Caffeic Acid Phenethyl Ester

For research use only.

Catalog No.S7414 Synonyms: CAPE, Phenylethyl Caffeate

35 publications

Caffeic Acid Phenethyl Ester Chemical Structure

CAS No. 104594-70-9

Caffeic acid phenethyl ester (CAPE, Phenylethyl Caffeate) is a potent and specific inhibitor of NF-κB activation, and also displays antioxidant, immunomodulatory and antiinflammatory activities.

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Selleck's Caffeic Acid Phenethyl Ester has been cited by 35 publications

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Biological Activity

Description Caffeic acid phenethyl ester (CAPE, Phenylethyl Caffeate) is a potent and specific inhibitor of NF-κB activation, and also displays antioxidant, immunomodulatory and antiinflammatory activities.
Targets
NF-κB [1]
In vitro

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. [1] 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. [2] 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. [3] 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. [4]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
mouse RAW264.7 cells Mk\ISpVv[3Srb36gZZN{[Xl? NXrUeVhHOjRiaB?= MWDJcohq[mm2aX;uJI9nKEySUz3pcoR2[2WmIH7peJJq[yCxeHnk[UBxem:mdXP0bY9vKGmwIH3veZNmKFKDV{K2OE44KGOnbHzzJIF{e2W|c3XkJIF{KG6rdILpeIUh[WOldX31cIF1cW:wIHHkcYlvcXO2ZYLl[EAyKGi{IHLl[o9z\SCOUGOgZ4hidGynbnflJIFv\CCvZXHzeZJm\CCjZoTldkAzPCCqcoOgZpkhT3KrZYPzJJJm[WenboSgZZN{[XluIFXDOVA:OC5zOUOg{txO NH7LN4UyQDZ4N{OyNC=>
mouse 26-L5 cells Mnv5VJJwdGmoZYLheIlwdiCjc4PhfS=> NF\GVog4OiCq NUH2fJpvSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBud3W|ZTCyOk1NPSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBGSzVyPUCuN{DPxE1? NE\qSncyOjB{N{ezPS=>
human HeLa cells Mn\5VJJwdGmoZYLheIlwdiCjc4PhfS=> MUi3NkBp MlnjRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCKZVzhJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFXDOVA:Oi5|NjFOwG0> MofDNVIxOjd5M{m=
human Bewo cells MYjGeY5kfGmxbjDhd5NigQ>? MWLBcpRqfHWvb4KgZYN1cX[rdImgZYdicW6|dDDoeY1idiCEZYfvJINmdGy|IHHzd4V{e2WmIHHzJIlvcGmkaYTpc44hd2ZiY3XscEBoem:5dHigZpkhVVSWIHHzd4F6NCCLQ{WwQVIvQTZizszN MnnsNlUyPjB6M{e=
mouse J774.1 cells M1\Hd2Z2dmO2aX;uJIF{e2G7 NYm3eY5ROjRiaB?= M1;M[mlvcGmkaYTpc44hd2ZiTGDTMYlv\HWlZXSgUm8heHKxZIXjeIlwdiCrbjDtc5V{\SCMN{e0MlEh[2WubIOgZYZ1\XJiMkSgbJJ{KGK7IFfybYV{eyC{ZXHn[Y51KGG|c3H5MEBKSzVyPUSuPEDPxE1? M4TDe|E2QTd2NkC4
human Bel7402 cells MmHPR5l1d3SxeHnjxsBie3OjeR?= MVfDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDC[Yw4PDB{IHPlcIx{KGK7IF3UWEBie3OjeTygTWM2OD13LkWg{txO MoOyNVg6PTJ2MkC=
