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  • 3-O-反式对香豆酰委陵菜酸

    3-O-trans-p-Coumaroyltormentic acid

    3-O-反式对香豆酰委陵菜酸
    产品编号 CFN97843
    CAS编号 121064-78-6
    分子式 = 分子量 C39H54O7 = 634.86
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Triterpenoids
    植物来源 The leaves of Eriobotrya japonica calli
    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
    3-O-反式对香豆酰委陵菜酸 CFN97843 121064-78-6 1mg QQ客服:1413575084
    3-O-反式对香豆酰委陵菜酸 CFN97843 121064-78-6 5mg QQ客服:1413575084
    3-O-反式对香豆酰委陵菜酸 CFN97843 121064-78-6 10mg QQ客服:1413575084
    3-O-反式对香豆酰委陵菜酸 CFN97843 121064-78-6 20mg QQ客服:1413575084
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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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  • University of Brasilia (Brazil)
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  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • J Chromatogr A.2022, 1685:463640.
  • Bioorg Med Chem.2020, 28(12):115553.
  • Gene.2022, 815:146178.
  • J Microbiol Immunol Infect.2021, S1684-1182(21)00142-0.
  • Naunyn Schmiedebergs Arch Pharmacol.2017, 390(10):1073-1083
  • Asian J Beauty Cosmetol2020, 18(3): 265-272.
  • Cell Rep.2020, 32(11):108158.
  • Industrial Crops and Products2017, 95:286-295
  • Appl. Sci. 2021, 11(10),4666.
  • Korean J. Medicinal Crop Sci2021, 10:345-352.
  • Asian Journal of Chemistry2014, 26(8):2425
  • Korean J. Medicinal Crop Sci.2022, 30(2):124-133
  • Int. J. Mol. Sci.2022, 23(8), 4130.
  • ACS Pharmacol. Transl. Sci.2022, 5,7,479-490
  • Mediators Inflamm.2016, 2016:7216912
  • Nutrients.2019, 12(1)
  • Chem Biol Interact.2019, 315:108910
  • Molecules.2020, 25(15):3353.
  • Anticancer Res.2018, 38(4):2127-2135
  • J Drug Target.2016, 24:1-28
  • Food Chem.2019, 274:345-350
  • Appl. Sci. 2021, 11(22), 10552
  • Nutrients.2018, 10(10)
  • ...
  • 生物活性
    Description: 3-O-(E)-p-coumaroyl tormentic acid may be promising lead compound for developing an effective drug for treatment of leukemia, it induces apoptotic cell death in human leukemia (HL60) via mainly mitochondrial pathway by, at least in part, Topo I inhibition. 3-O-trans-p-coumaroyltormentic acid shows cytotoxicity against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15) in vitro, the IC50 values of 13.72, 14.29,14.61, 14.04 uM, respectively. 3beta-O-cis-p-Coumaroyltormentic acid, and 3beta-O-trans-p-coumaroyltormentic acid are weakly selective for vancomycin-resistant Enterococcus (VRE) compared with eukaryotic cells, with an MIC of 59.4microg/mL and a 50% inhibitory concentration (IC50) of 72.0microg/mL for monkey kidney epithelial (MA104) cells. A mixture of 3-O-cis-p-coumaroyltormentic acid and 3-O-trans-p-coumaroyltormentic acid shows an inhibitory effect comparable to (-)-epigallocatechin gallate (EGCG) of green tea on the activation of Epstein-Barr virus early antigen (EBV-EA) induced by 12-O-tetradeca--noylphorbol-13-acetate (TPA).
    Targets: Antifection | Caspase
    In vitro:
    Phytochemistry. 2002 Feb;59(3):315-23.
    Production of bioactive triterpenes by Eriobotrya japonica calli.[Pubmed: 11830140 ]

