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  • 丁香酚

    Eugenol

    丁香酚
    产品编号 CFN99175
    CAS编号 97-53-0
    分子式 = 分子量 C10H12O2 = 164.20
    产品纯度 >=98%
    物理属性 Oil
    化合物类型 Phenylpropanoids
    植物来源 The flowers of Syzygium aromaticum.
    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
    丁香酚 CFN99175 97-53-0 10mg QQ客服:1457312923
    丁香酚 CFN99175 97-53-0 20mg QQ客服:1457312923
    丁香酚 CFN99175 97-53-0 50mg QQ客服:1457312923
    丁香酚 CFN99175 97-53-0 100mg QQ客服:1457312923
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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
  • Florida A&M University (USA)
  • Ateneo de Manila University (Philippines)
  • Fraunhofer-Institut für Molekularbiologie und Angewandte ?kologie IME (Germany)
  • Kyushu University (Japan)
  • Universiti Malaysia Pahang (Malaysia)
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  • Instytut Nawozów Sztucznych w Pu?awach (Poland)
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  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Pharmacol Rep.2022, 74(1):175-188.
  • Int. J. Mol. Sci. 2022, 23(3),1696.
  • Int J Mol Sci.2021, 22(21):11447.
  • Cell Biochem Funct.2018, 36(6):303-311
  • Food and Fermentation Industries2019, 45(7):45-51
  • Sustainable Chemistry & Pharmacy2022, 30:100883.
  • Neuropharmacology.2018, 131:68-82
  • Chemistry of Plant Materials.2019, 215-222
  • J Nat Med.2017, 71(2):457-462
  • Nutrients.2021, 13(8):2901.
  • Phytomedicine.2019, 58:152893
  • J-STAGE2015, 249-255
  • Int. J. Mol. Sci.2022, 23(14),7699;
  • Evid Based Complement Alternat Med.2022, 9767292,2.
  • Mediators Inflamm.2016, 2016:7216912
  • The Japan Society for Analy. Chem.2017, 66(8):613-617
  • Viruses.2017, 9(10)
  • J Cell Mol Med.2022, 26(23):5807-5819.
  • International Food Research Journal2018, 25(6):2560-2571
  • J Cell Biochem.2022, 123(7):1222-1236.
  • Eur J Pharmacol.2021, 906:174220.
  • Antiviral Res.2013, 98(3):386-93
  • Evid Based Complement Alternat Med.2021, 2021:5023536.
  • ...
  • 生物活性
    Description: Eugenol is an essential oil found in cloves with herbicide,sedative,analgesic,antibacterial,anthelmintic,anti-inflammatory, cancer chemopreventive and antioxidant activities. Eugenol is shown to inhibit lipid peroxidation, the mRNA expression of COX-2, but not COX-1 and inhibit the GABAA current in trigeminal ganglion neurons. It could be developed as therapeutic agent against diseases with excessive osteoclast activity.
    Targets: GABA Receptor | ROS | MAPK | MMP(e.g.TIMP) | NF-kB | PGE | COX
    In vitro:
    PLoS One. 2015 Jan 30;10(1):e0117316.
    Eugenol inhibits the GABAA current in trigeminal ganglion neurons.[Pubmed: 25635877]
    Eugenol has sedative, antioxidant, anti-inflammatory, and analgesic effects, but also serves as an irritant through the regulation of a different set of ion channels. Activation of gamma aminobutyric acid (GABA) receptors on sensory neurons leads to the stabilization of neuronal excitability but contributes to formalin-induced inflammatory pain.
