Distinction and valorization of 30 root extracts of five goldenrod (Solidago) species.

Anti-hyperglycaemic α-amylase and glucosidase inhibitors Cholinesterase inhibitors High-performance thin-layer chromatography–effect-directed analysis Labdane diterpenes Polyacetylenes

Journal

Journal of chromatography. A
ISSN: 1873-3778
Titre abrégé: J Chromatogr A
Pays: Netherlands
ID NLM: 9318488

Informations de publication

Date de publication:
25 Jan 2020
Historique:
received: 05 09 2019
revised: 03 10 2019
accepted: 05 10 2019
pubmed: 28 10 2019
medline: 27 3 2020
entrez: 27 10 2019
Statut: ppublish

Résumé

A high-performance thin-layer chromatography (HPTLC) method was developed for rapid and easy-to-perform discrimination between five goldenrod species present in Europe: the native Solidago virgaurea and the four invasive aliens, S. canadensis, S. gigantea, S. rugosa and S. graminifolia. The chemotaxonomic distinction was based on the chemical profile of their root extracts, confirmed by principal component analysis. This allowed the distinction of the goldenrods in wintertime, when classical morphological methods are not applicable. Their enzyme inhibitory profiles were determined by HPTLC combined with α-glucosidase, β-glucosidase, α-amylase, acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) assays. Two compounds of S. canadensis showed the most intense enzyme inhibition in all assays, having also antibacterial activity against Bacillus subtilis, Xanthomonas euvesicatoria and Aliivibrio fischeri strains. HPTLC-high-resolution mass spectrometry (HRMS), bioassay-guided isolation, NMR spectroscopy and literature data led to the characterization and identification of the labdane diterpenes solidagenone and presolidagenone as the active S. canadensis root components. The previously identified polyacetylenes (2Z,8Z and 2E,8Z matricaria esters) of S. virgaurea, also inhibited all enzymes. Except for the known anti-AChE effect of the 2Z,8Z-matricaria ester, this is the first report on the α-glucosidase, β-glucosidase, α-amylase, AChE and BChE inhibitory activity of these potent compounds. The anti-hyperglycemic effects of the S. canadensis labdanoids were also observed for the first time. Combined with effect-directed assays and HRMS, hyphenated HPTLC allowed an effect-directed high-throughput screening and a fast characterization of multipotent compounds. The investigation of botanicals by fast, hyphenated, bioanalytical tools substantially increased the information gain with regard to active principles (bioprofiling) and efficiently pointed to potent candidates for drug development.

Identifiants

pubmed: 31653473
pii: S0021-9673(19)31010-6
doi: 10.1016/j.chroma.2019.460602
pii:
doi:

Substances chimiques

Anti-Bacterial Agents 0
Phytochemicals 0
Plant Extracts 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

460602

Informations de copyright

Copyright © 2019 Elsevier B.V. All rights reserved.

Auteurs

Ágnes M Móricz (ÁM)

Plant Protection Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Street 15, 1022 Budapest, Hungary; Interdisciplinary Research Center (iFZ), and Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany. Electronic address: moricz.agnes@agrar.mta.hu.

Maryam Jamshidi-Aidji (M)

Interdisciplinary Research Center (iFZ), and Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany.

Dániel Krüzselyi (D)

Plant Protection Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Street 15, 1022 Budapest, Hungary.

András Darcsi (A)

Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Üllői Street 26, 1085 Budapest, Hungary.

Andrea Böszörményi (A)

Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Üllői Street 26, 1085 Budapest, Hungary.

Péter Csontos (P)

Institute for Soil Sciences and Agricultural Chemistry, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Street 15, 1022 Budapest, Hungary.

Szabolcs Béni (S)

Department of Pharmacognosy, Faculty of Pharmacy, Semmelweis University, Üllői Street 26, 1085 Budapest, Hungary.

Péter G Ott (PG)

Plant Protection Institute, Centre for Agricultural Research, Hungarian Academy of Sciences, Herman O. Street 15, 1022 Budapest, Hungary.

Gertrud E Morlock (GE)

Interdisciplinary Research Center (iFZ), and Institute of Nutritional Science, Chair of Food Science, Justus Liebig University Giessen, Heinrich-Buff-Ring 26-32, 35392 Giessen, Germany.

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Classifications MeSH