    METHODS AND RESULTS:
    Callus tissue cultures induced from an axenic leaf of Eriobotrya japonica (Rosaceae) produced triterpenes in large amounts (ca. 50 mg/g dry wt). Nine triterpenes were characterized as ursolic acid, oleanolic acid, 2alpha-hydoxyursolic acid, maslinic acid, tormentic acid, 2alpha, 19alpha-dihydroxy-3-oxo-urs-12-en-28-oic acid, hyptadienic acid and a mixture of 3-O-cis-p-coumaroyltormentic acid and 3-O-trans-p-Coumaroyltormentic acid. The triterpene composition in the callus tissues was noticeably different from that in intact leaves. The contents of tormentic acid with antidiabetic action, and 2alpha, 19alpha-dihydroxy-3-oxo-urs-12-en-28-oic acid with anti-HIV activity, were much larger than those in the intact leaves.
    CONCLUSIONS:
    All of the triterpenes isolated from the callus tissues showed an inhibitory effect comparable to (-)-epigallocatechin gallate (EGCG) of green tea on the activation of Epstein-Barr virus early antigen (EBV-EA) induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). 2alpha, 19alpha-Dihydroxy-3-oxo-urs-12-en-28-oic acid was the most potent inhibitor among them and caused a significant delay of two-stage carcinogenesis on mouse skin.
    Chem Pharm Bull (Tokyo). 2011;59(3):378-81.
    3-O-(E)-p-coumaroyl tormentic acid from Eriobotrya japonica leaves induces caspase-dependent apoptotic cell death in human leukemia cell line.[Pubmed: 21372421]
    Eleven triterpene acids, 1-11, isolated from the leaves of Eriobotrya japonica, were evaluated for inhibition of DNA topoisomerase (Topo) I and cytotoxicity against human leukemia (HL60) and melanoma cell lines (CRL1579).
    METHODS AND RESULTS:
    Among the compounds tested, four compounds, δ-oleanolic acid (4), ursolic acid (5), 3-O-(E)-p-coumaroyl tormentic acid (3-O-trans-p-Coumaroyltormentic acid,8), and betulinic acid (10), exhibited potent Topo I inhibitory activity (IC(50) 20.3-36.5 μM) and cytotoxicity against HL60 (EC(50) 5.0-8.1 μM). Upon assessing the apoptosis-inducing activity in HL60 cells, compound 8 exhibited induction of apoptosis detected by the observation of DNA fragmentation and membrane phospholipid exposure in flow cytometry. Western blot analysis showed that compound 8 markedly reduced the levels of procaspases-3 and 9, while being increased the levels of cleaved caspases-3 and 9. On the other hand, compound 8 exerted almost no influence on the expression of caspase-8. In addition, compound 8 increased significantly Bax/Bcl-2 ratio and activated caspase-2.
    CONCLUSIONS:
    These results suggested that compound 8 induced apoptotic cell death in HL60 via mainly mitochondrial pathway by, at least in part, Topo I inhibition. Therefore, compound 8 may be promising lead compound for developing an effective drug for treatment of leukemia.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 1.5752 mL 7.8758 mL 15.7515 mL 31.503 mL 39.3788 mL
    5 mM 0.315 mL 1.5752 mL 3.1503 mL 6.3006 mL 7.8758 mL
    10 mM 0.1575 mL 0.7876 mL 1.5752 mL 3.1503 mL 3.9379 mL
    50 mM 0.0315 mL 0.1575 mL 0.315 mL 0.6301 mL 0.7876 mL
    100 mM 0.0158 mL 0.0788 mL 0.1575 mL 0.315 mL 0.3938 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
    3-O-反式对香豆酰委陵菜酸; 3-O-trans-p-Coumaroyltormentic acid CFN97843 121064-78-6 C39H54O7 = 634.86 5mg QQ客服:1457312923
    铁冬青酸; Rutundic acid CFN98547 20137-37-5 C30H48O5 = 488.71 20mg QQ客服:2056216494
    Rotundanonic acid; Rotundanonic acid CFN96850 173357-19-2 C30H46O5 = 486.69 5mg QQ客服:1457312923
    具栖冬青苷; Pedunculoside CFN99701 42719-32-4 C36H58O10 = 650.84 20mg QQ客服:215959384
    3,6,19,23-四羟基-12-熊果-28-酸; 3,6,19,23-Tetrahydroxy-12-ursen-28-oic acid CFN97476 91095-51-1 C30H48O6 = 504.7 5mg QQ客服:2159513211
    3,6,19-三羟基-23-氧代-12-乌苏烯-28-酸; 3,6,19-Trihydroxy-23-oxo-12-ursen-28-oic acid CFN99403 131984-82-2 C30H46O6 = 502.7 5mg QQ客服:2159513211
    3,19-二羟基-6,23-二氧代-12-乌苏烯-28-酸; 3,19-Dihydroxy-6,23-dioxo-12-ursen-28-oic acid CFN98299 261768-88-1 C30H44O6 = 500.7 5mg QQ客服:1413575084
    毛冬青皂苷 A; Ilexsaponin A CFN90995 108524-93-2 C36H56O11 = 664.83 10mg QQ客服:215959384

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