    METHODS AND RESULTS:
    In this study, we examined the effect of eugenol on the GABA-induced current in rat trigeminal ganglia (TG) neurons and in human embryonic kidney (HEK) 293 cells expressing the GABAA receptor α1β2γ2 subtype using the whole-cell patch clamp technique. RT-PCR and Western blot analysis were used to confirm the expression of GABAA receptor γ2 subunit mRNA and protein in the TG and hippocampus. Eugenol decreased the amplitude ratio of the GABA-induced current to 27.5 ± 3.2% (p < 0.05) in TG neurons, which recovered after a 3-min washout. In HEK 293 cells expressing the α1β2γ2 subtype, eugenol inhibited GABA-induced currents in a dose-dependent manner. Application of eugenol also decreased the GABA response in the presence of a G-protein blocker. Eugenol pretreatment with different concentrations of GABA resulted in similar inhibition of the GABA-induced current in a non-competitive manner. In conclusion, eugenol inhibits the GABA-induced current in TG neurons and HEK 293 cells expressing the GABAA receptor in a reversible, dose-dependent, and non-competitive manner, but not via the G-protein pathway.
    CONCLUSIONS:
    We suggest that the GABAA receptor could be a molecular target for eugenol in the modulation of nociceptive information.
    Pestic Biochem Physiol. 2015 Feb;118:64-70.
    Eugenol-inhibited root growth in Avena fatua involves ROS-mediated oxidative damage.[Pubmed: 25752432]
    Plant essential oils and their constituent monoterpenes are widely known plant growth retardants but their mechanism of action is not well understood. We explored the mechanism of phytotoxicity of eugenol, a monoterpenoid alcohol, proposed as a natural herbicide.
    METHODS AND RESULTS:
    Eugenol (100-1000 μM) retarded the germination of Avena fatua and strongly inhibited its root growth compared to the coleoptile growth. We further investigated the underlying physiological and biochemical alterations leading to the root growth inhibition. Eugenol induced the generation of reactive oxygen species (ROS) leading to oxidative stress and membrane damage in the root tissue. ROS generation measured in terms of hydrogen peroxide, superoxide anion and hydroxyl radical content increased significantly in the range of 24 to 144, 21 to 91, 46 to 173% over the control at 100 to 1000 μM eugenol, respectively. The disruption in membrane integrity was indicated by 25 to 125% increase in malondialdehyde (lipid peroxidation byproduct), and decreased conjugated diene content (~10 to 41%). The electrolyte leakage suggesting membrane damage increased both under light as well as dark conditions measured over a period from 0 to 30 h. In defense to the oxidative damage due to eugenol, a significant upregulation in the ROS-scavenging antioxidant enzyme machinery was observed. The activities of superoxide dismutases, catalases, ascorbate peroxidases, guaiacol peroxidases and glutathione reductases were elevated by ~1.5 to 2.8, 2 to 4.3, 1.9 to 5.0, 1.4 to 3.9, 2.5 to 5.5 times, respectively, in response to 100 to 1000 μM eugenol.
    CONCLUSIONS:
    The study concludes that eugenol inhibits early root growth through ROS-mediated oxidative damage, despite an activation of the antioxidant enzyme machinery.
    Life Sci. 2003 Jun 6;73(3):337-48.
    Eugenol suppresses cyclooxygenase-2 expression in lipopolysaccharide-stimulated mouse macrophage RAW264.7 cells.[Pubmed: 12757841]
    Inducible cyclooxygenase (COX-2) has been implicated in the processes of inflammation and carcinogenesis. Thus, the potential COX-2 inhibitors have been considered as anti-inflammatory or cancer chemopreventive agents.
    METHODS AND RESULTS:
    In this study, the methanolic extract of the cortex of Eugenia caryophyllata Thunberg (Myrtaceae) was found to potently inhibit the prostaglandin E(2) production in lipopolysaccharide (LPS)-activated mouse macrophage RAW264.7 cells (98.3% inhibition at the test concentration of 10 microg/ml). Further, hexane-soluble layer was the most active partition compared to ethyl acetate, n-butanol, and water-soluble parts. By bioassay-guided fractionation of hexane-soluble partition, eugenol was isolated and exhibited a significant inhibition of PGE(2) production (IC(50) = 0.37 microM). In addition, eugenol suppressed the cyclooxygenase-2 (COX-2) gene expression in LPS-stimulated mouse macrophage cells. On the line of COX-2 playing an important role in colon carcinogenesis further study was designed to investigate the effect of eugenol on the growth and COX-2 expression in HT-29 human colon cancer cells. Eugenol inhibited the proliferation of HT-29 cells and the mRNA expression of COX-2, but not COX-1.