human LNCAP cells MXjGeY5kfGmxbjDhd5NigQ>? MUGyOEBp MmLIRY51cWGwZILv[4VvcWNiYXP0bZZqfHliaX6gbJVu[W5iTF7DRXAh[2WubIOgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIFTIWE1{fGmvdXzheIVlKFCVQTDy[Yxm[XOnIHHmeIVzKDJ2IHjyd{BjgSCHTFnTRUwhUUN3ME22MlIhdk1? NWrOVllXOjRyOECxNFU>
mouse BV2 cells NWnqNJhpTnWwY4Tpc44h[XO|YYm= M4W5UlI1KGh? NXTlT5N1UW6qaXLpeIlwdiCxZjDubZRzcWNib4jp[IUheHKxZIXjeIlwdiCrbjDMVHMue3SrbYXsZZRm\CCvb4Xz[UBDXjJiY3XscJMhfHKnYYTl[EA{KGi{czDi[YZwemViTGDTJIFl\Gm2aX;uJI1m[XO3cnXkJIFnfGW{IEK0JIhzeyCkeTDHdolme3NiYYPzZZktKEmFNUC9Ok41KM7:TR?= NETrcmozOzh5MEewNC=>
mouse B16-BL6 cells M2i1[XBzd2yrZnXyZZRqd25iYYPzZZk> NFfGVoU4OiCq MmriRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDtc5V{\SCEMU[tRmw3KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGVEPTB;Nj63PUDPxE1? M2nWOFEzODJ5N{O5
HUVEC cells NGrMUYFEgXSxdH;4bYPDqGG|c3H5 MUSxPEBp NHm5c4dEgXSxcILveIVkfGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IFiyU|IucW6mdXPl[EBwgGmmYYTpeoUhe3S{ZYPzJIlvKEiXVlXDJINmdGy|IHHmeIVzKDF6IHjyd{BjgSCFZXzsMXRqfGW{IFLseYUh[XO|YYm= MnrjNlA2QTh6OUS=
human HT1080 cells NUDKRoVnWHKxbHnm[ZJifGmxbjDhd5NigQ>? NEHYe5c4OiCq MVLBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKEiWMUC4NEBk\WyuczDh[pRmeiB5MjDodpMh[nliTWTUJIF{e2G7LDDFR|UxRTlwNTFOwG0> M1vuSlEzODJ5N{O5
human HL60 cells M3TrOmN6fG:2b4jpZ:Kh[XO|YYm= MXe3NkBp Mk\3R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGw3OCClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUmuPEDPxE1? NX;VWGhrOjB4N{O3Nlc>
human LS 174T cells NGi5XotEgXSxdH;4bYPDqGG|c3H5 M{f0Z|czKGh? M2G2[GN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxUKDF5NGSgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO2NF06NjlizszN Mn32NlA3PzN5Mke=
human SGC7901 cells M{XiemZ2dmO2aX;uJIF{e2G7 NFPRWVZCdnSrdIXtc5Ih[WO2aY\peJkh[WejaX7zeEBpfW2jbjDTS2M4QTBzIHPlcIx{KGG|c3Xzd4VlKGG|IHnubIljcXSrb36gc4Yh[2WubDDndo94fGhiYomgUXRVKGG|c3H5MEBKSzVyPUG0MlI3KM7:TR?= NVjq[Il7OjVzNkC4N|c>
human Bel7404 cells NVGyXFFiS3m2b4TvfIlkyqCjc4PhfS=> MmD1O|IhcA>? MmHPR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRoVtPzRyNDDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVE1NjVizszN NHT0WlUzODZ5M{eyOy=>
human BGC823 cells NHy2ZoVEgXSxdH;4bYPDqGG|c3H5 M2rtdlczKGh? NHLOfpBEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBDT0N6MkOgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yQS5|IN88US=> MYiyNFY4Ozd{Nx?=
human HO8910 cells M3HRUWN6fG:2b4jpZ:Kh[XO|YYm= MlPQO|IhcA>? MnLvR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTG85QTFyIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NlUvPSEQvF2= NXzadI1ROjB4N{O3Nlc>
