Protonated Forms of Naringenin and Naringenin Chalcone: Proteiform Bioactive Species Elucidated by IRMPD Spectroscopy, IMS, CID-MS, and Computational Approaches.
IRMPD action spectroscopy
conformational analysis
flavanones
isomeric discrimination
naringenin
structural elucidation
tandem mass spectrometry
Journal
Journal of agricultural and food chemistry
ISSN: 1520-5118
Titre abrégé: J Agric Food Chem
Pays: United States
ID NLM: 0374755
Informations de publication
Date de publication:
08 Mar 2023
08 Mar 2023
Historique:
pubmed:
28
2
2023
medline:
10
3
2023
entrez:
27
2
2023
Statut:
ppublish
Résumé
Naringenin (Nar) and its structural isomer, naringenin chalcone (ChNar), are two natural phytophenols with beneficial health effects belonging to the flavonoids family. A direct discrimination and structural characterization of the protonated forms of Nar and ChNar, delivered into the gas phase by electrospray ionization (ESI), was performed by mass spectrometry-based methods. In this study, we exploit a combination of electrospray ionization coupled to (high-resolution) mass spectrometry (HR-MS), collision-induced dissociation (CID) measurements, IR multiple-photon dissociation (IRMPD) action spectroscopy, density functional theory (DFT) calculations, and ion mobility-mass spectrometry (IMS). While IMS and variable collision-energy CID experiments hardly differentiate the two isomers, IRMPD spectroscopy appears to be an efficient method to distinguish naringenin from its related chalcone. In particular, the spectral range between 1400 and 1700 cm
Identifiants
pubmed: 36849438
doi: 10.1021/acs.jafc.2c07453
pmc: PMC9999425
doi:
Substances chimiques
naringenin chalcone
73692-50-9
Chalcones
0
naringenin
HN5425SBF2
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
4005-4015Références
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