Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates

Caffeic, ferulic, and coumaric acids were lipophilized with saturated fatty alcohols (C1?C20). The antioxidant properties of these hydroxycinnamic acids and their alkyl esters were evaluated in various assays. Furthermore, the antioxidant efficiency of the compounds was evaluated in a simple o/w microemulsion using the conjugated autoxidizable triene (CAT) assay. All evaluated phenolipids had radical scavenging, reducing power, and metal chelating properties. Only caffeic acid and caffeates were able to form a complex with iron via their catechol group in the phenolic ring. In the o/w emulsion, the medium chain phenolipids of the three homologues series were most efficient. The antioxidant properties and efficacies were dependent upon functional groups substituted to the ring structure and were in the following order: caffeic acid and caffeates > ferulic acid and ferulates > coumaric acid and coumarates. Moreover, the results demonstrated that the test system has an impact on the antioxidative properties measured.

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Main Authors: Moltke Sorensen, Ann-Dirit, Durand, Erwann, Laguerre, Mickaël, Bayrasy, Christelle, Lecomte, Jérôme, Villeneuve, Pierre, Jacobsen, Charlotte
Format: article biblioteca
Language:eng
Subjects:Q04 - Composition des produits alimentaires, Q02 - Traitement et conservation des produits alimentaires, antioxydant, acide caféique, acide férulique, acide coumarique, polyphénol, composé phénolique, coumarine, lipide, valeur nutritive, radical libre, synthèse chimique, technologie alimentaire, réaction chimique, structure chimique, http://aims.fao.org/aos/agrovoc/c_511, http://aims.fao.org/aos/agrovoc/c_36534, http://aims.fao.org/aos/agrovoc/c_33987, http://aims.fao.org/aos/agrovoc/c_36532, http://aims.fao.org/aos/agrovoc/c_15881, http://aims.fao.org/aos/agrovoc/c_5772, http://aims.fao.org/aos/agrovoc/c_1933, http://aims.fao.org/aos/agrovoc/c_4362, http://aims.fao.org/aos/agrovoc/c_5278, http://aims.fao.org/aos/agrovoc/c_33488, http://aims.fao.org/aos/agrovoc/c_28580, http://aims.fao.org/aos/agrovoc/c_3030, http://aims.fao.org/aos/agrovoc/c_25191, http://aims.fao.org/aos/agrovoc/c_15893,
Online Access:http://agritrop.cirad.fr/574995/
http://agritrop.cirad.fr/574995/1/document_574995.pdf
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spelling dig-cirad-fr-5749952024-01-28T22:25:59Z http://agritrop.cirad.fr/574995/ http://agritrop.cirad.fr/574995/ Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates. Moltke Sorensen Ann-Dirit, Durand Erwann, Laguerre Mickaël, Bayrasy Christelle, Lecomte Jérôme, Villeneuve Pierre, Jacobsen Charlotte. 2014. Journal of Agricultural and Food Chemistry, 62 (52) : 1253-12562.https://doi.org/10.1021/jf500588s <https://doi.org/10.1021/jf500588s> Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates Moltke Sorensen, Ann-Dirit Durand, Erwann Laguerre, Mickaël Bayrasy, Christelle Lecomte, Jérôme Villeneuve, Pierre Jacobsen, Charlotte eng 2014 Journal of Agricultural and Food Chemistry Q04 - Composition des produits alimentaires Q02 - Traitement et conservation des produits alimentaires antioxydant acide caféique acide férulique acide coumarique polyphénol composé phénolique coumarine lipide valeur nutritive radical libre synthèse chimique technologie alimentaire réaction chimique structure chimique http://aims.fao.org/aos/agrovoc/c_511 http://aims.fao.org/aos/agrovoc/c_36534 http://aims.fao.org/aos/agrovoc/c_33987 http://aims.fao.org/aos/agrovoc/c_36532 http://aims.fao.org/aos/agrovoc/c_15881 http://aims.fao.org/aos/agrovoc/c_5772 http://aims.fao.org/aos/agrovoc/c_1933 http://aims.fao.org/aos/agrovoc/c_4362 http://aims.fao.org/aos/agrovoc/c_5278 http://aims.fao.org/aos/agrovoc/c_33488 http://aims.fao.org/aos/agrovoc/c_28580 http://aims.fao.org/aos/agrovoc/c_3030 http://aims.fao.org/aos/agrovoc/c_25191 http://aims.fao.org/aos/agrovoc/c_15893 Caffeic, ferulic, and coumaric acids were lipophilized with saturated fatty alcohols (C1?C20). The antioxidant