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  • 5,7-二羟基-4-甲基香豆素

    5,7-Dihydroxy-4-methylcoumarin

    5,7-二羟基-4-甲基香豆素
    产品编号 CFN93090
    CAS编号 2107-76-8
    分子式 = 分子量 C10H8O4 = 192.17
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Coumarins
    植物来源 The herbs of Daphne Korean Nakai
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
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    产品名称 产品编号 CAS编号 包装 QQ客服
    5,7-二羟基-4-甲基香豆素 CFN93090 2107-76-8 1mg QQ客服:1148253675
    5,7-二羟基-4-甲基香豆素 CFN93090 2107-76-8 5mg QQ客服:1148253675
    5,7-二羟基-4-甲基香豆素 CFN93090 2107-76-8 10mg QQ客服:1148253675
    5,7-二羟基-4-甲基香豆素 CFN93090 2107-76-8 20mg QQ客服:1148253675
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
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  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Asian J Beauty Cosmetol2016, 14(3):249-257
  • University of Limpopo2016, 1777
  • Evid Based Complement Alternat Med.2017, 2017:6360836
  • Journal of Functional Foods2017, 30:30-38
  • Naunyn Schmiedebergs Arch Pharmacol.2017, 390(10):1073-1083
  • Biochem Biophys Res Commun.2017, 494(3-4):587-593
  • Mol Cell.2017, 68(4):673-685
  • Nutrients.2018, 10(7)
  • Sci Rep. 2018, 10590
  • BMC Complement Altern Med.2018, 18(1):303
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  • Evid Based Complement Alternat Med.2018, 2018:3610494
  • Molecules.2018, 23(12):E3103
  • Phytother Res.2018, 32(5):923-932
  • Korean J Dent Mater.2018, 45(2):139-146
  • J Sci Food Agric.2018, 98(3):1153-1161
  • Plant Physiol Biochem.2019, 144:355-364
  • BMC Complement Altern Med.2019, 19(1):367
  • Asian Pac J Cancer Prev.2019, 20(1):65-72
  • Molecules.2019, 24(24),4583
  • The Korea Journal of Herbology2019, 34(2):25-32
  • J Food Biochem.2019, 43(9):e12970
  • Int J Oncol.2019, 55(1):320-330
  • ...
  • 生物活性
    Description: 5,7-Dihydroxy-4-methylcoumarin has in vitro platelet antiaggregatory property, it shows inhibition of the cyclooxygenase pathway. It inhibits human neutrophil oxidative metabolism and elastase activity.
    Targets: ROS
    In vitro:
    J Med Food. 2013 Aug;16(8):692-700.
    4-methylcoumarin derivatives inhibit human neutrophil oxidative metabolism and elastase activity.[Pubmed: 23905650 ]
    Increased neutrophil activation significantly contributes to the tissue damage in inflammatory illnesses; this phenomenon has motivated the search for new compounds to modulate their effector functions. Coumarins are natural products that are widely consumed in the human diet. We have evaluated the antioxidant and immunomodulator potential of five 4-methylcoumarin derivatives.
    METHODS AND RESULTS:
    We found that the 4-methylcoumarin derivatives inhibited the generation of reactive oxygen species by human neutrophils triggered by serum-opsonized zymosan or phorbol-12-myristate-13-acetate; this inhibition occurred in a concentration-dependent manner, as revealed by lucigenin- and luminol-enhanced chemiluminescence assays. Cytotoxicity did not mediate this inhibitory effect. The 7,8-dihydroxy-4-methylcoumarin suppressed the neutrophil oxidative metabolism more effectively than the 6,7- and 5,7-Dihydroxy-4-methylcoumarins, but the 5,7- and 7,8-diacetoxy-4-methylcoumarins were less effective than their hydroxylated counterparts. An analysis of the biochemical pathways suggested that the 6,7- and 7,8-dihydroxy-4-methylcoumarins inhibit the protein kinase C-mediated signaling pathway, but 5,7-Dihydroxy-4-methylcoumarin, as well as 5,7- and 7,8-diacetoxy-4-methylcoumarins do not significantly interfere in this pathway of the activation of the human neutrophil oxidative metabolism. The 4-methylcoumarin derivatives bearing the catechol group suppressed the elastase and myeloperoxidase activity and reduced the 1,1-diphenyl-2-picrylhydrazyl free radical the most strongly. Interestingly, the 5,7-Dihydroxy-4-methylcoumarin scavenged hypochlorous acid more effectively than the o-dihydroxy-substituted 4-methylcoumarin derivatives, and the diacetoxylated 4-methylcoumarin derivatives scavenged hypochlorous acid as effectively as the 7,8-dihydroxy-4-methylcoumarin.
    CONCLUSIONS:
