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Caffeic acid phenethyl ester

$45

  • Brand : BIOFRON

  • Catalogue Number : AV-P11444

  • Specification : 98%

  • CAS number : 104594-70-9

  • Formula : C17H16O4

  • Molecular Weight : 284.31

  • PUBCHEM ID : 5281787

  • Volume : 50mg

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Catalogue Number

AV-P11444

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

284.31

Appearance

Botanical Source

Structure Type

Simple Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC=C(C=C1)CCOC(=O)C=CC2=CC(=C(C=C2)O)O

Synonyms

Phenethyl 3-(3,4-dihydroxyphenyl)acrylate/Phenylethyl caffeate/Phenethyl caffeate/2-Phenyethyl caffeate/2-Phenylethyl (2E)-3-(3,4-dihydroxyphenyl)acrylate/CAPE/2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (E)-/Phenethyl 3,4-Dihydroxycinnamate/2-phenylethyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate/Caffeic acid phenethyl ester/3,4-Dihydroxycinnamic Acid Phenethyl Ester/Caffeic acid 2-phenylethyl ester/Caffeic Acid phenylethyl ester/2-Phenylethyl caffeate/2-Phenylethyl caffeoate/2-Propenoic acid, 3-(3,4-dihydroxyphenyl)-, 2-phenylethyl ester, (2E)-

IUPAC Name

2-phenylethyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Density

1.3±0.1 g/cm3

Solubility

Methanol; Chloroform; DMSO

Flash Point

185.1±22.2 °C

Boiling Point

498.6±45.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:104594-70-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

27855625

Abstract

Diabetes mellitus is a complex metabolic disease characterized by high blood sugar levels. Different pathogenic processes are involved in the etiology of the disease. Indeed, chronic diabetes hyperglycemia is often associated with severe long-term complications including cardiovascular symptoms, retinopathy, nephropathy, and neuropathy. Although the precise molecular mechanisms underlying diabetes are not yet clear, it is widely accepted that increased levels of oxidative stress are involved in the onset, development and progression of diabetes and its related complications. In this regard, the use of natural antioxidant polyphenols, able to control free radical production, to increase intracellular antioxidant defense and to prevent the onset of oxidative stress, can be of high interest. Caffeic acid phenethyl ester (CAPE), a natural polyphenolic substance, is one of the main components of propolis. Due to its multifaceted biological activities, including antioxidant, antimicrobial, anti-inflammatory, antitumor, and immunomodulatory effects, CAPE has received great attention during the last few decades. In the present paper the therapeutic potential of CAPE in diabetes is extensively reviewed.

KEYWORDS

Diabetes; Nrf2; caffeic acid phenethyl ester; diabetes induced complications; inflammation; oxidative stress; polyphenols..

Title

Therapeutic Potential of Caffeic Acid Phenethyl Ester (CAPE) in Diabetes

Author

Valeria Pittal? 1 , Loredana Salerno 1 , Giuseppe Romeo 1 , Rosaria Acquaviva 2 , Claudia Di Giacomo 2 , Valeria Sorrenti 2

Publish date

2018

PMID

29141565

Abstract

Background: Use of natural agents is an upcoming area of research in cancer biology. Caffeic acid phenethyl ester (CAPE) has received great attention because of its therapeutic potential in various conditions including cancer. It is an active/abundant component of propolis, a honey bee hive product produced by bees using their enzyme-rich digestive secretions on resinous mix, bee wax and pollen from plants. It is used to protect the beehive against bacteria and other infections. Therefore a literature survey was done to understand the therapeutic potential of this compound. Although a lot of work has been done on chemotherapeutic aspects of CAPE and many reviews were available, yet its role as a radiomodulator was not clear.
Objective: The objective of the review was to collect data on role of Caffeic acid phenethyl ester as radioprotector and /or sensitizer to evaluate its potential as modulator of radiation effects during cancer therapy.
Methods: For literature survey, Pubmed and Google search engines were used. Data were collected up to August 2017. PubMed advanced search builder showed 845 papers on CAPE. This search was further narrowed down to synthesis, bioavailability, CAPE derivatives, radioprotective and radiosensitizing effects of CAPE.
Results: This review focused on the differential radiomodulatory effects of CAPE in normal and cancer cells. Besides chemistry and bioavailability, it’s potential as a therapeutic agent against radiation induced damage was also evaluated.
Conclusion: CAPE was found to act both as radioprotector and radiosensitizer. Depending on the tissue type it can modulate the radiation response by following different mechanisms.

KEYWORDS

CAPE; Propolis; cancer; radiation; radioprotection; radiosensitization..

Title

Radio-Modulatory Potential of Caffeic Acid Phenethyl Ester: A Therapeutic Perspective

Author

Km Anjaly, Ashu B. Tiku*.

Publish date

2018

PMID

29869000

Abstract

Honeybee propolis and its bioactive component, caffeic acid phenethyl ester (CAPE), are known for a variety of therapeutic potentials. By recruiting a cell-based reporter assay for screening of hypoxia-modulating natural drugs, we identified CAPE as a pro-hypoxia factor. In silico studies were used to probe the capacity of CAPE to interact with potential hypoxia-responsive proteins. CAPE could not dock into hypoxia inducing factor (HIF-1), the master regulator of hypoxia response pathway. On the other hand, it was predicted to bind to factor inhibiting HIF (FIH-1). The active site residue (Asp201) of FIH-1α was involved in hydrogen bond formation with CAPE and its analogue, caffeic acid methyl ester (CAME), especially in the presence of Fe and 2-oxoglutaric acid (OGA). We provide experimental evidence that the low doses of CAPE, that did not cause cytotoxicity or anti-migratory effect, activated HIF-1α and inhibited stress-induced protein aggregation, a common cause of age-related pathologies. Furthermore, by structural homology search, we explored and found candidate compounds that possess stronger FIH-1 binding capacity. These compounds could be promising candidates for modulating therapeutic potential of CAPE, and its recruitment in treatment of protein aggregation-based disorders.

KEYWORDS

Anti-stress molecules; Caffeic acid phenethyl ester; Factor inhibiting HIF-1α; Hypoxia inducible factor; Pro-hypoxia.

Title

Caffeic Acid Phenethyl Ester (CAPE) Possesses Pro-Hypoxia and Anti-Stress Activities: Bioinformatics and Experimental Evidences

Author

Priyanshu Bhargava 1 2 , Anjani Kumari 3 , Jayarani F Putri 1 , Yoshiyuki Ishida 4 , Keiji Terao 4 , Sunil C Kaul 5 , Durai Sundar 6 , Renu Wadhwa 7

Publish date

2018 Sep


Description :

Caffeic acid phenethyl ester is a NF-κB inhibitor.