Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry

Compared with those of berries, the stems and leaves of the genus Vaccinium are important and underestimated sources of polyphenols with high antioxidant activity. In the course of this work, aqueous methanol extracts of the aerial parts of common bilberry (<i>Vaccinium myrtillus</i> L.)...

Full description

Saved in:
Bibliographic Details
Main Authors: Anna V. Faleva, Nikolay V. Ulyanovskii, Alexandra A. Onuchina, Dmitry S. Kosyakov
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Antioxidants
Subjects:
Online Access:https://www.mdpi.com/2076-3921/13/11/1409
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850267408890068992
author Anna V. Faleva
Nikolay V. Ulyanovskii
Alexandra A. Onuchina
Dmitry S. Kosyakov
author_facet Anna V. Faleva
Nikolay V. Ulyanovskii
Alexandra A. Onuchina
Dmitry S. Kosyakov
author_sort Anna V. Faleva
collection DOAJ
description Compared with those of berries, the stems and leaves of the genus Vaccinium are important and underestimated sources of polyphenols with high antioxidant activity. In the course of this work, aqueous methanol extracts of the aerial parts of common bilberry (<i>Vaccinium myrtillus</i> L.) and bog bilberry <i>(Vaccinium uliginosum</i> L.) were studied to analyze the component compositions of their biologically active polyphenolic compounds. The aqueous methanol fractions of the stems and leaves of the studied samples contained 8.7 and 4.6% extractives, respectively, and were comparable in total polyphenol content, but presented significant differences in antioxidant activity. The identification of polyphenolic compounds was carried out via the following two-stage analytical procedure: (1) non-targeted screening of dominant structures via the 2D NMR method and (2) analysis of HPLC-HRMS data via the scanning of precursor ions for a specific ion. A total of 56 phenolic compounds were identified, including the glycosides quercetin, proanthocyanidins, and catechins, as well as various conjugates of caffeic and <i>p</i>-coumaric acids, including iridoids. Some of the latter, such as caffeoyl and <i>p</i>-coumaroyl hydroxydihydromonotropein, as well as a number of lignan glycosides, were described for the first time in <i>V. uliginósum</i> and <i>V. myrtillus</i>.
format Article
id doaj-art-510e5b93c34d4737affc40d34c75993c
institution OA Journals
issn 2076-3921
language English
publishDate 2024-11-01
publisher MDPI AG
record_format Article
series Antioxidants
spelling doaj-art-510e5b93c34d4737affc40d34c75993c2025-08-20T01:53:49ZengMDPI AGAntioxidants2076-39212024-11-011311140910.3390/antiox13111409Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass SpectrometryAnna V. Faleva0Nikolay V. Ulyanovskii1Alexandra A. Onuchina2Dmitry S. Kosyakov3Laboratory of Natural Compounds Chemistry and Bioanalytics, Core Facility Center “Arktika”, M.V. Lomonosov Northern (Arctic) Federal University, Northern Dvina Emb. 17, 163002 Arkhangelsk, RussiaLaboratory of Natural Compounds Chemistry and Bioanalytics, Core Facility Center “Arktika”, M.V. Lomonosov Northern (Arctic) Federal University, Northern Dvina Emb. 17, 163002 Arkhangelsk, RussiaLaboratory of Natural Compounds Chemistry and Bioanalytics, Core Facility Center “Arktika”, M.V. Lomonosov Northern (Arctic) Federal University, Northern Dvina Emb. 17, 163002 Arkhangelsk, RussiaLaboratory of Natural Compounds Chemistry and Bioanalytics, Core Facility Center “Arktika”, M.V. Lomonosov Northern (Arctic) Federal University, Northern Dvina Emb. 17, 163002 Arkhangelsk, RussiaCompared with those of berries, the stems and leaves of the genus Vaccinium are important and underestimated sources of polyphenols with high antioxidant activity. In the course of this work, aqueous methanol extracts of the aerial parts of common bilberry (<i>Vaccinium myrtillus</i> L.) and bog bilberry <i>(Vaccinium uliginosum</i> L.) were studied to analyze the component compositions of their biologically active polyphenolic compounds. The aqueous methanol fractions of the stems and leaves of the studied samples contained 8.7 and 4.6% extractives, respectively, and were comparable in total polyphenol content, but presented significant differences in antioxidant activity. The identification of polyphenolic compounds was carried out via the following two-stage analytical procedure: (1) non-targeted screening of dominant structures via the 2D NMR method and (2) analysis of HPLC-HRMS data via the scanning of precursor ions for a specific ion. A total of 56 phenolic compounds were identified, including the glycosides quercetin, proanthocyanidins, and catechins, as well as various conjugates of caffeic and <i>p</i>-coumaric acids, including iridoids. Some of the latter, such as caffeoyl and <i>p</i>-coumaroyl hydroxydihydromonotropein, as well as a number of lignan glycosides, were described for the first time in <i>V. uliginósum</i> and <i>V. myrtillus</i>.https://www.mdpi.com/2076-3921/13/11/1409<i>Vaccinium</i>secondary metabolitesextractnon-targeted screeningNMRHPLC-HRMS
spellingShingle Anna V. Faleva
Nikolay V. Ulyanovskii
Alexandra A. Onuchina
Dmitry S. Kosyakov
Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
Antioxidants
<i>Vaccinium</i>
secondary metabolites
extract
non-targeted screening
NMR
HPLC-HRMS
title Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
title_full Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
title_fullStr Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
title_full_unstemmed Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
title_short Polyphenolic Antioxidants in Bilberry Stems and Leaves: A Non-Targeted Analysis by Two-Dimensional NMR Spectroscopy and Liquid Chromatography–High-Resolution Mass Spectrometry
title_sort polyphenolic antioxidants in bilberry stems and leaves a non targeted analysis by two dimensional nmr spectroscopy and liquid chromatography high resolution mass spectrometry
topic <i>Vaccinium</i>
secondary metabolites
extract
non-targeted screening
NMR
HPLC-HRMS
url https://www.mdpi.com/2076-3921/13/11/1409
work_keys_str_mv AT annavfaleva polyphenolicantioxidantsinbilberrystemsandleavesanontargetedanalysisbytwodimensionalnmrspectroscopyandliquidchromatographyhighresolutionmassspectrometry
AT nikolayvulyanovskii polyphenolicantioxidantsinbilberrystemsandleavesanontargetedanalysisbytwodimensionalnmrspectroscopyandliquidchromatographyhighresolutionmassspectrometry
AT alexandraaonuchina polyphenolicantioxidantsinbilberrystemsandleavesanontargetedanalysisbytwodimensionalnmrspectroscopyandliquidchromatographyhighresolutionmassspectrometry
AT dmitryskosyakov polyphenolicantioxidantsinbilberrystemsandleavesanontargetedanalysisbytwodimensionalnmrspectroscopyandliquidchromatographyhighresolutionmassspectrometry