properties of these hydroxycinnamic acids and their alkyl esters were evaluated in various assays. Furthermore, the antioxidant efficiency of the compounds was evaluated in a simple o/w microemulsion using the conjugated autoxidizable triene (CAT) assay. All evaluated phenolipids had radical scavenging, reducing power, and metal chelating properties. Only caffeic acid and caffeates were able to form a complex with iron via their catechol group in the phenolic ring. In the o/w emulsion, the medium chain phenolipids of the three homologues series were most efficient. The antioxidant properties and efficacies were dependent upon functional groups substituted to the ring structure and were in the following order: caffeic acid and caffeates &gt; ferulic acid and ferulates &gt; coumaric acid and coumarates. Moreover, the results demonstrated that the test system has an impact on the antioxidative properties measured. article info:eu-repo/semantics/article Journal Article info:eu-repo/semantics/publishedVersion http://agritrop.cirad.fr/574995/1/document_574995.pdf application/pdf Cirad license info:eu-repo/semantics/restrictedAccess https://agritrop.cirad.fr/mention_legale.html https://doi.org/10.1021/jf500588s 10.1021/jf500588s info:eu-repo/semantics/altIdentifier/doi/10.1021/jf500588s info:eu-repo/semantics/altIdentifier/purl/https://doi.org/10.1021/jf500588s
institution CIRAD FR
collection DSpace
country Francia
countrycode FR
component Bibliográfico
access En linea
databasecode dig-cirad-fr
tag biblioteca
region Europa del Oeste
libraryname Biblioteca del CIRAD Francia
language eng
topic Q04 - Composition des produits alimentaires
Q02 - Traitement et conservation des produits alimentaires
antioxydant
acide caféique
acide férulique
acide coumarique
polyphénol
composé phénolique
coumarine
lipide
valeur nutritive
radical libre
synthèse chimique
technologie alimentaire
réaction chimique
structure chimique
http://aims.fao.org/aos/agrovoc/c_511
http://aims.fao.org/aos/agrovoc/c_36534
http://aims.fao.org/aos/agrovoc/c_33987
http://aims.fao.org/aos/agrovoc/c_36532
http://aims.fao.org/aos/agrovoc/c_15881
http://aims.fao.org/aos/agrovoc/c_5772
http://aims.fao.org/aos/agrovoc/c_1933
http://aims.fao.org/aos/agrovoc/c_4362
http://aims.fao.org/aos/agrovoc/c_5278
http://aims.fao.org/aos/agrovoc/c_33488
http://aims.fao.org/aos/agrovoc/c_28580
http://aims.fao.org/aos/agrovoc/c_3030
http://aims.fao.org/aos/agrovoc/c_25191
http://aims.fao.org/aos/agrovoc/c_15893
Q04 - Composition des produits alimentaires
Q02 - Traitement et conservation des produits alimentaires
antioxydant
acide caféique
acide férulique
acide coumarique
polyphénol
composé phénolique
coumarine
lipide
valeur nutritive
radical libre
synthèse chimique
technologie alimentaire
réaction chimique
structure chimique
http://aims.fao.org/aos/agrovoc/c_511
http://aims.fao.org/aos/agrovoc/c_36534
http://aims.fao.org/aos/agrovoc/c_33987
http://aims.fao.org/aos/agrovoc/c_36532
http://aims.fao.org/aos/agrovoc/c_15881
http://aims.fao.org/aos/agrovoc/c_5772
http://aims.fao.org/aos/agrovoc/c_1933
http://aims.fao.org/aos/agrovoc/c_4362
http://aims.fao.org/aos/agrovoc/c_5278
http://aims.fao.org/aos/agrovoc/c_33488
http://aims.fao.org/aos/agrovoc/c_28580
http://aims.fao.org/aos/agrovoc/c_3030
http://aims.fao.org/aos/agrovoc/c_25191
http://aims.fao.org/aos/agrovoc/c_15893
spellingShingle Q04 - Composition des produits alimentaires
Q02 - Traitement et conservation des produits alimentaires
antioxydant
acide caféique
acide férulique
acide coumarique
polyphénol
composé phénolique
coumarine
lipide
valeur nutritive
radical libre
synthèse chimique
technologie alimentaire
réaction chimique
structure chimique
http://aims.fao.org/aos/agrovoc/c_511
http://aims.fao.org/aos/agrovoc/c_36534
http://aims.fao.org/aos/agrovoc/c_33987
http://aims.fao.org/aos/agrovoc/c_36532
http://aims.fao.org/aos/agrovoc/c_15881
http://aims.fao.org/aos/agrovoc/c_5772
http://aims.fao.org/aos/agrovoc/c_1933
http://aims.fao.org/aos/agrovoc/c_4362
http://aims.fao.org/aos/agrovoc/c_5278
http://aims.fao.org/aos/agrovoc/c_33488
