Enzymatic continuous-flow preparation of nature-inspired phenolic esters as antiradical and antimicrobial agents. (1st October 2022)

• Record Type: Journal Article
• Authors: Annunziata, Francesca; Contente, Martina L.; Anzi, Valentina; Donzella, Silvia; Conti, Paola; Molinari, Francesco; Martino, Piera Anna; Meroni, Gabriele; Sora, Valerio Massimo; Tamborini, Lucia; Pinto, Andrea
• Is Part Of: Food chemistry. Volume 390(2022)
• Publication Date: 2022-10-01
• Subjects: Phenolic esters -- Antimicrobial agents -- Radical scavenger -- Food preservatives -- Flow chemistry -- Lipase; Food -- Analysis -- Periodicals; Food -- Composition -- Periodicals; 664
• DOI: 10.1016/j.foodchem.2022.133195
• Languages: English
• ISSNs: 0308-8146

Abstract

Graphical abstract: Highlights: A series of nature-inspired lipophilic phenolic esters was synthesized. A biocatalyzed flow synthesis of phenolic esters in a green solvent was developed. The optimized flow protocol included an efficient in-line purification procedure. Novozyme 435® resulted highly stable in cyclopentyl methyl ether. The amphiphilic phenolic esters were tested as antiradical and antimicrobial agents. Abstract: A collection of nature-inspired lipophilic phenolic esters have been prepared by an enzymatic synthesis under flow conditions, using the immobilized lipase B from Candida antarctica (Novozyme 435®) as a catalyst in cyclopentyl methyl ether (CPME), a non-conventional and green solvent. Their antimicrobial activity against four selected bacterial strains together with their efficiency as radical scavengers were evaluated. The obtained compounds were characterized by enhanced lipophilicity in comparison with the parent non-esterified compounds, which increased the possibility of their use as additives in the food industry.