human MCF7 cells NGG5WnVEgXSxdH;4bYPDqGG|c3H5 M2[xUmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[nliTWTUJIF{e2G7LDDJR|UxRTJ4Lkeg{txO MkD2NVg6PTJ2MkC=
human A549 cells MUDDfZRwfG:6aXRCpIF{e2G7 NWn6empvPzJiaB?= Mn;QR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUK2Mlgh|ryP NGfreokzODZ5M{eyOy=>
human LNCAP cells MXfDfZRwfG:6aXRCpIF{e2G7 NEDYT4QzPCCq NHjDNVJEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNVkODUDDj[YxteyCjc4Pld5Nm\CCjczDy[YR2[3Srb36gbY4h[2WubDD2bYFjcWyrdImgZYZ1\XJiMkSgbJJ{KGK7IGfTWE0yKGG|c3H5MEBKSzVyPUOzMlch|ryP M2Dze|I1ODhyMUC1
human HeLa cells MlLXSpVv[3Srb36gZZN{[Xl? NHjj[HFCdnSrdIXtc5Ih[WO2aY\peJkh[WejaX7zeEBpfW2jbjDI[WxiKGOnbHzzJIF{e2W|c3XkJIF{KGmwaHnibZRqd25ib3[gZ4VtdCCpcn;3eIgh[nliTWTUJIF{e2G7LDDJR|UxRTN5Lkm4JO69VQ>? MWmyOVE3ODh|Nx?=
human HepG2 cells M1jw[2Z2dmO2aX;uJIF{e2G7 NV\yVZF3SW62aYT1cY9zKGGldHn2bZR6KGGpYXnud5QhcHWvYX6gTIVxTzJiY3XscJMh[XO|ZYPz[YQh[XNiaX7obYJqfGmxbjDv[kBk\WyuIHfyc5d1cCCkeTDNWHQh[XO|YYmsJGlEPTB;NECuPFch|ryP NUTq[Hd6OjVzNkC4N|c>
human ECA109 cells NYnFbY9pS3m2b4TvfIlkyqCjc4PhfS=> NYXIfXZtPzJiaB?= NFzxc41EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBGS0FzMEmgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF01Oi54IN88US=> NFTKTFEzODZ5M{eyOy=>
human BCG823 cells MnTxR5l1d3SxeHnjxsBie3OjeR?= MljxR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRmNIQDJ|IHPlcIx{KGK7IF3UWEBie3OjeTygTWM2OD12ND62JO69VQ>? MVGxPFk2OjR{MB?=
human KB cells M3vvfWN6fG:2b4jpZ:Kh[XO|YYm= MmPLO|IhcA>? NY\mc|FTS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hU0JiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20OU4zKM7:TR?= NHrnblczODZ5M{eyOy=>
human K562 cells M37nW2N6fG:2b4jpZ:Kh[XO|YYm= Mo[yO|IhcA>? NV\mN5E3S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUzV4MjDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVQ3KM7:TR?= M{nJO|IxPjd|N{K3
rat VSMC NGmyUpNHfW6ldHnvckBie3OjeR?= M13J[VUh|ryP MXuzNEBucW6| NVLCWFl7TGWlcnXhd4UhcW5iaX70doFk\WyudXzhdkBTV1NibHX2[YwhcW5iUFTHSk1{fGmvdXzheIVlKHKjdDDWV21EKGG2IEWgeW0heHKndILlZZRm\CC5aYToJINwdXCxdX7kJIZweiB|MDDtbY5{KG2nYYP1doVlKGGodHXyJJVxKHSxIEKzJIhzeyCxZjDwc5N1KHO2aX31cIF1cW:wIIXzbY5oKEh{RFPGJIJ6KG[ub4egZ5l1d22ndILpZ{BidmGueYPpdy=> NImzZYozOTJ4NUW1OC=>
rat PC12 cells MVzGeY5kfGmxbjDhd5NigQ>? MXWyMlUh|ryP NVyzUHV2OyCq MXXO[ZVzd3C{b4TlZ5RqfmViYXP0bZZqfHliYXfhbY5{fCCKMl:yMYlv\HWlZXSg[IFu[WenIHnuJJJifCCSQ{GyJINmdGy|IHHzd4V{e2WmIHHzJINmdGxidnnhZoltcXS7IHH0JFIvPSC3TTDwdoVqdmO3YnH0[YQh\m:{IEOgbJJ{KG[xbHzve4VlKGK7IFiyU|Ih[2ijbHzlcodmKG2nYYP1doVlKGGodHXyJFUhcHK|IHL5JG1VXCCjc4PhfS=> NV7WRnhROjR4OUezN|U>

