1H NMR and SPME-GC/MS study of hydrolysis, oxidation and other reactions occurring during in vitro digestion of non-oxidized and oxidized sunflower oil. Formation of hydroxy-octadecadienoates. (January 2017)

• Record Type: Journal Article
• Authors: Nieva-Echevarría, Bárbara; Goicoechea, Encarnación; Manzanos, María J.; Guillén, María D.
• Is Part Of: Food research international. Volume 91(2017)
• Page Start: 171
• Page End: 182
• Publication Date: 2017-01
• Subjects: Linoleic acid (PubChem CID: 5280450) -- 13-Hydroperoxy-9Z, 11E-octadecadienoic acid (PubChem CID: 5280720) -- 9-Hydroperoxy-10E, 12Z-octadecadienoic acid (PubChem CID: 9548877) -- 9-Hydroperoxy-10E, 12E-octadecadienoic acid (PubChem CID: 5282856) -- 9-Hydroxy-10E, 12Z-octadecadienoic acid (PubChem CID: 5312830) -- 9-Hydroxy-10E, 12E-octadecadienoic acid (PubChem CID: 5282945) -- 13-Hydroxy-9E, 11E-octadecadienoic acid (PubChem CID: 5282948) -- (2E, 4Z)-Decadienal (PubChem CID: 6427087) -- (2E, 4E)-Nonadienal (PubChem CID: 5283339) -- 2-Pentyl-pyridine (PubChem CID: 16800); Sunflower oil -- In vitro digestion -- Lipolysis -- Oxidation -- Omega-6 lipids -- Maillard volatiles; Food -- Analysis -- Periodicals; Food industry and trade -- Periodicals; Food industry and trade -- Canada -- Periodicals; Food Technology -- Periodicals; Food -- Periodicals; Food-Processing Industry -- Periodicals; Aliments -- Industrie et commerce -- Périodiques; Aliments -- Industrie et commerce -- Canada -- Périodiques; Aliments -- Recherche -- Périodiques; Food industry and trade; Canada; Periodicals; Electronic journals; 664.005
• DOI: 10.1016/j.foodres.2016.11.027
• Languages: English
• ISSNs: 0963-9969

Abstract

Abstract: Both fresh and slightly oxidized sunflower oils, as models of omega-6 rich lipids, were submitted to in vitro gastrointestinal digestion and studied by 1 H NMR and SPME-GC/MS. Changes in lipolysis degree, lipid composition and oxidative level were studied by 1 H NMR. Three quantitative approaches were used and several equations were newly developed. In oxidized oil digestates slightly lower hydrolysis and a higher advance of oxidation took place during digestion. This latter was evidenced by a greater decrease of lipid unsaturation degree and enhanced generation of oxidation products ( cis, trans -hydroperoxy-octadecadienoates, cis, trans - and trans, trans -hydroxy-octadecadienoates). For the first time, the generation of hydroxy-octadecadienoates during in vitro digestion is reported. Furthermore, SPME-GC/MS study of non-digested and digested samples headspaces confirmed that lipid oxidation occurred: abundances of volatile markers increased (including potentially toxic alpha, beta -unsaturated aldehydes), especially in oxidized oils digestates. Markers of Maillard-type and esterification reactions were also detected in the digestates. Graphical abstract: Highlights: Non-oxidized and slightly oxidized sunflower oils were in vitro digested. The ongoing chemical reactions were investigated by 1 H NMR and SPME-GC/MS Oil initial oxidation level affected the hydrolysis and oxidation extent reached. The formation of hydroperoxy- and hydroxy-octadecadienoates was evidenced. Other reactions like Maillard and esterification also took place.