Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)

Cloudberry (<i>Rubus chamaemorus</i> L.) is a circumpolar boreal plant rich in bioactive compounds and is widely used in food and in folk medicine. In this study, a combination of two-dimensional NMR spectroscopy and liquid chromatography–high-resolution mass spectrometry was used for th...

Full description

Bibliographic Details
Main Authors: Anna V. Faleva, Nikolay V. Ul’yanovskii, Aleksandra A. Onuchina, Danil I. Falev, Dmitry S. Kosyakov
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Metabolites
Subjects:
Online Access:https://www.mdpi.com/2218-1989/13/5/598
_version_ 1827740824057675776
author Anna V. Faleva
Nikolay V. Ul’yanovskii
Aleksandra A. Onuchina
Danil I. Falev
Dmitry S. Kosyakov
author_facet Anna V. Faleva
Nikolay V. Ul’yanovskii
Aleksandra A. Onuchina
Danil I. Falev
Dmitry S. Kosyakov
author_sort Anna V. Faleva
collection DOAJ
description Cloudberry (<i>Rubus chamaemorus</i> L.) is a circumpolar boreal plant rich in bioactive compounds and is widely used in food and in folk medicine. In this study, a combination of two-dimensional NMR spectroscopy and liquid chromatography–high-resolution mass spectrometry was used for the comprehensive characterization of secondary metabolites in cloudberry lipophilic and hydrophilic extracts. Special attention was paid to the leaf extractives, which are highly enriched in polyphenolic compounds, the content of which reaches 19% in the extract (in gallic acid equivalent). The chemical composition of the polyphenolic fraction is represented mainly by the glycosylated derivatives of flavonoids, hydroxycinnamic (primarily caffeic), gallic (including the structure of galloyl ascorbate) and ellagic acids, catechin, and procyanidins. The contents of aglycones in the polyphenolic fraction were 64 and 100 mg g<sup>−1</sup> for flavonoids and hydroxycinnamic acids, respectively, while the content of free caffeic acid was 1.2 mg g<sup>−1</sup>. This determines the exceptionally high antioxidant activity of this fraction (750 mg g<sup>−1</sup> in gallic acid equivalent) and the ability to scavenge superoxide anion radicals, which is 60% higher than that of Trolox. The lower polar fractions consist mainly of glycolipids, which include polyunsaturated linolenic acid (18:3), pentacyclic triterpenic acids, carotenoid lutein, and chlorophyll derivatives, among which pheophytin a dominates. Along with the availability, the high antioxidant and biological activities of cloudberry leaf extracts make them a promising source of food additives, cosmetics, and pharmaceuticals.
first_indexed 2024-03-11T03:30:50Z
format Article
id doaj.art-ef10f3e7e1f24782a2787389d69b2892
institution Directory Open Access Journal
issn 2218-1989
language English
last_indexed 2024-03-11T03:30:50Z
publishDate 2023-04-01
publisher MDPI AG
record_format Article
series Metabolites
spelling doaj.art-ef10f3e7e1f24782a2787389d69b28922023-11-18T02:25:07ZengMDPI AGMetabolites2218-19892023-04-0113559810.3390/metabo13050598Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)Anna V. Faleva0Nikolay V. Ul’yanovskii1Aleksandra A. Onuchina2Danil I. Falev3Dmitry S. Kosyakov4Laboratory of Natural Product Chemistry and Bioanalytics, Core Facility Center “Arktika”, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaLaboratory of Natural Product Chemistry and Bioanalytics, Core Facility Center “Arktika”, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaLaboratory of Natural Product Chemistry and Bioanalytics, Core Facility Center “Arktika”, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaLaboratory of Natural Product Chemistry and Bioanalytics, Core Facility Center “Arktika”, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaLaboratory of Natural Product Chemistry and Bioanalytics, Core Facility Center “Arktika”, Northern (Arctic) Federal University, 163002 Arkhangelsk, RussiaCloudberry (<i>Rubus chamaemorus</i> L.) is a circumpolar boreal plant rich in bioactive compounds and is widely used in food and in folk medicine. In this study, a combination of two-dimensional NMR spectroscopy and liquid chromatography–high-resolution mass spectrometry was used for the comprehensive characterization of secondary metabolites in cloudberry lipophilic and hydrophilic extracts. Special attention was paid to the leaf extractives, which are highly enriched in polyphenolic compounds, the content of which reaches 19% in the extract (in gallic acid equivalent). The chemical composition of the polyphenolic fraction is represented mainly by the glycosylated derivatives of flavonoids, hydroxycinnamic (primarily caffeic), gallic (including the structure of galloyl ascorbate) and ellagic acids, catechin, and procyanidins. The contents of aglycones in the polyphenolic fraction were 64 and 100 mg g<sup>−1</sup> for flavonoids and hydroxycinnamic acids, respectively, while the content of free caffeic acid was 1.2 mg g<sup>−1</sup>. This determines the exceptionally high antioxidant activity of this fraction (750 mg g<sup>−1</sup> in gallic acid equivalent) and the ability to scavenge superoxide anion radicals, which is 60% higher than that of Trolox. The lower polar fractions consist mainly of glycolipids, which include polyunsaturated linolenic acid (18:3), pentacyclic triterpenic acids, carotenoid lutein, and chlorophyll derivatives, among which pheophytin a dominates. Along with the availability, the high antioxidant and biological activities of cloudberry leaf extracts make them a promising source of food additives, cosmetics, and pharmaceuticals.https://www.mdpi.com/2218-1989/13/5/598<i>Rubus chamaemorus</i>cloudberrysecondary metabolitesextractivespolyphenolsantioxidant activity
spellingShingle Anna V. Faleva
Nikolay V. Ul’yanovskii
Aleksandra A. Onuchina
Danil I. Falev
Dmitry S. Kosyakov
Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
Metabolites
<i>Rubus chamaemorus</i>
cloudberry
secondary metabolites
extractives
polyphenols
antioxidant activity
title Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
title_full Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
title_fullStr Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
title_full_unstemmed Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
title_short Comprehensive Characterization of Secondary Metabolites in Fruits and Leaves of Cloudberry (<i>Rubus chamaemorus</i> L.)
title_sort comprehensive characterization of secondary metabolites in fruits and leaves of cloudberry i rubus chamaemorus i l
topic <i>Rubus chamaemorus</i>
cloudberry
secondary metabolites
extractives
polyphenols
antioxidant activity
url https://www.mdpi.com/2218-1989/13/5/598
work_keys_str_mv AT annavfaleva comprehensivecharacterizationofsecondarymetabolitesinfruitsandleavesofcloudberryirubuschamaemorusil
AT nikolayvulyanovskii comprehensivecharacterizationofsecondarymetabolitesinfruitsandleavesofcloudberryirubuschamaemorusil
AT aleksandraaonuchina comprehensivecharacterizationofsecondarymetabolitesinfruitsandleavesofcloudberryirubuschamaemorusil
AT danilifalev comprehensivecharacterizationofsecondarymetabolitesinfruitsandleavesofcloudberryirubuschamaemorusil
AT dmitryskosyakov comprehensivecharacterizationofsecondarymetabolitesinfruitsandleavesofcloudberryirubuschamaemorusil