... Click to View More Cell Line Experimental Data

Assay
Methods Test Index PMID
Western blot
p-p65 / CDH6 / RUNX2 / E-cadherin / N-cadherin / Vimentin / Slug / Snail ; 

PubMed: 29284791     


c/ Effect of Caffeic acid phenethyl ester on the expression of EMT markers, CDH6 and RUNX2 detected by western blotting analysis. e/ Effect of Caffeic acid phenethyl ester on the expression of EMT markers, CDH6 and RUNX2.

Nrf2; 

PubMed: 28275300     


A: HSC-T6 cells were treated with 5 μmol/L, 10 μmol/L and 15 μmol/L CAPE for 24 h. Nrf2 mRNA and cytosol and nuclear protein expression levels were investigated using real-time PCR and Western blot, respectively

AKT / AKT1 / AKT2 / AKT3 / p-AKT / FOXO1 / FOXO3a / p-FOXO1 / p-FOXO3a / Skp2 / p27(Kip) / Cyclin D1 / Rb / p-Rb ; 

PubMed: 23615471     


Effects of CAPE treatment on the abundance and phosphorylation status of signaling proteins. Protein expression of total Akt, Akt1, Akt2, Akt3, phospho-Akt Ser473, phospho-Akt Thr308, GSK3β, Rb, phospho-Rb Ser807/811, cyclin D1, and Skp2, FOXO1, FOXO3a, phospho-FOXO1 Thr24, phospho-FOXO3a Thr32, NF-κB, phospho-NF-κB Ser536, p27(Kip), and β-actin in TW2.6 cells treated with 0, 50, or 100 μM CAPE for 48 h were assayed by Western blotting. Experiments were repeated three times.

29284791 28275300 23615471
Immunofluorescence
NF-κB; 

PubMed: 29284791     


NF-κB localization detected by IF assay in C666-1 cells when treated with Caffeic acid phenethyl ester. DMSO was the negative control. Green, p65; blue, H33342 staining (nuclei). In-NF-κB represents NF-κB inhibitor (the Caffeic acid phenethyl ester)

29284791
Growth inhibition assay
Cell number; 

PubMed: 23615471     


Effect of caffeic acid phenethyl ester (CAPE) on viability and proliferation of TW2.6 oral cancer cells. TW2.6 oral cancer cells were treated with increasing concentrations of CAPE for 24, 48, or 96 h and determined by Hoechst dye 33258-based 96-well proliferation assay (A) or by MTT (3,4,5-dimethylthiazol-2-yl)-2-5-diphenyltetrazolium bromide) 96-well assay (B), respectively, as described in Material and Methods. Cell numbers were normalized to control (DMSO treatment) of each treatment period. The mean and standard deviation represented the average and standard deviation respectively of the results from all 36 wells in the three experiments. Asterisk *** represents statistically significant difference p < 0.001 between the treated group and the control group.

23615471
In vivo In 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. [5] 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. [6]

Protocol

Cell Research:

[2]

- Collapse
  • Cell lines: Murine colon 26-L5, murine B16-BL6 melanoma, human HT-1080 fibrosarcoma and human lung A549 adenocarcinoma cell lines
  • Concentrations: ~200 μM
  • Incubation Time: 3 days
  • Method:

    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.


    (Only for Reference)
Animal Research:

[5]

- Collapse
  • Animal Models: C57BL/6 and BALB/c mice inoculated with Lewis lung carcinoma, colon carcinoma, and melanoma cells
  • Dosages: ~10 mg/kg
  • Administration: i.p.
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 57 mg/mL (200.48 mM)
Water Insoluble
Ethanol '57 mg/mL

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 284.31
Formula

C17H16O4

CAS No. 104594-70-9
Storage powder
in solvent
Synonyms CAPE, Phenylethyl Caffeate
Smiles C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O

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Clinical Trial Information

NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT03157661 Completed -- Hypertensive Episode University of Cape Town October 24 2016 --
NCT04490070 Completed Behavioral: Cognitive Stimulation Functional Ability|Cognitive Decline|Older Adults|Healthy Aging Universidad de Granada December 10 2015 Not Applicable
NCT01916668 Completed -- Intradialytic Hypertension University of Stellenbosch April 2013 --

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID