Enzymatic functionalization of vinyl phenols and evaluation their resulting antioxidant properties in cell and emulsion model systems

• Main Authors: Lecomte, Jérôme, Durand, Erwann, Villeneuve, Pierre
• Format: Conference Object
• Language: English
• Published: AOCS 2018
• Subjects: Antarc*; Antarctica
• Online Access: http://agritrop.cirad.fr/597220/; http://agritrop.cirad.fr/597220/1/2018_AOCS%20lipid%20oxidation.pdf; https://www.aocs.org/documents/Meetings/AM18/AM18_LOQ_ABSTRACTS.pdf

Vinyl phenols were lipophilized through the electrophilic addition of peracids to its vinylic double bond. Those peracids were formed in situ, by the Candida antarctica lipase-B-assisted perhydrolysis of carboxylic acids ranging from C2 to C18, in hydrogen peroxide solution. The addition of peracids with 4-8 carbons in their alkyl chains led to the formation of two regioisomers, with the prevalence of hydroxyesters bearing a primary free hydroxyl. This prevalence became more pronounced when peracids with longer alkyl chains (C10-C18) were used. The antioxidant activity of the resulting hydroxyesters was assessed by means of the conjugated autoxidizable triene (CAT) assay, and on cell model systems.