristin and its analogues to be powerful antioxidants, which were found to be more potent than silybin and 2,3-dehydrosilybin. Compounds 4-6 exhibited inhibition of microsomal lipoperoxidation (IC50 4-6 μM). Moreover, compounds 4-8 were found to be almost noncytotoxic for 10 human cell lines of different histogenetic origins. On the basis of these results, compounds 3-6 are likely responsible for most of the antioxidant properties of silymarin attributed traditionally to silybin (silibinin).
    Int J Cancer . 2008 Jul 1;123(1):41-50.
    Identifying the differential effects of silymarin constituents on cell growth and cell cycle regulatory molecules in human prostate cancer cells[Pubmed: 18435416]
    Prostate cancer (PCa) is the leading cause of cancer-related deaths in men; urgent measures are warranted to lower this deadly malignancy. Silymarin is a known cancer chemopreventive agent, but the relative anticancer efficacy of its constituents is still unknown. Here, we compared the efficacy of 7 pure flavonolignan compounds isolated from silymarin, namely silybin A, silybin B, isosilybin A, isosilybin B, silydianin, isosilydianin, silychristin and isosilychristin, in advanced human PCa PC3 cells. Silybin A, silybin B, isosilybin A, isosilybin B, silibinin and silymarin strongly inhibited the colony formation by PC3 cells (p < 0.001), while silydianin, silychristin and isosilychristin had marginal effect (p < 0.05). Using cell growth and death assays, we identified isosilybin B as the most effective isomer. FACS analysis for cell cycle also showed that silybin A, silybin B, isosilybin A, isosilybin B, silibinin and silymarin treatment resulted in strong cell cycle arrest in PC3 cells after 72 hr of treatment, while the effect of silydianin, silychristin and isosilychristin was marginal (if any). Western blot analysis also showed the differential effect of these compounds on the levels of cell cycle regulators-cyclins (D, E, A and B), CDKs (Cdk2, 4 and Cdc2), CDKIs (p21 and p27) and other cell cycle regulators (Skp2, Cdc25A, B, C and Chk2). This study provided further evidence for differential anticancer potential among each silymarin constituent, which would have potential implications in devising better formulations of silymarin against prostate and other cancers.
    Molecules . 2015 Dec 31;21(1):E55.
    Silymarin Constituents Enhance ABCA1 Expression in THP-1 Macrophages[Pubmed: 26729088]
    Silymarin is a hepatoprotective mixture of flavonolignans and flavonoids extracted from the seeds of milk thistle (Silybum marianum L. Gaertn). This study investigates the effect of major bioactive constituents from silymarin, silybin A, silybin B, isosilybin A, isosilybin B, silydianin, silychristin, isosilychristin, and taxifolin, on the expression of ABCA1, an important cholesterol efflux transporter, in THP-1-derived macrophages. Four of the studied compounds, isosilybin A, silybin B, silychristin and isosilychristin, were found to significantly induce ABCA1 protein expression without affecting cell viability. Moreover, isosilybin A, a partial PPARγ agonist, was found to promote cholesterol efflux from THP-1 macrophages in a concentration-dependent manner. These findings first show ABCA1 protein up-regulating activity of active constituents of silymarin and provide new avenues for their further study in the context of cardiovascular disease.
    Oncogene . 2006 Feb 16;25(7):1053-1069.
    Silymarin and silibinin cause G1 and G2-M cell cycle arrest via distinct circuitries in human prostate cancer PC3 cells: a comparison of flavanone silibinin with flavanolignan mixture silymarin[Pubmed: 16205633]
    Here, we assessed and compared the anticancer efficacy and associated mechanisms of silymarin and silibinin in human prostate cancer (PCA) PC3 cells; silymarin is comprised of silibinin and its other stereoisomers, including isosilybin A, isosilybin B, silydianin, silychristin and isosilychristin. Silymarin and silibinin (50-100 microg/ml) inhibited cell proliferation, induced cell death, and caused G1 and G2-M cell cycle arrest in a dose/time-dependent manner. Molecular studies showed that G1 arrest was associated with a decrease in cyclin D1, cyclin D3, cyclin E, cyclin-dependent kinase (CDK)4, CDK6 and CDK2 protein levels, and CDK2 and CDK4 kinase activity, together with an increase in CDK inhibitors (CDKIs) Kip1/p27 and Cip1/p21. Further, both agents caused cytoplasmic sequestration of cyclin D1 and CDK2, contributing to G1 arrest. The G2-M arrest by silibinin and silymarin was associated with decreased levels of cyclin B1, cyclin A, pCdc2 (Tyr15), Cdc2, and an inhibition of Cdc2 kinase activity. Both agents also decreased the levels of Cdc25B and cell division cycle 25C (Cdc25C) phosphatases with an increased phosphorylation of Cdc25C at Ser216 and its translocation from nucleus to the cytoplasm, which was accompanied by an increased binding with 14-3-3beta. Both agents also increased checkpoint kinase (Chk)2 phosphorylation at Thr68 and Ser19 sites, which is known to phosphorylate Cdc25C at Ser216 site. Chk2-specific small interfering RNA largely attenuated the silymarin and silibinin-induced G2-M arrest. An increase in the phosphorylation of histone 2AX and ataxia telangiectasia mutated was also observed. These findings indicate that silymarin and silibinin modulate G1 phase cyclins-CDKs-CDKIs for G1 arrest, and the Chk2-Cdc25C-Cdc2/cyclin B1 pathway for G2-M arrest, together with an altered subcellular localization of critical cell cycle regulators. Overall, we observed comparable effects for both silymarin and silibinin at equal concentrations by weight, suggesting that silibinin could be a major cell cycle-inhibitory component in silymarin. However, other silibinin stereoisomers present in silymarin also contribute to its efficacy, and could be of interest for future investigation.