http://aims.fao.org/aos/agrovoc/c_28580
http://aims.fao.org/aos/agrovoc/c_3030
http://aims.fao.org/aos/agrovoc/c_25191
http://aims.fao.org/aos/agrovoc/c_15893
Q04 - Composition des produits alimentaires
Q02 - Traitement et conservation des produits alimentaires
antioxydant
acide caféique
acide férulique
acide coumarique
polyphénol
composé phénolique
coumarine
lipide
valeur nutritive
radical libre
synthèse chimique
technologie alimentaire
réaction chimique
structure chimique
http://aims.fao.org/aos/agrovoc/c_511
http://aims.fao.org/aos/agrovoc/c_36534
http://aims.fao.org/aos/agrovoc/c_33987
http://aims.fao.org/aos/agrovoc/c_36532
http://aims.fao.org/aos/agrovoc/c_15881
http://aims.fao.org/aos/agrovoc/c_5772
http://aims.fao.org/aos/agrovoc/c_1933
http://aims.fao.org/aos/agrovoc/c_4362
http://aims.fao.org/aos/agrovoc/c_5278
http://aims.fao.org/aos/agrovoc/c_33488
http://aims.fao.org/aos/agrovoc/c_28580
http://aims.fao.org/aos/agrovoc/c_3030
http://aims.fao.org/aos/agrovoc/c_25191
http://aims.fao.org/aos/agrovoc/c_15893
Moltke Sorensen, Ann-Dirit
Durand, Erwann
Laguerre, Mickaël
Bayrasy, Christelle
Lecomte, Jérôme
Villeneuve, Pierre
Jacobsen, Charlotte
Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
description Caffeic, ferulic, and coumaric acids were lipophilized with saturated fatty alcohols (C1?C20). The antioxidant properties of these hydroxycinnamic acids and their alkyl esters were evaluated in various assays. Furthermore, the antioxidant efficiency of the compounds was evaluated in a simple o/w microemulsion using the conjugated autoxidizable triene (CAT) assay. All evaluated phenolipids had radical scavenging, reducing power, and metal chelating properties. Only caffeic acid and caffeates were able to form a complex with iron via their catechol group in the phenolic ring. In the o/w emulsion, the medium chain phenolipids of the three homologues series were most efficient. The antioxidant properties and efficacies were dependent upon functional groups substituted to the ring structure and were in the following order: caffeic acid and caffeates &gt; ferulic acid and ferulates &gt; coumaric acid and coumarates. Moreover, the results demonstrated that the test system has an impact on the antioxidative properties measured.
format article
topic_facet Q04 - Composition des produits alimentaires
Q02 - Traitement et conservation des produits alimentaires
antioxydant
acide caféique
acide férulique
acide coumarique
polyphénol
composé phénolique
coumarine
lipide
valeur nutritive
radical libre
synthèse chimique
technologie alimentaire
réaction chimique
structure chimique
http://aims.fao.org/aos/agrovoc/c_511
http://aims.fao.org/aos/agrovoc/c_36534
http://aims.fao.org/aos/agrovoc/c_33987
http://aims.fao.org/aos/agrovoc/c_36532
http://aims.fao.org/aos/agrovoc/c_15881
http://aims.fao.org/aos/agrovoc/c_5772
http://aims.fao.org/aos/agrovoc/c_1933
http://aims.fao.org/aos/agrovoc/c_4362
http://aims.fao.org/aos/agrovoc/c_5278
http://aims.fao.org/aos/agrovoc/c_33488
http://aims.fao.org/aos/agrovoc/c_28580
http://aims.fao.org/aos/agrovoc/c_3030
http://aims.fao.org/aos/agrovoc/c_25191
http://aims.fao.org/aos/agrovoc/c_15893
author Moltke Sorensen, Ann-Dirit
Durand, Erwann
Laguerre, Mickaël
Bayrasy, Christelle
Lecomte, Jérôme
Villeneuve, Pierre
Jacobsen, Charlotte
author_facet Moltke Sorensen, Ann-Dirit
Durand, Erwann
Laguerre, Mickaël
Bayrasy, Christelle
Lecomte, Jérôme
Villeneuve, Pierre
Jacobsen, Charlotte
author_sort Moltke Sorensen, Ann-Dirit
title Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
title_short Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
title_full Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
title_fullStr Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
title_full_unstemmed Antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
title_sort antioxidant properties and efficacies of synthesized alkyl caffeates, ferulates, and coumarates
url http://agritrop.cirad.fr/574995/
http://agritrop.cirad.fr/574995/1/document_574995.pdf
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