Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus
Xylobolus subpileatus is a widely distributed crust fungus reported from all continents except Antarctica, although considered a rare species in several European countries. Profound mycochemical analysis of the methanol extract of X. subpileatus resulted in the isolation of seven compounds (1–7). Am...
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ftpubmed:oai:pubmedcentral.nih.gov:10780293 2024-02-11T09:58:48+01:00 Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus Felegyi, Kristóf Garádi, Zsófia Studzińska-Sroka, Elżbieta Papp, Viktor Boldizsár, Imre Dancsó, András Béni, Szabolcs Zalewski, Przemysław Ványolós, Attila 2023-12-30 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10780293/ http://www.ncbi.nlm.nih.gov/pubmed/38202796 https://doi.org/10.3390/molecules29010213 en eng MDPI http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10780293/ http://www.ncbi.nlm.nih.gov/pubmed/38202796 http://dx.doi.org/10.3390/molecules29010213 © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Molecules Article Text 2023 ftpubmed https://doi.org/10.3390/molecules29010213 2024-01-14T02:10:18Z Xylobolus subpileatus is a widely distributed crust fungus reported from all continents except Antarctica, although considered a rare species in several European countries. Profound mycochemical analysis of the methanol extract of X. subpileatus resulted in the isolation of seven compounds (1–7). Among them, (3β,22E)-3-methoxy-ergosta-4,6,8(14),22-tetraene (1) is a new natural product, while the NMR assignment of its already known epimer (2) has been revised. In addition to a benzohydrofuran derivative fomannoxin (3), four ergostane-type triterpenes 4–7 were identified. The structure elucidation of the isolated metabolites was performed by one- and two-dimensional NMR and MS analysis. Compounds 2–7 as well as the chloroform, n-hexane, and methanol extracts of X. subpileatus were evaluated for their tyrosinase, acetylcholinesterase, and butyrylcholinesterase inhibitory properties. Among the examined compounds, only fomannoxin (3) displayed the antityrosinase property with 51% of inhibition, and the fungal steroids proved to be inactive. Regarding the potential acetylcholinesterase (AChE) inhibitory activity of the fungal extracts and metabolites, it was demonstrated that the chloroform extract and compounds 3–4 exerted noteworthy inhibitory activity, with 83.86 and 32.99%, respectively. The butyrylcholinesterase (BChE) inhibitory assay revealed that methanol and chloroform extracts, as well as compounds 3 and 4, exerted notable activity, while the rest of the compounds proved to be only weak enzyme inhibitors. Our study represents the first report on the chemical profile of basidiome of the wild-growing X. subpileatus, offering a thorough study on the isolation and structure determination of the most characteristic biologically active constituents of this species. Text Antarc* Antarctica PubMed Central (PMC) Molecules 29 1 213 |
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Article Felegyi, Kristóf Garádi, Zsófia Studzińska-Sroka, Elżbieta Papp, Viktor Boldizsár, Imre Dancsó, András Béni, Szabolcs Zalewski, Przemysław Ványolós, Attila Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
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Xylobolus subpileatus is a widely distributed crust fungus reported from all continents except Antarctica, although considered a rare species in several European countries. Profound mycochemical analysis of the methanol extract of X. subpileatus resulted in the isolation of seven compounds (1–7). Among them, (3β,22E)-3-methoxy-ergosta-4,6,8(14),22-tetraene (1) is a new natural product, while the NMR assignment of its already known epimer (2) has been revised. In addition to a benzohydrofuran derivative fomannoxin (3), four ergostane-type triterpenes 4–7 were identified. The structure elucidation of the isolated metabolites was performed by one- and two-dimensional NMR and MS analysis. Compounds 2–7 as well as the chloroform, n-hexane, and methanol extracts of X. subpileatus were evaluated for their tyrosinase, acetylcholinesterase, and butyrylcholinesterase inhibitory properties. Among the examined compounds, only fomannoxin (3) displayed the antityrosinase property with 51% of inhibition, and the fungal steroids proved to be inactive. Regarding the potential acetylcholinesterase (AChE) inhibitory activity of the fungal extracts and metabolites, it was demonstrated that the chloroform extract and compounds 3–4 exerted noteworthy inhibitory activity, with 83.86 and 32.99%, respectively. The butyrylcholinesterase (BChE) inhibitory assay revealed that methanol and chloroform extracts, as well as compounds 3 and 4, exerted notable activity, while the rest of the compounds proved to be only weak enzyme inhibitors. Our study represents the first report on the chemical profile of basidiome of the wild-growing X. subpileatus, offering a thorough study on the isolation and structure determination of the most characteristic biologically active constituents of this species. |
format |
Text |
author |
Felegyi, Kristóf Garádi, Zsófia Studzińska-Sroka, Elżbieta Papp, Viktor Boldizsár, Imre Dancsó, András Béni, Szabolcs Zalewski, Przemysław Ványolós, Attila |
author_facet |
Felegyi, Kristóf Garádi, Zsófia Studzińska-Sroka, Elżbieta Papp, Viktor Boldizsár, Imre Dancsó, András Béni, Szabolcs Zalewski, Przemysław Ványolós, Attila |
author_sort |
Felegyi, Kristóf |
title |
Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
title_short |
Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
title_full |
Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
title_fullStr |
Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
title_full_unstemmed |
Anticholinesterase and Antityrosinase Secondary Metabolites from the Fungus Xylobolus subpileatus |
title_sort |
anticholinesterase and antityrosinase secondary metabolites from the fungus xylobolus subpileatus |
publisher |
MDPI |
publishDate |
2023 |
url |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10780293/ http://www.ncbi.nlm.nih.gov/pubmed/38202796 https://doi.org/10.3390/molecules29010213 |
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Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Molecules |
op_relation |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10780293/ http://www.ncbi.nlm.nih.gov/pubmed/38202796 http://dx.doi.org/10.3390/molecules29010213 |
op_rights |
© 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
op_doi |
https://doi.org/10.3390/molecules29010213 |
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Molecules |
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29 |
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213 |
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