Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach

Hypericum triquetrifolium and H. neurocalycinum were evaluated for their phytochemical content and in vitro bioactivity. NMR analyses were performed on the methanol extract of the aerial parts of H. triquetrifolium to establish the main classes of phytoconstituents. Then, LC-DAD-MSn analyses were pe...

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Main Authors: Stefano Dall’Acqua, Gunes Ak, Kouadio Ibrahime Sinan, Fevzi Elbasan, Irene Ferrarese, Stefania Sut, Evren Yıldıztugay, Gregorio Peron, Elisabetta Schievano, Marie Carene Nancy Picot-Allain, Mohamad Fawzi Mahomoodally, Gokhan Zengin
Format: Article
Language:English
Published: Frontiers Media S.A. 2021-03-01
Series:Frontiers in Pharmacology
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Online Access:https://www.frontiersin.org/articles/10.3389/fphar.2021.660735/full
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author Stefano Dall’Acqua
Gunes Ak
Kouadio Ibrahime Sinan
Fevzi Elbasan
Irene Ferrarese
Stefania Sut
Evren Yıldıztugay
Gregorio Peron
Elisabetta Schievano
Marie Carene Nancy Picot-Allain
Mohamad Fawzi Mahomoodally
Gokhan Zengin
author_facet Stefano Dall’Acqua
Gunes Ak
Kouadio Ibrahime Sinan
Fevzi Elbasan
Irene Ferrarese
Stefania Sut
Evren Yıldıztugay
Gregorio Peron
Elisabetta Schievano
Marie Carene Nancy Picot-Allain
Mohamad Fawzi Mahomoodally
Gokhan Zengin
author_sort Stefano Dall’Acqua
collection DOAJ
description Hypericum triquetrifolium and H. neurocalycinum were evaluated for their phytochemical content and in vitro bioactivity. NMR analyses were performed on the methanol extract of the aerial parts of H. triquetrifolium to establish the main classes of phytoconstituents. Then, LC-DAD-MSn analyses were performed in order to compare the composition of aerial parts and roots extracts of both Hypericum species, obtained using either methanol or water as solvents. Results, processed using multivariate data analysis, showed a significantly higher phenolic content of methanol extracts compared to water extracts, while minor qualitative differences were observed between the two. Distinctive flavonoid and PAC patterns were observed for H. triquetrifolium and H. neurocalycinum, and specific compounds were exclusively detected in one or the other species. Specifically, the phloroglucinols 7-epiclusianone, hyperfirin and hyperforin were present only in H. neurocalycinum, while hyperforin was detected only in H. triquetrifolium. Extracts were assayed using different in vitro tests to evaluate their antioxidant properties and their inhibitory activity against several enzymes, showing significant antioxidant and metal chelating activities. Furthermore, inhibitory properties against acetylcholinesterase, butyrylcholinesterase and tyrosinase were observed. Multivariate approaches were used to correlate biological data with the phytochemical composition of the different extracts. The results, showing positive correlations between specific chemical constituents and the measured bioactivities, represent preliminary data that could guide future studies aimed at isolating bioactive constituents from H. neurocalycinum and H. triquetrifolium for further pharmacological evaluations.
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spelling doaj.art-1950b6758c934467aae391f45a7854cd2022-12-21T21:28:15ZengFrontiers Media S.A.Frontiers in Pharmacology1663-98122021-03-011210.3389/fphar.2021.660735660735Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate ApproachStefano Dall’Acqua0Gunes Ak1Kouadio Ibrahime Sinan2Fevzi Elbasan3Irene Ferrarese4Stefania Sut5Evren Yıldıztugay6Gregorio Peron7Elisabetta Schievano8Marie Carene Nancy Picot-Allain9Mohamad Fawzi Mahomoodally10Gokhan Zengin11Department of Pharmaceutical and Pharmacological Sciences, University of Padova, Padova, ItalyDepartment of Biology, Science Faculty, Selcuk University, Konya, TurkeyDepartment of Biology, Science Faculty, Selcuk University, Konya, TurkeyDepartment of Biotechnology, Science Faculty, Selcuk University, Konya, TurkeyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padova, Padova, ItalyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padova, Padova, ItalyDepartment of Biotechnology, Science Faculty, Selcuk University, Konya, TurkeyDepartment of Pharmaceutical and Pharmacological Sciences, University of Padova, Padova, ItalyDepartment of Chemical Sciences, University of Padova, Padova, ItalyDepartment of Health Sciences, Faculty of Medicine and Health Sciences, University of Mauritius, Mauritius, MauritiusDepartment of Health Sciences, Faculty of Medicine and Health Sciences, University of Mauritius, Mauritius, MauritiusDepartment of Biology, Science Faculty, Selcuk University, Konya, TurkeyHypericum triquetrifolium and H. neurocalycinum were evaluated for their phytochemical content and in vitro bioactivity. NMR analyses were performed on the methanol extract of the aerial parts of H. triquetrifolium to establish the main classes of phytoconstituents. Then, LC-DAD-MSn analyses were performed in order to compare the composition of aerial parts and roots extracts of both Hypericum species, obtained using either methanol or water as solvents. Results, processed using multivariate data analysis, showed a significantly higher phenolic content of methanol extracts compared to water extracts, while minor qualitative differences were observed between the two. Distinctive flavonoid and PAC patterns were observed for H. triquetrifolium and H. neurocalycinum, and specific compounds were exclusively detected in one or the other species. Specifically, the phloroglucinols 7-epiclusianone, hyperfirin and hyperforin were present only in H. neurocalycinum, while hyperforin was detected only in H. triquetrifolium. Extracts were assayed using different in vitro tests to evaluate their antioxidant properties and their inhibitory activity against several enzymes, showing significant antioxidant and metal chelating activities. Furthermore, inhibitory properties against acetylcholinesterase, butyrylcholinesterase and tyrosinase were observed. Multivariate approaches were used to correlate biological data with the phytochemical composition of the different extracts. The results, showing positive correlations between specific chemical constituents and the measured bioactivities, represent preliminary data that could guide future studies aimed at isolating bioactive constituents from H. neurocalycinum and H. triquetrifolium for further pharmacological evaluations.https://www.frontiersin.org/articles/10.3389/fphar.2021.660735/fullLC-MSNMRAChEmultivariate analysisBChEantioxidant-phytochemical studies
spellingShingle Stefano Dall’Acqua
Gunes Ak
Kouadio Ibrahime Sinan
Fevzi Elbasan
Irene Ferrarese
Stefania Sut
Evren Yıldıztugay
Gregorio Peron
Elisabetta Schievano
Marie Carene Nancy Picot-Allain
Mohamad Fawzi Mahomoodally
Gokhan Zengin
Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
Frontiers in Pharmacology
LC-MS
NMR
AChE
multivariate analysis
BChE
antioxidant-phytochemical studies
title Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
title_full Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
title_fullStr Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
title_full_unstemmed Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
title_short Hypericum triquetrifolium and H. neurocalycinum as Sources of Antioxidants and Multi-Target Bioactive Compounds: A Comprehensive Characterization Combining In Vitro Bioassays and Integrated NMR and LC-MS Characterization by Using a Multivariate Approach
title_sort hypericum triquetrifolium and h neurocalycinum as sources of antioxidants and multi target bioactive compounds a comprehensive characterization combining in vitro bioassays and integrated nmr and lc ms characterization by using a multivariate approach
topic LC-MS
NMR
AChE
multivariate analysis
BChE
antioxidant-phytochemical studies
url https://www.frontiersin.org/articles/10.3389/fphar.2021.660735/full
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