Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium

Magali Salas-Reyes; Javier Hernández; Zaira Domínguez; Felipe J. González; Pablo D. Astudillo; Rosa Elena Navarro; Evelin Martínez-Benavidez; Carlos Velázquez-Contreras; Samuel Cruz-Sánchez

doi:10.1590/S0103-50532011000400012

Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium

Magali Salas-Reyes^*, Javier Hernández, Zaira Domínguez, Felipe J. González, Pablo D. Astudillo, Rosa Elena Navarro, Evelin Martínez-Benavidez, Carlos Velázquez-Contreras, Samuel Cruz-Sánchez

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

We studied the electrochemical behaviour as a function of the structure of a series of caffeic and ferulic acids derivatives as well as their corresponding redox moieties catechol and guaiacol by cyclic voltammetry. Results revealed that the medium is key for changes in the oxidation mechanism of guaiacol and ferulic acid. Electrochemical oxidation of the ferulic acid amide derivatives revealed that the nitrogen atom plays an important role in the derivatization of the electrode surface. In addition, radical scavenging activity of the compounds evaluated through the percentage of inhibition of the 2,2'-diphenyl-1-picrylhidrazyl radical showed a good relationship with the oxidation potentials.

Original language	English
Pages (from-to)	693-701
Number of pages	9
Journal	Journal of the Brazilian Chemical Society
Volume	22
Issue number	4
DOIs	https://doi.org/10.1590/S0103-50532011000400012
State	Published - 2011

Keywords

Antioxidant activity
Caffeic acid phenethyl ester
Cyclic voltammetry
DPPH radical
Hydroxycinnamic acids

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10.1590/S0103-50532011000400012

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Salas-Reyes, M., Hernández, J., Domínguez, Z., González, F. J., Astudillo, P. D., Navarro, R. E., Martínez-Benavidez, E., Velázquez-Contreras, C., & Cruz-Sánchez, S. (2011). Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium. Journal of the Brazilian Chemical Society, 22(4), 693-701. https://doi.org/10.1590/S0103-50532011000400012

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title = "Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium",

abstract = "We studied the electrochemical behaviour as a function of the structure of a series of caffeic and ferulic acids derivatives as well as their corresponding redox moieties catechol and guaiacol by cyclic voltammetry. Results revealed that the medium is key for changes in the oxidation mechanism of guaiacol and ferulic acid. Electrochemical oxidation of the ferulic acid amide derivatives revealed that the nitrogen atom plays an important role in the derivatization of the electrode surface. In addition, radical scavenging activity of the compounds evaluated through the percentage of inhibition of the 2,2'-diphenyl-1-picrylhidrazyl radical showed a good relationship with the oxidation potentials.",

keywords = "Antioxidant activity, Caffeic acid phenethyl ester, Cyclic voltammetry, DPPH radical, Hydroxycinnamic acids",

author = "Magali Salas-Reyes and Javier Hern{\'a}ndez and Zaira Dom{\'i}nguez and Gonz{\'a}lez, {Felipe J.} and Astudillo, {Pablo D.} and Navarro, {Rosa Elena} and Evelin Mart{\'i}nez-Benavidez and Carlos Vel{\'a}zquez-Contreras and Samuel Cruz-S{\'a}nchez",

year = "2011",

doi = "10.1590/S0103-50532011000400012",

language = "Ingl{\'e}s",

volume = "22",

pages = "693--701",

journal = "Journal of the Brazilian Chemical Society",

issn = "0103-5053",

publisher = "Sociedade Brasileira de Quimica",

number = "4",

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TY - JOUR

T1 - Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium

AU - Salas-Reyes, Magali

AU - Hernández, Javier

AU - Domínguez, Zaira

AU - González, Felipe J.

AU - Astudillo, Pablo D.

AU - Navarro, Rosa Elena

AU - Martínez-Benavidez, Evelin

AU - Velázquez-Contreras, Carlos

AU - Cruz-Sánchez, Samuel

PY - 2011

Y1 - 2011

N2 - We studied the electrochemical behaviour as a function of the structure of a series of caffeic and ferulic acids derivatives as well as their corresponding redox moieties catechol and guaiacol by cyclic voltammetry. Results revealed that the medium is key for changes in the oxidation mechanism of guaiacol and ferulic acid. Electrochemical oxidation of the ferulic acid amide derivatives revealed that the nitrogen atom plays an important role in the derivatization of the electrode surface. In addition, radical scavenging activity of the compounds evaluated through the percentage of inhibition of the 2,2'-diphenyl-1-picrylhidrazyl radical showed a good relationship with the oxidation potentials.

AB - We studied the electrochemical behaviour as a function of the structure of a series of caffeic and ferulic acids derivatives as well as their corresponding redox moieties catechol and guaiacol by cyclic voltammetry. Results revealed that the medium is key for changes in the oxidation mechanism of guaiacol and ferulic acid. Electrochemical oxidation of the ferulic acid amide derivatives revealed that the nitrogen atom plays an important role in the derivatization of the electrode surface. In addition, radical scavenging activity of the compounds evaluated through the percentage of inhibition of the 2,2'-diphenyl-1-picrylhidrazyl radical showed a good relationship with the oxidation potentials.

KW - Antioxidant activity

KW - Caffeic acid phenethyl ester

KW - Cyclic voltammetry

KW - DPPH radical

KW - Hydroxycinnamic acids

UR - http://www.scopus.com/inward/record.url?scp=79953293985&partnerID=8YFLogxK

U2 - 10.1590/S0103-50532011000400012

DO - 10.1590/S0103-50532011000400012

M3 - Artículo

SN - 0103-5053

VL - 22

SP - 693

EP - 701

JO - Journal of the Brazilian Chemical Society

JF - Journal of the Brazilian Chemical Society

IS - 4

ER -

Electrochemical oxidation of caffeic and ferulic acid derivatives in aprotic medium

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Keywords

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