    In vivo:
    J Photochem Photobiol B . 2018 Jul;184:61-70.
    Differential accumulation of silymarin induced by exposure of Silybum marianum L. callus cultures to several spectres of monochromatic lights[Pubmed: 29803074]
    Silybum marianum L. (Milk thistle) is one of the most extensively studied medicinal herbs with well-known hepatoprotective activity. Light is considered as a key abiotic elicitor influencing several physiological processes in plants, including the biosynthesis of secondary metabolites. In this study, we investigated the influence of light quality on morphological and biochemical aspects in in vitro grown leaf-derived callus cultures of S. marianum. Combination of 6-benzylaminopurine (BAP 2.5 mg/L) and α-naphthalene acetic acid (NAA 1.0 mg/L) resulted in optimum callogenic response (97%) when placed under cool-white light with 16 h light and 8 h dark. Red light significantly increased the total phenolic content (TPC), total flavonoid content (TFC), antioxidant and superoxide dismutase (SOD) activities while highest peroxidase (POD) activity was recorded for the dark grown cultures, followed by green light grown cultures. HPLC analysis revealed enhanced total silymarin content under red light (18.67 mg/g DW), which was almost double than control (9.17 mg/g DW). Individually, the level of silychristin, isosilychristin, silydianin, silybin A and silybin B were found greatest under red light, whereas green spectrum resulted in highest accumulation of isosilybin A and isosilybin B. Conversely, the amount of taxifolin was found maximum under continuous white light (0.480 mg/g DW) which was almost 8-fold greater than control (0.063 mg/g DW). A positive correlation was found between the TPC, TFC and antioxidant activities. This study will assist in comprehending the influence of light quality on production of valuable secondary metabolites in in vitro cultures of S. marianum L.
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.073 mL 10.3648 mL 20.7297 mL 41.4594 mL 51.8242 mL
    5 mM 0.4146 mL 2.073 mL 4.1459 mL 8.2919 mL 10.3648 mL
    10 mM 0.2073 mL 1.0365 mL 2.073 mL 4.1459 mL 5.1824 mL
    50 mM 0.0415 mL 0.2073 mL 0.4146 mL 0.8292 mL 1.0365 mL
    100 mM 0.0207 mL 0.1036 mL 0.2073 mL 0.4146 mL 0.5182 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    水飞蓟亭B; Silychristin B CFN95160 879325-58-3 C25H22O10 = 482.4 5mg QQ客服:1413575084
    异水飞蓟亭; Isosilychristin CFN95369 77182-66-2 C25H22O10 = 482.4 5mg QQ客服:215959384
    2,3-脱氢水飞蓟宾; 2,3-Dehydrosilychristin CFN95370 57499-41-9 C25H20O10 = 480.4 5mg QQ客服:3257982914
    异水飞蓟宾; Isosilybin CFN90260 72581-71-6 C25H22O10 = 482.44 20mg QQ客服:2056216494
    异水飞蓟宾A; Isosilybin A CFN91070 142796-21-2 C25H22O10 = 482.4 5mg QQ客服:3257982914
    异水飞蓟宾B; Isosilybin B CFN91071 142796-22-3 C25H22O10 = 482.4 5mg QQ客服:1457312923
    水飞蓟宾; Silymarin CFN99542 22888-70-6 C25H22O10 = 482.46 20mg QQ客服:2159513211
    水飞蓟宾A; Silybin A CFN95149 22888-70-6 C25H22O10 = 482.4 20mg QQ客服:2056216494
    水飞蓟宾B; Silybin B CFN92916 142797-34-0 C25H22O10 = 482.44 10mg QQ客服:3257982914
    2,3-脱氢水飞蓟宾A; 2,3-Dehydrosilybin A CFN70322 25166-14-7 C25H20O10 = 480.4 5mg QQ客服:2056216494





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