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    Caffeic Acid Phenethyl Ester
    Caffeic Acid Phenethyl Ester

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0766
    CAS #: 104594-70-9Purity ≥98%

    Description: Caffeic acid phenethyl ester (also called CAPE) is a novel, potent and specific inhibitor of NF-κB activation, and also displays antioxidant, immunomodulatory and antiinflammatory activities. Caffeic acid phenethyl ester derives from honeybee propolis and has several biological activities. In U937 cells, Caffeic acid phenethyl ester inhibits the TNF-dependent activation of NF-κB dose-dependently.

    References: Proc Natl Acad Sci U S A. 1996 Aug 20;93(17):9090-5.

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    Molecular Weight (MW)284.31
    FormulaC17H16O4
    CAS No.104594-70-9
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 57 mg/mL (200.5 mM)
    Water: <1 mg/mL
    Ethanol: 57 mg/mL (200.5 mM)
    Other info

    Chemical Name: 2-Phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

    InChi Key: SWUARLUWKZWEBQ-VQHVLOKHSA-N

    InChi Code: InChI=1S/C17H16O4/c18-15-8-6-14(12-16(15)19)7-9-17(20)21-11-10-13-4-2-1-3-5-13/h1-9,12,18-19H,10-11H2/b9-7+

    SMILES Code: O=C(OCCC1=CC=CC=C1)/C=C/C2=CC=C(O)C(O)=C2           

    SynonymsCAPE, Phenylethyl Caffeate; CAPE; Caffeic Acid Phenethyl Ester; BAF-IN-C09; 2-Phenylethyl Caffeate; β-Phenylethyl Caffeate;


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    In Vitro

    In vitro activity: Caffeic acid phenethyl ester blocks NF-κB activation induced by phorbol ester, ceramide, okadaic acid, and hydrogen peroxide by preventing the translocation of the p65 subunit of NF-κB to the nucleus. In a series of tumor cell lines, Caffeic acid phenethyl ester shows promising antiproliferative activity with EC50 of 1.76, 3.16, 13.7, and 44.0 μM against murine colon 26-L5, murine B16-BL6 melanoma, human HT-1080 fibrosarcoma and human lung A549 adenocarcinoma cell lines, respectively. Caffeic acid phenethyl ester, as a potent antioxidant, exerts its anti-apoptotic effect in cerebellar granule cells by blocking ROS formation and inhibiting caspase activity. Moreover, Caffeic acid phenethyl ester attenuates the pro-inflammatory phenotype of LPS-stimulated HSCs, and LPS-induced sensitization of HSCs to fibrogenic cytokines by inhibiting NF-κB signaling.


    Kinase Assay: LNCaP 104-R1 cells are treated with 0, 10, 20, or 40 μM Caffeic acid phenethyl ester (CAPE) for 96 h. Three biological replicates of cells are lysed in SDS lysis buffer (240 mM Tris-acetate, 1% SDS, 1% glycerol, 5 mM EDTA pH 8.0) with DTT, protease inhibitors, and a cocktail of phosphatase inhibitors. Micro-Western Arrays are performed to measure protein expression and phosphorylation status modification.


    Cell Assay: Human HT-1080 fibrosarcoma, human lung A549 adenocarcinoma and murine B16-BL6 melanoma cell lines are maintained in EMEM medium supplemented with 10% FCS, 0.1% sodium bicarbonate and 2 mM glutamine. Murine colon 26-L5 carcinoma cell line, on the other hand, is maintained in RPMI medium containing the same supplements as in EMEM. These are all highly metastatic cell lines except for A-549 carcinoma. Cellular viability is determined using the standard MTT assay. In brief, exponentially growing cells are harvested and 100 μl of cell suspension containing 2000 cells is plated in 96-well microtiter plates. After 24 h of incubation to allow for cell attachment, the cells are treated with varying concentrations of test samples in medium (100 μl) and incubated for 72 h at 37°C under 5% CO2. Three hours after the addition of MTT, the amount of formazan formed is measured spectrophotometrically at 550 nm with a Perkin Elmer HTS-7000 plate reader. The test samples are first dissolved in DMSO and then diluted with medium; the final concentration of DMSO is less than 0.25%. Normal also had the same extent of DMSO. 5-Fluorouracil (5-FU) and doxorubicin HCl are used as positive controls, and EC50 values are calculated from the mean values of data from 4 wells.

    In VivoIn vivo, Caffeic acid phenethyl ester (10 mg/kg, i.p.) inhibits the growth and angiogenesis of primary tumors in C57BL/6 and BALB/c mice inoculated with Lewis lung carcinoma, colon carcinoma, and melanoma cells. Caffeic acid phenethyl ester (5, 10, 20 mg/kg) also shows immunomodulatory effects in vivo by decreasing thymus weight and/or cellularity of thymus and spleen.
    Animal modelC57BL/6 and BALB/c mice inoculated with Lewis lung carcinoma, colon carcinoma, and melanoma cells
    Formulation & DosageDissolved in PBS; 10 mg/mL; i.p. injection
    References

    Proc Natl Acad Sci U S A. 1996 Aug 20;93(17):9090-5.; J Mol Med (Berl). 2013 Feb;91(2):271-82.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

     

    scanned image of page 9093

    Proc Natl Acad Sci U S A. 1996 Aug 20; 93(17): 9090–9095.
     

    scanned image of page 9092

    Proc Natl Acad Sci U S A. 1996 Aug 20; 93(17): 9090–9095.


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