    CONCLUSIONS:
    This result suggests that eugenol might be a plausible lead candidate for further developing the COX-2 inhibitor as an anti-inflammatory or cancer chemopreventive agent.
    J Ethnopharmacol. 2010 Jul 6;130(1):107-15.
    Eugenol (an essential oil of clove) acts as an antibacterial agent against Salmonella typhi by disrupting the cellular membrane.[Pubmed: 20435121 ]
    To evaluate the antibacterial activity of eugenol and its mechanism of bactericidal action against Salmonella typhi.
    METHODS AND RESULTS:
    The antibacterial activity was checked by disc-diffusion method, MIC, MBC, time course assay and pH sensitivity assay. The chemo-attractant property of eugenol was verified by chemotaxis assay. The mode of action of eugenol was determined by crystal violet assay, measurement of release of 260 nm absorbing material, SDS-PAGE, FT-IR spectroscopy, AFM and SEM. Treatment with eugenol at their MIC (0.0125%) and MBC (0.025%) reduced the viability and resulted in complete inhibition of the organism. Eugenol inactivated Salmonella typhi within 60 min exposure. The chemo-attractant property of eugenol combined with the observed high antibacterial activity at alkaline pH favors the fact that the compound can work more efficiently when given in vivo. Eugenol increased the permeability of the membrane, as evidenced by crystal violet assay. The measurement of release of 260 nm absorbing intracellular materials, SDS-PAGE, SEM and AFM analysis confirmed the disruptive action of eugenol on cytoplasmic membrane. The deformation of macromolecules in the membrane, upon treatment with eugenol was verified by FT-IR spectroscopy.
    CONCLUSIONS:
    The results suggest that the antibacterial activity of eugenol against Salmonella typhi is due to the interaction of eugenol on bacterial cell membrane.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 6.0901 mL 30.4507 mL 60.9013 mL 121.8027 mL 152.2533 mL
    5 mM 1.218 mL 6.0901 mL 12.1803 mL 24.3605 mL 30.4507 mL
    10 mM 0.609 mL 3.0451 mL 6.0901 mL 12.1803 mL 15.2253 mL
    50 mM 0.1218 mL 0.609 mL 1.218 mL 2.4361 mL 3.0451 mL
    100 mM 0.0609 mL 0.3045 mL 0.609 mL 1.218 mL 1.5225 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
    苏式-1',2'-二羟基细辛醚; Threo-1',2'-dihydroxyasarone CFN95656 N/A C12H18O5 = 242.3 10mg QQ客服:1413575084
    茴香脑; Anethole CFN98550 104-46-1 C10H12O = 148.2 20mg QQ客服:1457312923
    4-烯丙基儿茶酚; 4-(2-丙烯基)-1,2-苯二醇; 4-烯丙基-1,2-苯二醇; 4-Allylpyrocatechol CFN99226 1126-61-0 C9H10O2 = 150.2 20mg QQ客服:1413575084
    丁香酚; Eugenol CFN99175 97-53-0 C10H12O2 = 164.20 20mg QQ客服:215959384
    甲基丁香酚, 甲基丁子香酚 ; Methyleugenol CFN96177 93-15-2 C11H14O2 = 178.2 20mg QQ客服:3257982914
    水杨梅苷; Geoside CFN95233 585-90-0 C21H30O11 = 458.5 5mg QQ客服:215959384
    顺式-甲基异丁香油酚; cis-Methylisoeugenol CFN97095 6380-24-1 C11H14O2 = 178.2 5mg QQ客服:2056216494
    反-甲基异丁香酚; trans-Methylisoeugenol CFN96259 6379-72-2 C11H14O2 = 178.2 5mg QQ客服:215959384
    3,4-二甲氧基桂皮醇; 3,4-Dimethoxycinnamyl alcohol CFN96231 40918-90-9 C11H14O3 = 194.2 5mg QQ客服:1413575084
    4-丙基-2,6-二甲氧基苯酚; Syringylpropane CFN92632 6766-82-1 C11H16O3 = 196.2 5mg QQ客服:1457312923

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