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Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity

Investigation of the methanol extract of the poroid fungus Fuscoporia torulosa resulted in the isolation of a novel triterpene, fuscoporic acid (1), together with inoscavin A and its previously undescribed Z isomer (2 and 3), 3,4-dihydroxy-benzaldehide (4), osmundacetone (5), senexdiolic acid (6), n...

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Autores principales: Béni, Zoltán, Dékány, Miklós, Sárközy, András, Kincses, Annamária, Spengler, Gabriella, Papp, Viktor, Hohmann, Judit, Ványolós, Attila
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
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Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8002351/
https://www.ncbi.nlm.nih.gov/pubmed/33809760
http://dx.doi.org/10.3390/molecules26061657
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author Béni, Zoltán
Dékány, Miklós
Sárközy, András
Kincses, Annamária
Spengler, Gabriella
Papp, Viktor
Hohmann, Judit
Ványolós, Attila
author_facet Béni, Zoltán
Dékány, Miklós
Sárközy, András
Kincses, Annamária
Spengler, Gabriella
Papp, Viktor
Hohmann, Judit
Ványolós, Attila
author_sort Béni, Zoltán
collection PubMed
description Investigation of the methanol extract of the poroid fungus Fuscoporia torulosa resulted in the isolation of a novel triterpene, fuscoporic acid (1), together with inoscavin A and its previously undescribed Z isomer (2 and 3), 3,4-dihydroxy-benzaldehide (4), osmundacetone (5), senexdiolic acid (6), natalic acid (7), and ergosta-7,22-diene-3-one (8). The structures of fungal compounds were determined on the basis of NMR and MS spectroscopic analyses, as well as molecular modeling studies. Compounds 1, 6–8 were examined for their antibacterial properties on resistant clinical isolates, and cytotoxic activity on human colon adenocarcinoma cell lines. Compound 8 was effective against Colo 205 (IC(50) 11.65 ± 1.67 µM), Colo 320 (IC(50) 8.43 ± 1.1 µM) and MRC-5 (IC(50) 7.92 ± 1.42 µM) cell lines. Potentially synergistic relationship was investigated between 8 and doxorubicin, which revealed a synergism between the examined compounds with a combination index (CI) at the 50% growth inhibition dose (ED(50)) of 0.521 ± 0.15. Several compounds (1 and 6–8) were tested for P-glycoprotein modulatory effect in Colo 320 resistant cancer cells, but none of the compounds proved to be effective in this assay. Fungal metabolites 2–5 were evaluated for their antioxidant activity using the oxygen radical absorbance capacity (ORAC) and DPPH assays. Compounds 4 and 5 were found to have a considerable antioxidant effect with EC(50) 0.25 ± 0.01 (DPPH) and 12.20 ± 0.92 mmol TE/g (ORAC). The current article provides valuable information on both the chemical and pharmacological profiles of Fuscoporia torulosa, paving the way for future studies with this species.
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spelling pubmed-80023512021-03-28 Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity Béni, Zoltán Dékány, Miklós Sárközy, András Kincses, Annamária Spengler, Gabriella Papp, Viktor Hohmann, Judit Ványolós, Attila Molecules Article Investigation of the methanol extract of the poroid fungus Fuscoporia torulosa resulted in the isolation of a novel triterpene, fuscoporic acid (1), together with inoscavin A and its previously undescribed Z isomer (2 and 3), 3,4-dihydroxy-benzaldehide (4), osmundacetone (5), senexdiolic acid (6), natalic acid (7), and ergosta-7,22-diene-3-one (8). The structures of fungal compounds were determined on the basis of NMR and MS spectroscopic analyses, as well as molecular modeling studies. Compounds 1, 6–8 were examined for their antibacterial properties on resistant clinical isolates, and cytotoxic activity on human colon adenocarcinoma cell lines. Compound 8 was effective against Colo 205 (IC(50) 11.65 ± 1.67 µM), Colo 320 (IC(50) 8.43 ± 1.1 µM) and MRC-5 (IC(50) 7.92 ± 1.42 µM) cell lines. Potentially synergistic relationship was investigated between 8 and doxorubicin, which revealed a synergism between the examined compounds with a combination index (CI) at the 50% growth inhibition dose (ED(50)) of 0.521 ± 0.15. Several compounds (1 and 6–8) were tested for P-glycoprotein modulatory effect in Colo 320 resistant cancer cells, but none of the compounds proved to be effective in this assay. Fungal metabolites 2–5 were evaluated for their antioxidant activity using the oxygen radical absorbance capacity (ORAC) and DPPH assays. Compounds 4 and 5 were found to have a considerable antioxidant effect with EC(50) 0.25 ± 0.01 (DPPH) and 12.20 ± 0.92 mmol TE/g (ORAC). The current article provides valuable information on both the chemical and pharmacological profiles of Fuscoporia torulosa, paving the way for future studies with this species. MDPI 2021-03-16 /pmc/articles/PMC8002351/ /pubmed/33809760 http://dx.doi.org/10.3390/molecules26061657 Text en © 2021 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Béni, Zoltán
Dékány, Miklós
Sárközy, András
Kincses, Annamária
Spengler, Gabriella
Papp, Viktor
Hohmann, Judit
Ványolós, Attila
Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title_full Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title_fullStr Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title_full_unstemmed Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title_short Triterpenes and Phenolic Compounds from the Fungus Fuscoporia torulosa: Isolation, Structure Determination and Biological Activity
title_sort triterpenes and phenolic compounds from the fungus fuscoporia torulosa: isolation, structure determination and biological activity
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8002351/
https://www.ncbi.nlm.nih.gov/pubmed/33809760
http://dx.doi.org/10.3390/molecules26061657
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