Phenethyl Caffeate powder (104594-70-9)

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Category: SKU: N/A

Name:Phenethyl Caffeate

CAS:104594-70-9

Molecular Formula: C17H16O4

STORAGE:Store in a cool and dry place. Keep away from direct sunlight and heat.

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Phenethyl Caffeate powder (104594-70-9) video

 

Phenethyl Caffeate powder Base Information

Name Phenethyl caffeate powder
CAS 104594-70-9
Purity >98.0%(HPLC)
Chemical name Caffeic acid phenethyl ester
Phenethyl caffeate
104594-70-9
CAPE
Phenylethyl caffeate
Synonyms 3-(3,4-Dihydroxyphenyl)-2-propenoic acid phenylethyl ester
Molecular Formula C17H16O4
Molecular Weight 284.311 g/mol
Melting Point 127.0-131.0°C
InChI Key SWUARLUWKZWEBQ-VQHVLOKHSA-N
Form Solid
Appearance Light yellow powder
Half Life 21.2 to 26.7 minutes
Solubility Soluble in DMSO (10 mg/ml), ethanol (100 mM), ethyl acetate (50 mg/ml), methanol, acetone, and acetonitrile. Insoluble in water.
Storage Condition -20°C
Application Antineoplastic agent

A substance that inhibits or prevents the proliferation of neoplasms.

neuroprotective agent

Any compound that can be used for the treatment of neurodegenerative disorders.

anti-inflammatory agent

Any compound that has anti-inflammatory effects.

immunomodulator

Biologically active substance whose activity affects or plays a role in the functioning of the immune system.

Testing Document Available

 

Phenethyl Caffeate powder General Description

Phenethyl Caffeate powder (104594-70-9) is an alkyl caffeate ester in which 2-phenylethyl is the alkyl component. It has a role as an antineoplastic agent, an anti-inflammatory agent, an immunomodulator, a metabolite, an antioxidant, a neuroprotective agent, an antiviral agent and an antibacterial agent.

Phenethyl caffeate powder is the phenethyl alcohol ester of caffeic acid and a bioactive component of honeybee hive propolis, with antineoplastic, cytoprotective and immunomodulating activities. Upon administration, Phenethyl caffeate inhibits the activation of nuclear transcription factor NF-kappa B and may suppress p70S6K and Akt-driven signaling pathways. In addition, Phenethyl caffeate inhibits PDGF-induced proliferation of vascular smooth muscle cells through the activation of p38 mitogen-activated protein kinase (MAPK) and hypoxia-inducible factor (HIF)-1alpha and subsequent induction of heme oxygenase-1 (HO-1).

 

Phenethyl Caffeate powder History

Phenethyl caffeate is a compound found in propolis, a mixture produced by bees. Phenethyl caffeate exhibits anti-inflammatory, anti-atherosclerotic, antioxidative, cardioprotective, anti-obesity, and anticancer chemotherapeutic activities. In vitro, phenethyl caffeate inhibits IL-1β-induced expression of IL-6, MCP-1, and ICAM-1, and suppresses phosphorylation of Akt and NF-κB. In vivo, phenethyl caffeate decreases levels of AST and lactate dehydrogenase and suppresses lipid peroxidation.

 

Phenethyl Caffeate Mechanism Of Action

Phenethyl caffeate 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 Phenethyl caffeate acts as an anti-proliferative agent in over-productive cell growth. It is also shown that Phenethyl caffeate 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 Phenethyl caffeate-induced cell death.

Phenethyl caffeate has been reported to have anti-carcinogenic, anti-inflammatory, and immunomodulatory properties. Phenethyl caffeate 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 Phenethyl caffeate. Studies have also demonstrated Phenethyl caffeate 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. Phenethyl caffeate is an inhibitor of ODC and Tyrosine Kinase.

 

Phenethyl Caffeate Application

Phenethyl caffeate also decreases body weight gain and fat mass in animal models fed a high fat diet, potentially by inhibiting adipogenesis. In other animal models, this compound inhibits 5-lipoxygenase and decreases blood pressure, collagen deposition, and other atherosclerotic biomarkers. In animal and cellular models of colorectal cancer, phenethyl caffeate induces apoptosis and inhibits cellular and tumor growth.

Antineoplastic agent

A substance that inhibits or prevents the proliferation of neoplasms.

neuroprotective agent

Any compound that can be used for the treatment of neurodegenerative disorders.

anti-inflammatory agent

Any compound that has anti-inflammatory effects.

immunomodulator

Biologically active substance whose activity affects or plays a role in the functioning of the immune system.

 

Phenethyl Caffeate More research

Phenethyl caffeate is a natural phenolic chemical compound. It is the ester of caffeic acid and phenethyl alcohol.

A variety of in vitro pharmacology and effects in animal models have been reported for Phenethyl caffeate, but their clinical significance is unknown. It has antimitogenic, anticarcinogenic, anti-inflammatory, and immunomodulatory properties in vitro. Another study also showed that Phenethyl caffeate suppresses acute immune and inflammatory responses in vitro. This anti-cancer effect was also seen when mice skin was treated with bee propolis and exposed to TPA, a chemical that induced skin papillomas. Phenethyl caffeate significantly reduced the number of papillomas.

 

Phenethyl Caffeate Reference

Yang JW, Jung WK, Lee CM, et al. Caffeic acid phenethyl ester inhibits the inflammatory effects of interleukin-1β in human corneal fibroblasts. Immunopharmacol Immunotoxicol. 2014 Oct;36(5):371-7. PMID: 25151996.

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