    The significant influence of small structural modifications in the inhibitory potential of 4-methylcoumarin derivatives on the effector functions of neutrophil makes them interesting candidates to develop new drugs for the treatment of inflammatory diseases mediated by increased neutrophil activation.
    Biochimie. 2012 Dec;94(12):2681-6.
    In vitro platelet antiaggregatory properties of 4-methylcoumarins.[Pubmed: 22996069]
    Platelets play a crucial role in physiological haemostasis. However, in coronary arteries damaged by atherosclerosis, enhanced platelet aggregation, with subsequent thrombus formation, is a precipitating factor in acute myocardial infarction. Current therapeutic approaches are able to reduce approximately one quarter of cardiovascular events, but they are associated with an increased risk of bleeding and in some resistant patients are not efficient. Some coumarins possess antiplatelet activity and, due to their additional antioxidant effects, may be promising drugs for use in combination with the present therapeutic agents. The aim of this study was to analyse a series of simple 4-methylcoumarins for their antiplatelet activity.
    METHODS AND RESULTS:
    Human plasma platelet suspensions were treated with different aggregation inducers [arachidonic acid (AA), collagen and ADP] in the presence of the 4-methylcoumarins. Complementary experiments were performed to explain the mechanism of action. 5,7-Dihydroxy-4-methylcoumarins, in particular those containing a lipophilic side chain at C-3, reached the activity of acetylsalicylic acid on AA-induced aggregation. Other tested coumarins were less active. Some of the tested compounds mildly inhibited either collagen- or ADP-induced aggregation. 5,7-Dihydroxy-4-methylcoumarins did not interfere with the function of thromboxane synthase, but were competitive antagonists of thromboxane A(2) receptors and inhibited cyclooxygenase-1 as well.
    CONCLUSIONS:
    5,7-Dihydroxy-4-methylcoumarins appear to be promising candidates for the extension of the current spectrum of antiplatelet drugs.
    Bioorg Chem. 2005 Apr;33(2):67-81.
    Inhibitory activity of polyhydroxycarboxylate chelators against recombinant NF-kappaB p50 protein-DNA binding.[Pubmed: 15788163 ]
    The inhibitory effect of 7,8-dihydroxy-4-methylcoumarin (7,8-DHMC), 5,7-Dihydroxy-4-methylcoumarin (5,7-DHMC), and gallic acid on the DNA binding of recombinant p50 protein and their interaction with zinc ion were studied.
    METHODS AND RESULTS:
    Electrophoretic mobility shift assay (EMSA) using p50 and biotin labeled DNA has shown that gallic acid is more effective than the dihydroxycoumarins in inhibiting the p50-DNA binding. Molecular modeling studies suggest an explanation for these observations. Effect of the addition of zinc after p50-DNA-binding inhibition by gallic acid was also studied.
    CONCLUSIONS:
    Chemical speciation and formation constant studies show that gallic acid forms a more stable 1:1 complex with zinc ion in comparison to the dihydroxycoumarins.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 5.2037 mL 26.0186 mL 52.0373 mL 104.0745 mL 130.0931 mL
    5 mM 1.0407 mL 5.2037 mL 10.4075 mL 20.8149 mL 26.0186 mL
    10 mM 0.5204 mL 2.6019 mL 5.2037 mL 10.4075 mL 13.0093 mL
    50 mM 0.1041 mL 0.5204 mL 1.0407 mL 2.0815 mL 2.6019 mL
    100 mM 0.052 mL 0.2602 mL 0.5204 mL 1.0407 mL 1.3009 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.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    6,7-二羟基香豆素; 6,7-Dihydroxycoumarin CFN99115 305-01-1 C9H6O4 = 178.14 20mg QQ客服:2159513211
    4-甲基七叶亭; 4-Methylesculetin CFN93058 529-84-0 C10H8O4 = 192.17 5mg QQ客服:215959384
    秦皮甲素; Esculin CFN99114 531-75-9 C15H16O9 = 340.28 20mg QQ客服:2159513211
    异莨菪亭; Isoscopoletin CFN97684 776-86-3 C10H8O4 = 192.17 20mg QQ客服:2932563308
    6-甲氧基香豆素-7-0-beta-D-吡喃葡萄糖苷; Magnolioside CFN90699 20186-29-2 C16H18O9 = 354.3 10mg QQ客服:1148253675
    东莨菪内酯; 莨菪亭; Scopoletin CFN97494 92-61-5 C10H8O4 = 192.2 20mg QQ客服:1148253675
    乙酸东莨菪素酯; Scopoletin acetate CFN98951 56795-51-8 C12H10O5 = 234.2 5mg QQ客服:215959384
    6-甲氧基-7-异戊烯氧基香豆素; 7-O-Prenylscopoletin CFN92639 13544-37-1 C15H16O4 = 260.3 5mg QQ客服:1413575084
    7-香叶草氧基-6-甲氧基香豆素; 7-Geranyloxy-6-methoxycoumarin CFN98348 28587-43-1 C20H24O4 = 328.4 5mg QQ客服:1413575084
    菊苣苷; Cichoriin CFN95196 531-58-8 C15H16O9 = 340.3 20mg QQ客服:2159513211

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