Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)

Several members of <i>Stachys</i> L. (among the largest Lamiaceae genera) have been traditionally used as medicinal plants. With 54 <i>Stachys</i> taxa (species and subspecies) occurring in mainland and/or insular Greece, the present study aimed to investigate the metabolic p...

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Main Authors: Ekaterina-Michaela Tomou, Anastasia Karioti, Giorgos Tsirogiannidis, Nikos Krigas, Helen Skaltsa
Format: Article
Language:English
Published: MDPI AG 2023-10-01
Series:Agronomy
Subjects:
Online Access:https://www.mdpi.com/2073-4395/13/10/2624
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author Ekaterina-Michaela Tomou
Anastasia Karioti
Giorgos Tsirogiannidis
Nikos Krigas
Helen Skaltsa
author_facet Ekaterina-Michaela Tomou
Anastasia Karioti
Giorgos Tsirogiannidis
Nikos Krigas
Helen Skaltsa
author_sort Ekaterina-Michaela Tomou
collection DOAJ
description Several members of <i>Stachys</i> L. (among the largest Lamiaceae genera) have been traditionally used as medicinal plants. With 54 <i>Stachys</i> taxa (species and subspecies) occurring in mainland and/or insular Greece, the present study aimed to investigate the metabolic profiling of four range-restricted local <i>Stachys</i> members: <i>Stachys candida</i> and <i>S. chrysantha</i> (protected and endangered local Greek endemics), <i>S. leucoglossa</i> subsp. <i>leucoglossa</i> (local Balkan endemic), and <i>S. spinulosa</i> (local Balkan subendemic). In this investigation, the infusions of their above-ground parts were characterized using NMR and HPLC-PDA-MS techniques. Thus, 1D- and 2D-NMR spectra were obtained to compare the chemical fingerprints of these plants. Furthermore, previously isolated compounds from <i>Stachys</i> spp. were used to identify specific constituents. NMR screening revealed the presence of: (i) phenylethanoid glycosides, mainly acteoside in <i>S. candida</i> and <i>S. chrysantha</i> (section <i>Candida</i>, <i>Swainsoniana</i> phyloclade), and (ii) flavone 7-<i>O</i>-allosylglucoside (isoscutellarein 7-<i>O</i>-[6‴-<i>O</i>-acetyl-β-D-allopyranosyl]-(1→2)-β-D-glucopyranoside) and iridoids (monomelittoside or/and melittoside) in <i>S. leucoglossa</i> subsp. <i>leucoglossa</i> (section <i>Olisia</i>, <i>Swainsoniana/Olisia</i> phyloclade, <i>Swainsoniana</i> phyloclade) and caffeoylquinic acid (chlorogenic acid) in <i>S. spinulosa</i> (section <i>Campanistrum</i>, <i>Stachys</i> phyloclade). In total, 26 compounds were detected by HPLC-PDA-MS belonging to flavonoids, phenylethanoid glycosides, and phenolic acids. Among them, chlorogenic acid was identified in all samples as one of their main metabolites. The present study complements previous studies with first reports of constituents detected in the studied taxa, reports for the first time on the metabolic characterization of <i>S. spinulosa</i>, and discusses the chemotaxonomic significance of such findings.
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spelling doaj.art-0ba441b16f744b31b4f5fa77f6e811832023-11-19T15:22:47ZengMDPI AGAgronomy2073-43952023-10-011310262410.3390/agronomy13102624Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)Ekaterina-Michaela Tomou0Anastasia Karioti1Giorgos Tsirogiannidis2Nikos Krigas3Helen Skaltsa4Department of Pharmacognosy and Chemistry of Natural Products, School of Health Sciences, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceLaboratory of Pharmacognosy, School of Pharmacy, Aristotle University of Thessaloniki, University Campus, 54124 Thessaloniki, GreeceDepartment of Pharmacognosy and Chemistry of Natural Products, School of Health Sciences, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceInstitute of Plant Breeding and Genetic Resources, Agricultural Organization Demeter, P.O. Box 60458, 57001 Thessaloniki, GreeceDepartment of Pharmacognosy and Chemistry of Natural Products, School of Health Sciences, Faculty of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, GreeceSeveral members of <i>Stachys</i> L. (among the largest Lamiaceae genera) have been traditionally used as medicinal plants. With 54 <i>Stachys</i> taxa (species and subspecies) occurring in mainland and/or insular Greece, the present study aimed to investigate the metabolic profiling of four range-restricted local <i>Stachys</i> members: <i>Stachys candida</i> and <i>S. chrysantha</i> (protected and endangered local Greek endemics), <i>S. leucoglossa</i> subsp. <i>leucoglossa</i> (local Balkan endemic), and <i>S. spinulosa</i> (local Balkan subendemic). In this investigation, the infusions of their above-ground parts were characterized using NMR and HPLC-PDA-MS techniques. Thus, 1D- and 2D-NMR spectra were obtained to compare the chemical fingerprints of these plants. Furthermore, previously isolated compounds from <i>Stachys</i> spp. were used to identify specific constituents. NMR screening revealed the presence of: (i) phenylethanoid glycosides, mainly acteoside in <i>S. candida</i> and <i>S. chrysantha</i> (section <i>Candida</i>, <i>Swainsoniana</i> phyloclade), and (ii) flavone 7-<i>O</i>-allosylglucoside (isoscutellarein 7-<i>O</i>-[6‴-<i>O</i>-acetyl-β-D-allopyranosyl]-(1→2)-β-D-glucopyranoside) and iridoids (monomelittoside or/and melittoside) in <i>S. leucoglossa</i> subsp. <i>leucoglossa</i> (section <i>Olisia</i>, <i>Swainsoniana/Olisia</i> phyloclade, <i>Swainsoniana</i> phyloclade) and caffeoylquinic acid (chlorogenic acid) in <i>S. spinulosa</i> (section <i>Campanistrum</i>, <i>Stachys</i> phyloclade). In total, 26 compounds were detected by HPLC-PDA-MS belonging to flavonoids, phenylethanoid glycosides, and phenolic acids. Among them, chlorogenic acid was identified in all samples as one of their main metabolites. The present study complements previous studies with first reports of constituents detected in the studied taxa, reports for the first time on the metabolic characterization of <i>S. spinulosa</i>, and discusses the chemotaxonomic significance of such findings.https://www.mdpi.com/2073-4395/13/10/2624<i>Stachys spinulosa</i>infusionsmetabolic profilingNMRHPLC-PDA-MSGreece
spellingShingle Ekaterina-Michaela Tomou
Anastasia Karioti
Giorgos Tsirogiannidis
Nikos Krigas
Helen Skaltsa
Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
Agronomy
<i>Stachys spinulosa</i>
infusions
metabolic profiling
NMR
HPLC-PDA-MS
Greece
title Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
title_full Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
title_fullStr Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
title_full_unstemmed Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
title_short Metabolic Characterization of Four Members of the Genus <i>Stachys</i> L. (Lamiaceae)
title_sort metabolic characterization of four members of the genus i stachys i l lamiaceae
topic <i>Stachys spinulosa</i>
infusions
metabolic profiling
NMR
HPLC-PDA-MS
Greece
url https://www.mdpi.com/2073-4395/13/10/2624
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