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Synthesis and evaluation of antioxidant activities of novel hydroxyalkyl esters and bis-aryl esters based on sinapic and caffeic acids

Laguna Oscar, Durand Erwann, Baréa Bruno, Dauguet Sylvie, Fine Frédéric, Villeneuve Pierre, Lecomte Jérôme. 2020. Synthesis and evaluation of antioxidant activities of novel hydroxyalkyl esters and bis-aryl esters based on sinapic and caffeic acids. Journal of Agricultural and Food Chemistry, 68 (35) : pp. 9308-9318.

Journal article ; Article de recherche ; Article de revue à facteur d'impact
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Abstract : Novel hydroxyalkyl esters and bis-aryl esters were synthesized from sinapic and caffeic acids and aliphatic α,ω-diols of increasing chain lengths from 2 to 12 carbon atoms. Then, their antiradical reactivity (DPPH assay) and their antioxidant activity in a model oil-in-water emulsion (CAT assay) were evaluated. All the esters showed lower antiradical activities compared to their corresponding phenolic acid. This decrease was associated with the steric hindrance in hydroxyalkyl esters, and intramolecular interactions in bis-aryl esters. Regarding the two bis-aryl esters series in emulsion, the antioxidant capacity was improved with alkyl chain lengthening up to four carbons, after which it decreased for longer chains. This “cutoff” effect was not observed for both hydroxyalkyl esters series for which the alkyl chain lengthening results in a decrease of the antioxidant activity.

Mots-clés libres : Antioxidant, Lipids, Chemistry

Classification Agris : S20 - Physiology of human nutrition

Champ stratégique Cirad : CTS 3 (2019-) - Systèmes alimentaires

Auteurs et affiliations

  • Laguna Oscar, CIRAD-PERSYST-UMR IATE (FRA)
  • Durand Erwann, CIRAD-PERSYST-UMR IATE (FRA) ORCID: 0000-0002-0306-8081
  • Baréa Bruno, CIRAD-PERSYST-UMR IATE (FRA)
  • Dauguet Sylvie, Terres Inovia (FRA)
  • Fine Frédéric, Terres Inovia (FRA)
  • Villeneuve Pierre, CIRAD-PERSYST-UMR IATE (FRA) ORCID: 0000-0003-1685-1494
  • Lecomte Jérôme, CIRAD-PERSYST-UMR IATE (FRA) - auteur correspondant

Source : Cirad-Agritrop (https://agritrop.cirad.fr/596429/)

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