title: Targeted filtering reduces the complexity of UHPLC-Orbitrap-HRMS data to decipher polyphenol polymerization.
abstract: UHPLC-LTQ-Orbitrap-high resolution mass spectrometry (HRMS) was applied to investigate complex polymeric polyphenols, before and after acid-catalysed depolymerisation in the presence of a nucleophile (phloroglucinol). Reaction products of (-)-epicatechin with acetaldehyde formed in model solution were selected for a proof-of concept experiment. The complexity of the UHPLC-HRMS dataset obtained after 4h incubation was reduced with petroleomics-inspired strategies using Van Krevelen diagrams and modified Kendrick mass defect filtering targeting ethyl-epicatechin (C17H16O6) units. Combining these approaches with mass fragmentation and phloroglucinolysis allowed us to describe reaction of epicatechin and acetaldehyde. More than 65 compounds were found, including the homogeneous bridged derivatives (up to the undecamer), vinyl and ethanol adducts, and xanthene and xanthylium salt derivatives which were identified for the first time.
authors.affiliation: SPO, INRA, Montpellier Supagro, Université de Montpellier, 2, place Viala, 34060 Montpellier, France. Electronic address: avallverdu@ub.edu.
authors.forename: Anna
authors.initials: A
authors.lastname: Vallverdú-Queralt
authors.affiliation: SPO, INRA, Montpellier Supagro, Université de Montpellier, 2, place Viala, 34060 Montpellier, France.
authors.forename: Emmanuelle
authors.initials: E
authors.lastname: Meudec
authors.affiliation: SPO, INRA, Montpellier Supagro, Université de Montpellier, 2, place Viala, 34060 Montpellier, France.
authors.forename: Matthias
authors.initials: M
authors.lastname: Eder
authors.affiliation: Nutrition and Food Science Department, XaRTA, INSA, Pharmacy School, Av Joan XXIII s/n, University of Barcelona, Barcelona, Spain; CIBER Fisiopatología de la Obesidad y la Nutrición (CIBEROBN), Madrid, Spain.
authors.forename: Rosa M
authors.initials: RM
authors.lastname: Lamuela-Raventos
authors.affiliation: SPO, INRA, Montpellier Supagro, Université de Montpellier, 2, place Viala, 34060 Montpellier, France.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Sommerer
authors.affiliation: SPO, INRA, Montpellier Supagro, Université de Montpellier, 2, place Viala, 34060 Montpellier, France.
authors.forename: Véronique
authors.initials: V
authors.lastname: Cheynier
mesh_terms: D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D013058:Mass Spectrometry / Q000379:methods*; D010936:Plant Extracts / Q000737:chemistry*; D058105:Polymerization; D059808:Polyphenols / Q000737:chemistry*
chemical_list: D010936:Plant Extracts; D059808:Polyphenols
keywords: Epicatechin; Kendrick mass defect plots; Orbitrap-HRMS; Petroleomics-inspired strategy; Van Krevelen diagrams