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标题：Exploring the Isomeric Precursors of Olive Oil Major Secoiridoids: An Insight into Olive Leaves and Drupes by Liquid-Chromatography and Fourier-Transform Tandem Mass Spectrometry
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作者：Ramona Abbattista ; Ilario Losito ; Cosima Damiana Calvano 等
期刊名称：Foods
电子版ISSN：2304-8158
出版年度：2021
卷号：10
期号：9
DOI：10.3390/foods10092050
语种：English
出版社：MDPI Publishing
摘要：Secoiridoids play a key role in determining health benefits related to a regular consumption of extra-virgin olive oil (EVOO), in which they are generated from precursors of the same class naturally occurring in drupes and leaves of the olive ( Olea europaea L.) plant. Here, reversed-phase liquid chromatography coupled to electrospray ionization and Fourier-transform single/tandem mass spectrometry (RPLC-ESI-FTMS and MS/MS) was employed for a structural elucidation of those precursors. The presence of three isoforms in both matrices was assessed for oleuropein ([M-H] − ion with m/ z 539.1770) and was emphasized, for the first time, also for ligstroside ( m/ z 523.1821) and for the demethylated counterparts of the two compounds ( m/ z 525.1614 and 509.1665, respectively). However, only the prevailing isoform included an exocyclic double bond between carbon atoms C 8 and C 9, typical of oleuropein and ligstroside; the remaining, less abundant, isoforms included a C=C bond between C 8 and C 10. The same structural difference was also observed between secoiridoids named elenolic acid glucoside and secoxyloganin ( m/ z 403.1246). This study strengthens the hypothesis that secoiridoids including a C 8=C 10 bond, recently recognized as relevant species in EVOO extracts, arise mainly from specific enzymatic/chemical transformations occurring on major oleuropein/ligstroside-like precursors during EVOO production, rather than from precursors having that structural feature.
关键词：enextra-virgin olive oil;olive leaves and drupes;secoiridoids;oleuropein;oleuroside;ligstroside;elenolic acid glucoside;secoxyloganin;liquid chromatography-Fourier transform tandem mass spectrometry