Caffeic acid phenethyl ester CAS: 104594-70-9
MF: C17H16O4
MW: 284.31
Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities.

Caffeic acid phenethyl ester (CAS 104594-70-9)

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Synonyme: Phenethyl caffeate; CAPE
Application: Inhibits ornithine decarboxylase, protein tyrosine kinase and lipoxygenase activities
Numéro CAS: 104594-70-9
Pureté: ≥98%
Masse Moléculaire: 284.31
Formule Moléculaire: C17H16O4
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CAPE (Caffeic acid phenethyl ester) is a constituent of the propolis of honeybee hives and has been shown to contain inhibitory effects on induced papilloma promotion in mice. Studies have shown that CAPE acts as an anti-proliferative agent in over-productive cell growth. It is also shown that CAPE can cause DNA fragmentation and apoptosis which can have toxic results towards cloned rat embryo fibroblast (CREF) cells. In addition, CREF cells depleted of cellular glutathione (GSH) seemed to be more sensitive to CAPE-induced cell death.

CAPE has been reported to have anti-carcinogenic, anti-inflammatory, and immunomodulatory properties. CAPE also inhibits HIV-1 integrase. The anti-inflammatory characteristics have been thought to be due to suppression of the lipoxygenase pathway of arachidonic acid metabolism by CAPE. Studies have also demonstrated CAPE to be a specific and potent inhibitor of activation of nuclear transcription factor NF kappa B, which is a protein complex that controls the transcription of DNA. CAPE (Caffeic Acid Phenethylester) is an inhibitor of ODC and Tyrosine Kinase.


Références

1. Sud'ina, G.F., et al. 1993. FEBS Lett. 329: 21-24. PMID: 7689063
2. Su, Z.Z., et al. 1995. Anticancer Res. 15: 1841-1848. PMID: 8572568
3. Chiao, C., et al. 1995. Cancer Res. 55: 3576-3583. PMID: 7543016
4. Huang, M.T., et al. 1996. Carcinogenesis. 17: 761-765. PMID: 8625488
5. Natarajan, K., et al. 1996. Proc. Natl. Acad. Sci. U.S.A. 93: 9090-9095. PMID: 8799159

Apparence :
Crystalline powder
État Physique :
Solid
Solubilité :
Soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water.
STOCKAGE :
Store at -20° C
Point de fusion :
173.38° C
Point d'Ébullition :
~498.6° C at 760 mmHg (Predicted)
Densité :
~1.3 g/cm3 (Predicted)
Indice de Réfraction :
n20D 1.65
IC50 :
HIV-1 integrase: IC50 = 7 µM; MRP : IC50 = 15 µM
Pour la Recherche Uniquement. Non conforme pour le Diagnostic ou pour une Utilisation Thérapeutique.
WGK Allemagne :
3
RTECS :
UD3334375
PubChem CID :
5281787
Numéro MDL :
MFCD00866470
SMILES :
C1=CC=C(C=C1)CCOC(=O)/C=C/C2=CC(=C(C=C2)O)O

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Caffeic acid phenethyl ester  Références bibliographiques

Consultez les publications faisant référence à l' utilisation de Caffeic acid phenethyl ester. Cliquez sur le lien pour afficher lentrée PubMed .

Citations 1 à 9 sur un total de 9

PMID: # 29545862  Mercantepe, T.|Unal, D.|Tümkaya, L.|Yazici, ZA.| et al. 2018. Exp Ther Med. 15: 3404-3412.

PMID: # 29949757  Watanabe, H. et al. 2018. Cell Rep. 23: 3721-3729.

PMID: # 28965045  Yu, HJ. et al. 2017. Arch. Oral Biol. 84: 94-99.

PMID: # 28600813  Christensen, AG. et al. 2017. Stem Cells. 35: 1898-1912.

PMID: # 27480649  Cheng, YY. et al. 2017. Arch. Immunol. Ther. Exp. (Warsz.). 65: 145-156.

PMID: # 26651953  Dilber, Y. et al. 2016. Acta histochemica. 118: 31-7.

PMID: # 24694795  Tran, HT. et al. 2014. Inflamm. Bowel Dis. 20: 835-46.

PMID: # 22847000  Narayanan, A. et al. 2012. The Journal of biological chemistry. 287: 33198-214.

PMID: # 21414310  Nakamura, S. et al. 2011. Eur. J. Pharmacol. 659: 67-71.

Citations 1 à 9 sur un total de 9
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