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  • 异甘草素; 4,2',4'-三羟基查耳酮

    Isoliquiritigenin

    异甘草素; 4,2',4'-三羟基查耳酮
    产品编号 CFN97542
    CAS编号 961-29-5
    分子式 = 分子量 C15H12O4 = 256.3
    产品纯度 >=98%
    物理属性 Yellow powder
    化合物类型 Chalcones
    植物来源 The roots of Glycyrrhiza glabra L.
    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
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    异甘草素; 4,2',4'-三羟基查耳酮 CFN97542 961-29-5 10mg QQ客服:215959384
    异甘草素; 4,2',4'-三羟基查耳酮 CFN97542 961-29-5 20mg QQ客服:215959384
    异甘草素; 4,2',4'-三羟基查耳酮 CFN97542 961-29-5 50mg QQ客服:215959384
    异甘草素; 4,2',4'-三羟基查耳酮 CFN97542 961-29-5 100mg QQ客服:215959384
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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
    我们的产品现已经出口到下面的研究机构与大学,并且还在增涨
  • Seoul National University of Science and Technology (Korea)
  • Indian Institute of Science (India)
  • Donald Danforth Plant Science Center (USA)
  • Biotech R&D Institute (USA)
  • Leibniz Institute of Plant Biochemistry (Germany)
  • University of East Anglia (United Kingdom)
  • Universiti Malaysia Pahang (Malaysia)
  • Funda??o Universitária de Desenvolvimento (Brazil)
  • Universidade de Franca (Brazil)
  • University of Auckland (New Zealand)
  • Monash University Sunway Campus (Malaysia)
  • Calcutta University (India)
  • Universidad Industrial de Santander (Colombia)
  • University of Illinois (USA)
  • More...
  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • J Am Soc Mass Spectrom.2021, 32(9):2451-2462.
  • Int J Mol Med.2019, 43(6):2516-2522
  • Int J Mol Sci.2021, 22(14):7324.
  • Biorxiv.2020, doi: 10.1101.
  • Curr Top Med Chem.2020, 20(21):1898-1909.
  • Foods.2021, 10(12):2929.
  • Plant Physiol Biochem.2021, 160:166-174.
  • J Chem Inf Model.2021, 61(11):5708-5718.
  • Med Sci Monit.2019, 25:9499-9508
  • Phytother Res.2019, 33(4):1104-1113
  • Food Science and Biotechnology2015, 2205-2212
  • Org Biomol Chem.2017, 15(31):6483-6492
  • Pharmacognosy Journal, 2021, 13(5).
  • J Nat Med.2022, 76(1):59-67.
  • Journal of Molecular Liquids2021, 334:116014.
  • Molecules.2018, 23(11):E2837
  • Horticulture Research2020, 7:111.
  • BMC Pharmacol Toxicol.2018, 19(1):5
  • J Appl Pharm Sci.2022, 12(04):044-053
  • Asian J of Pharmaceutical&Clinical 2018, 11(2)
  • Nat Commun.2019, 10(1):5169
  • J Pharmaceut Biomed2020, 178:112894
  • Acta Pharmaceutica Hungarica2016, 86:35-40
  • ...
  • 生物活性
    Description: Isoliquiritigenin has hepatoprotective, chemopreventive, antitumor, vasorelaxant, anti-platelet, anti-allergic, antiviral, antioxidant and anti-inflammatory effects, it can induce growth inhibition and apoptosis through downregulating AA metabolic network and the deactivation of PI3K/Akt in human breast cancer. Isoliquiritigenin also has the ability to protect cells from AA+iron-induced H2O2 production and mitochondrial dysfunction, which is mediated with GSK3β phosphorylation downstream of AMPK.
    Targets: Nrf2 | PGE | PI3K | Akt | AMPK | COX | PARP | P450 (e.g. CYP17) | IL Receptor | TNF-α | p65 | NF-kB | IkB | ERK | JNK | GSK-3 | NOS | Sodium Channel | ATPase | Potassium Channel | SOD | IKK
    In vitro:
    J Ethnopharmacol. 2015 Mar 13;162:134-9.
    A protective mechanism of licorice (Glycyrrhiza uralensis): isoliquiritigenin stimulates detoxification system via Nrf2 activation.[Pubmed: 25557030]
    Licorice (Glycyrrhizae radix), the root of Glycyrrhiza uralensis Fisch. (Leguminosae), is mainly used to moderate the characteristics of toxic herbs in Traditional Chinese Medicine, which could be partly interpreted as detoxification. However, the underlying mechanism is still not fully elucidated. Nuclear factor erythroid 2-related factor 2 (Nrf2) plays a key role in the protection against toxic xenobiotics. In our previous research, we have identified that extracts from Glycyrrhiza uralensis induced the expression of Nrf2 nuclear protein and its downstream genes. This research aims to screen the most potent Nrf2 inducer isolated from Glycyrrhiza uralensis and examine its effect on Nrf2 signaling pathway and detoxification system.
    METHODS AND RESULTS:
    Four compounds derived from Glycyrrhiza uralensis (glycyrrhetinic acid, liquiritigenin, isoliquiritigenin and liquiritin) were screened by ARE-luciferase reporter. The most potent ARE-luciferase inducer was chosen to further examine its effect on Nrf2 and detoxification genes in HepG2 cells. The role of Nrf2-dependent mechanism was tested by using Nrf2 knockout mice (Nrf2 KO) and Nrf2 wild-type mice (Nrf2 WT). ARE-luciferase reporter assay showed these four compounds were all potent Nrf2 inducers, and isoliquiritigenin was the most potent inducer. Isoliquiritigenin significantly up-regulated the expression of Nrf2 and its downstream detoxification genes UDP-glucuronosyltransferase 1A1 (UGT1A1), glutamate cysteine ligase (GCL), multidrug resistance protein 2 (MRP2) and bile salt export pump (BSEP) in vitro and in vivo. Additionally, isoliquiritigenin showed Nrf2-dependent transactivation of UGT1A1, GCLC and MRP2.
    CONCLUSIONS:
    Isoliquiritigenin, isolated from Glycyrrhiza uralensis, stimulates detoxification system via Nrf2 activation, which could be a potential protective mechanism of licorice.
    Eur J Pharmacol. 2008 Apr 14;584(1):175-84.
    Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages.[Pubmed: 18295200]
    In this study, the anti-inflammatory effects of flavonoids isolated from the roots of Glycyrrhiza uralensis (Leguminosae), namely, isoliquiritin (the glycoside of isoliquirigenin) and Isoliquiritigenin (the aglycone of isoliquiritin) were evaluated on lipopolysaccharide (LPS)-treated RAW 264.7 macrophages.
    METHODS AND RESULTS:
    Isoliquiritigenin (ILG) more potently inhibited LPS-induced nitric oxide (NO) and prostaglandin E(2) (PGE(2)) production than isoliquiritin (ILT). Consistent with these findings, ILG reduced the LPS-induced expressions of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) at the protein and mRNA levels in a concentration-dependent manner, as determined by Western blotting and RT-PCR, respectively. In addition, the release of tumor necrosis factor-alpha (TNF-alpha) and interleukin-6 (IL-6), and the mRNA expression levels of these cytokines were reduced by ILG in a dose-dependent manner. Moreover, ILG attenuated the LPS-induced DNA binding activity and the transcription activity of nuclear factor-kappa B (NF-kappaB), and this was associated with a decrease in inhibitory kappa B-alpha (IkappaB-alpha) phosphorylation and in the subsequent blocking of p65 and p50 protein translocations to the nucleus. Furthermore, ILG suppressed the phosphorylations of IkappaB kinase (IKK), ERK1/2, and p38, whereas the phosphorylation of JNK1/2 was unaffected.
    CONCLUSIONS:
    These results suggest that the anti-inflammatory properties of ILG are caused by iNOS, COX-2, TNF-alpha, and IL-6 down-regulation due to NF-kappaB inhibition via the suppression of IKK, ERK1/2 and p38 phosphorylation in RAW 264.7 cells.
    Biochem Pharmacol. 2010 May 1;79(9):1352-62.
    AMPK-mediated GSK3beta inhibition by isoliquiritigenin contributes to protecting mitochondria against iron-catalyzed oxidative stress.[Pubmed: 20026081 ]
    Isoliquiritigenin (ILQ), a flavonoid compound originated from Glycyrrhiza species, is known to activate SIRT1. Arachidonic acid (AA) in combination with iron (a catalyst of auto-oxidation) leads cells to produce excess reactive species with a change in mitochondrial permeability transition.
    METHODS AND RESULTS:
    In view of the importance of oxidative stress in cell death and inflammation, this study investigated the potential of ILQ to protect cells against the mitochondrial impairment induced by AA+iron and the underlying basis for this cytoprotection. Treatment with ILQ inhibited apoptosis induced by AA+iron, as evidenced by alterations in the levels of the proteins associated with cell viability: ILQ prevented a decrease in Bcl-x(L), and cleavage of poly(ADP-ribose)polymerase and procaspase-3. Moreover, ILQ inhibited the ability of AA+iron to elicit mitochondrial dysfunction. In addition, superoxide generation in mitochondria was attenuated by ILQ treatment. Consistently, ILQ prevented cellular H2O2 production increased by AA+iron, thereby enabling cells to restore GSH content. ILQ treatment enhanced inhibitory phosphorylation of glycogen synthase kinase-3beta (GSK3beta), and prevented a decrease in the GSK3beta phosphorylation elicited by AA+iron, which contributed to protecting cells and mitochondria. GSK3beta phosphorylation by ILQ was preceded by AMP-activated protein kinase (AMPK) activation, which was also responsible for mitochondrial protection, as shown by reversal of its effect in the experiments using a dominant negative mutant of AMPK and compound C. Moreover, the AMPK activation led to GSK3beta phosphorylation.
    CONCLUSIONS:
    These results demonstrate that ILQ has the ability to protect cells from AA+iron-induced H2O2 production and mitochondrial dysfunction, which is mediated with GSK3beta phosphorylation downstream of AMPK.
    In vivo:
    Planta Med. 2015 May;81(7):586-93.
    In Vivo Gastroprotective Effect along with Pharmacokinetics, Tissue Distribution and Metabolism of Isoliquiritigenin in Mice.[Pubmed: 25875506]
    As numerous herbal products have been used as dietary supplements or functional foods, the demands of the pharmacokinetic and pharmacodynamic characteristics of active compounds are increasing in order to secure a consistent outcome (i.e., efficiency and safety).
    METHODS AND RESULTS:
    In this study, the pharmacokinetics including tissue distribution, metabolism, and protein binding of isoliquiritigenin, a chalcone found in Glycyrrhiza glabra, and its metabolite, liquiritigenin, at various doses in mice are reported. Also, correlations between the preferential tissue distribution and pharmacological effect of isoliquiritigenin in certain organs were investigated using the in vivo gastroprotective effect of isoliquiritigenin in mice with indomethacin-induced ulcer. The absorbed fraction of isoliquiritigenin was high, but the absolute bioavailability was low mainly due to its metabolism. In spite of the low bioavailability, the gastroprotective effect of isoliquiritigenin was attributed to its high distribution in the stomach. Isoliquiritigenin prevented the occurrence of gastric ulcers by indomethacin, which is associated with increased gastric mucous secretion because the pretreatment with isoliquiritigenin presumably counteracted the decreased cyclooxygenase 2 by indomethacin.
    CONCLUSIONS:
    This may suggest that the pharmacokinetic properties of isoliquiritigenin are useful to predict its efficacy as a gastroprotective agent in a target organ such as the stomach.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.9017 mL 19.5084 mL 39.0168 mL 78.0336 mL 97.5419 mL
    5 mM 0.7803 mL 3.9017 mL 7.8034 mL 15.6067 mL 19.5084 mL
    10 mM 0.3902 mL 1.9508 mL 3.9017 mL 7.8034 mL 9.7542 mL
    50 mM 0.078 mL 0.3902 mL 0.7803 mL 1.5607 mL 1.9508 mL
    100 mM 0.039 mL 0.1951 mL 0.3902 mL 0.7803 mL 0.9754 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
    4,4'-二羟基-2',6'-二甲氧基查耳酮 ; 2'-O-Methylhelichrysetin CFN97920 123316-64-3 C17H16O5 = 300.3 5mg QQ客服:2932563308
    黄卡瓦胡椒素C; Flavokawain C CFN90741 56798-34-6 C17H16O5 = 300.3 10mg QQ客服:215959384
    黄卡瓦胡椒素A; 2'- 羟基-4,4',6'-三甲氧基查耳酮; Flavokawain A CFN98446 3420-72-2 C18H18O5 = 314.3 10mg QQ客服:1413575084
    2',4',6',4-四甲氧基查耳酮; 2',4',6',4-Tetramethoxychalcone CFN91683 94103-36-3 C19H20O5 = 328.4 5mg QQ客服:3257982914
    2',4'-二羟基-2,3',6'- 三甲氧基查尔酮; 2',4'-Dihydroxy-2,3',6'-trimethoxychalcone CFN99015 100079-39-8 C18H18O6 = 330.3 5mg QQ客服:1413575084
    3'-Methylflavokawin; 3'-Methylflavokawin CFN96084 1044743-35-2 C18H18O5 = 314.3 5mg QQ客服:215959384
    3'-甲基-2',4'-二羟基-4,6'-二甲氧基查耳酮 ; 3'-Methyl-4-O-methylhelichrysetin CFN96164 109471-13-8 C18H18O5 = 314.3 5mg QQ客服:215959384
    4,4'-二甲氧基查耳酮; 4,4'-Dimethoxychalcone CFN70472 2373-89-9 C17H16O3 = 268.3 5mg QQ客服:1148253675
    异甘草素; 4,2',4'-三羟基查耳酮; Isoliquiritigenin CFN97542 961-29-5 C15H12O4 = 256.3 20mg QQ客服:2932563308
    2''-O-甲基异甘草苷元; 4,4'-二羟基-2'-甲氧基查耳酮; 2'-O-Methylisoliquiritigenin CFN98832 51828-10-5 C16H14O4 = 270.3 5mg QQ客服:3257982914

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