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Ethyl ferulate

$43

  • Brand : BIOFRON

  • Catalogue Number : BF-E3006

  • Specification : 98%

  • CAS number : 4046-02-0

  • Formula : C12H14O4

  • Molecular Weight : 222.24

  • PUBCHEM ID : 736681

  • Volume : 100mg

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Catalogue Number

BF-E3006

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

222.24

Appearance

White crystalline powder

Botanical Source

Ligusticum sinense cv. chuanxiong,Glechoma longituba,Curcuma wenyujin,Harpagophytum procumbens,Lepidium sativum

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

CCOC(=O)C=CC1=CC(=C(C=C1)O)OC

Synonyms

ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate/4-Hydroxy-3-methoxycinnamic Acid Ethyl Ester/Ferulic acid ethyl ester/Ethyl 4-Hydroxy-3-MethoxycinnaMate/2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, ethyl ester/Ethyl Ferulate/Ethyl 3-(4-hydroxy-3-methoxyphenyl)acrylate

IUPAC Name

ethyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Density

1.2±0.1 g/cm3

Solubility

Chloroform; Ethyl Acetate

Flash Point

132.5±17.2 °C

Boiling Point

382.3±0.0 °C at 760 mmHg

Melting Point

63-65 °C(lit.)

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2918990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:4046-02-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

24941338

Abstract

Ethyl ferulate (FAEE) has been widely studied due to its beneficial heath properties and, when incorporated in creams, shows a high sun protection capacity. Here we aimed to compare FAEE and its precursor, ferulic acid (FA), as free radical scavengers, inhibitors of oxidants produced by leukocytes and the alterations in rheological properties when incorporated in emulsion based creams. The cell-free antiradical capacity of FAEE was decreased compared to FA. However, FAEE was more effective regarding the scavenging of reactive oxygen species produced by activated leukocytes. Stress and frequency sweep tests showed that the formulations are more elastic than viscous. The viscoelastic features of the formulations were confirmed in the creep and recovery assay and showed that the FAEE formulation was less susceptive to deformation. Liberation experiments showed that the rate of FAEE release from the emulsion was slower compared to FA. In conclusion, FAEE is more effective than FA as a potential inhibitor of oxidative damage produced by oxidants generated by leukocytes. The rheological alterations caused by the addition of FAEE are indicative of lower spreadability, which could be useful for formulations used in restricted areas of the skin.

Title

Ethyl Ferulate, a Component With Anti-Inflammatory Properties for Emulsion-Based Creams

Author

Ana C Nazare 1 , Carolina M Q G de Faria 1 , Bruna G Chiari 2 , Maicon S Petrônio 1 , Luis O Regasini 3 , Dulce H S Silva 3 , Marcos A Corrêa 2 , Vera L B Isaac 2 , Luiz M da Fonseca 1 , Valdecir F Ximenes 4

Publish date

2014 Jun 17

PMID

26190354

Abstract

Formation of ethyl ferulate (EF) and ferulic acid (FA) under sake mash conditions was studied using feruloylated oligosaccharide (FO), prepared from rice grains, as the substrate for rice koji enzyme. EF and FA were produced from FO over six times faster than from alkyl ferulates however, under the same ethanol concentration, only small differences were observed between the EF/FA ratios when either FO or methyl ferulate were used as substrates. Esterification and hydrolysis of FO or methyl ferulate showed similar pH dependencies and similar EF/FA ratios for each substrate in all of the pH ranges tested. Ethanol concentration clearly affected the EF/FA ratio; the ratio increased as ethanol concentration increased. Formation of EF and FA in the sake mash simulated rice digest was accelerated by addition of exogenous FO. These results indicated that supply of FO to sake mash is a crucial step for EF and FA formation, and ethanol is an influencing factor in the EF/FA ratio. The rice koji enzyme reaction suggested that EF and FA are formed through a common feruloylated enzyme intermediate complex by transesterification or hydrolysis, and these reactions occur competitively.

Title

Formation of Ethyl Ferulate From Feruloylated Oligosaccharide by Transesterification of Rice Koji Enzyme Under Sake Mash Conditions

Author

Nobukazu Suzuki 1 , Toshihiko Ito 1 , Kai Hiroshima 1 , Tetsuo Tokiwano 1 , Katsumi Hashizume 2

Publish date

2016 MarQ

PMID

30681375

Abstract

Introduction: Ethyl ferulate is a phenylpropanoid with anti-inflammatory, antioxidant and neuroprotective activities of natural and synthetic origin with potential uses in the nutraceutical and pharmaceutical industry. Therefore, the aim of this study was to investigate the current scenario regarding patents and scientific articles available involving the substance in question, regarding aspects such as quantity, areas of knowledge and depositor countries.
Areas covered: To do so, we conducted technological and scientific prospecting on the WIPO, EPO, USPTO and INPI and scientific databases in PubMed, Web of Science and Lilacs databases using the keywords ‘ferulic acid ethyl ester’ and ‘ethyl ferulate’ in English and Portuguese. A total of 16 articles and 17 patents of which 10 were Chinese and 11 claimed the use of ethyl ferulate or for the synthesis of other substances or synthetic methods of the same. Five of the patents selected claimed therapeutic applications related to the treatment of mycobacterial infections, use as a cosmetic and neuroprotective activity. The systematic review of the literature revealed antioxidant, neuroprotective, anti-inflammatory, antimutagenic, antiapoptotic, antimutagenic and antiproliferative activities.
Expert opinion: The technological and scientific prospection highlighted ethyl ferulate, despite its known pharmacological activities, is little explored by the pharmaceutical and nutraceutical industries.

KEYWORDS

Ethyl ferulate; anti-inflammatory activity; antioxidant; biotechnology; natural product.

Title

Systematic Review and Technological Prospection: Ethyl Ferulate, a Phenylpropanoid With Antioxidant and Neuroprotective Actions

Author

Francisco Valmor Macedo Cunha 1 , Angelica Gomes Coelho 1 , Pedro Simão da Silva Azevedo 1 , Arnobio Antônio da Silva Júnior 2 , Francisco de Assis Oliveira 1 , Livio Cesar Cunha Nunes 3

Publish date

2019 Feb


Description :

Ethyl ferulate, a naturally lipophilic derivative of ferulic acid originally derived from giant fennel (F. communis), induces heme oxygenase-1 (HO-1) and protects rat neurons against oxidative stress[1]. Ethyl ferulate also protects neurons against amyloid β peptide (1-42)-induced oxidative stress and neurotoxicity[2].