Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential
The detailed chemical analysis of the methanol extract of <i>Meripilus giganteus</i> (Pers.) P. Karst. led to the isolation of two new cerebrosides, mericeramides A (<b>1</b>) and B (<b>2</b>) together with cerebroside B (<b>3</b>), ergosterol (<b&g...
Main Authors: | , , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2020-03-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/25/6/1395 |
_version_ | 1818134351225815040 |
---|---|
author | András Sárközy Zoltán Béni Miklós Dékány Zoltán Péter Zomborszki Kinga Rudolf Viktor Papp Judit Hohmann Attila Ványolós |
author_facet | András Sárközy Zoltán Béni Miklós Dékány Zoltán Péter Zomborszki Kinga Rudolf Viktor Papp Judit Hohmann Attila Ványolós |
author_sort | András Sárközy |
collection | DOAJ |
description | The detailed chemical analysis of the methanol extract of <i>Meripilus giganteus</i> (Pers.) P. Karst. led to the isolation of two new cerebrosides, mericeramides A (<b>1</b>) and B (<b>2</b>) together with cerebroside B (<b>3</b>), ergosterol (<b>4</b>), 3β-hydroxyergosta-7,22-diene (<b>5</b>), cerevisterol (<b>6</b>), 3β-hydroxyergosta-6,8(14),22-triene (<b>7</b>), 3β-<i>O</i>-glucopyranosyl-5,8-epidioxyergosta-6,22-diene (<b>8</b>) and (11<i>E</i>,13<i>E</i>)-9,10-dihydroxy-11,13-octadecadienoic acid (<b>9</b>). The structures of the compounds were determined on the basis of NMR and MS spectroscopic analysis. Mericeramide A (<b>1</b>) is the first representative of halogenated natural cerebrosides. The isolated fungal metabolites <b>1</b>−<b>9</b> were evaluated for their antioxidant activity using the oxygen radical absorbance capacity (ORAC) assay. Compounds <b>2,</b> <b>5</b> and <b>9</b> proved to possess considerable antioxidant effects, with 2.50 ± 0.29, 4.94 ± 0.37 and 4.27 ± 0.05 mmol TE/g values, respectively. The result obtained gives a notable addition to the chemical and bioactivity profile of <i>M. giganteus</i>, highlighting the possible contribution of this species to a versatile and balanced diet. |
first_indexed | 2024-12-11T09:07:14Z |
format | Article |
id | doaj.art-e704df2cb6534157a126bbd943688806 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-11T09:07:14Z |
publishDate | 2020-03-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-e704df2cb6534157a126bbd9436888062022-12-22T01:13:37ZengMDPI AGMolecules1420-30492020-03-01256139510.3390/molecules25061395molecules25061395Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant PotentialAndrás Sárközy0Zoltán Béni1Miklós Dékány2Zoltán Péter Zomborszki3Kinga Rudolf4Viktor Papp5Judit Hohmann6Attila Ványolós7Department of Pharmacognosy, Interdisciplinary Excellence Centre, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungarySpectroscopic Research Department, Gedeon Richter Plc., Gyömrői út 19-21, H-1103 Budapest, HungarySpectroscopic Research Department, Gedeon Richter Plc., Gyömrői út 19-21, H-1103 Budapest, HungaryDepartment of Pharmacognosy, Interdisciplinary Excellence Centre, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryDepartment of Plant Production and Plant Protection, University of Kaposvár, Guba S u. 40, H-7400 Kaposvár, HungaryDepartment of Botany, Szent István University, Villányi út 29-43, H-1118 Budapest, HungaryDepartment of Pharmacognosy, Interdisciplinary Excellence Centre, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryDepartment of Pharmacognosy, Interdisciplinary Excellence Centre, University of Szeged, Eötvös u. 6, H-6720 Szeged, HungaryThe detailed chemical analysis of the methanol extract of <i>Meripilus giganteus</i> (Pers.) P. Karst. led to the isolation of two new cerebrosides, mericeramides A (<b>1</b>) and B (<b>2</b>) together with cerebroside B (<b>3</b>), ergosterol (<b>4</b>), 3β-hydroxyergosta-7,22-diene (<b>5</b>), cerevisterol (<b>6</b>), 3β-hydroxyergosta-6,8(14),22-triene (<b>7</b>), 3β-<i>O</i>-glucopyranosyl-5,8-epidioxyergosta-6,22-diene (<b>8</b>) and (11<i>E</i>,13<i>E</i>)-9,10-dihydroxy-11,13-octadecadienoic acid (<b>9</b>). The structures of the compounds were determined on the basis of NMR and MS spectroscopic analysis. Mericeramide A (<b>1</b>) is the first representative of halogenated natural cerebrosides. The isolated fungal metabolites <b>1</b>−<b>9</b> were evaluated for their antioxidant activity using the oxygen radical absorbance capacity (ORAC) assay. Compounds <b>2,</b> <b>5</b> and <b>9</b> proved to possess considerable antioxidant effects, with 2.50 ± 0.29, 4.94 ± 0.37 and 4.27 ± 0.05 mmol TE/g values, respectively. The result obtained gives a notable addition to the chemical and bioactivity profile of <i>M. giganteus</i>, highlighting the possible contribution of this species to a versatile and balanced diet.https://www.mdpi.com/1420-3049/25/6/1395<i>meripilus giganteus</i>meripilaceaecerebrosidesteroidsantioxidantorac assay |
spellingShingle | András Sárközy Zoltán Béni Miklós Dékány Zoltán Péter Zomborszki Kinga Rudolf Viktor Papp Judit Hohmann Attila Ványolós Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential Molecules <i>meripilus giganteus</i> meripilaceae cerebroside steroids antioxidant orac assay |
title | Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential |
title_full | Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential |
title_fullStr | Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential |
title_full_unstemmed | Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential |
title_short | Cerebrosides and Steroids from the Edible Mushroom <i>Meripilus giganteus</i> with Antioxidant Potential |
title_sort | cerebrosides and steroids from the edible mushroom i meripilus giganteus i with antioxidant potential |
topic | <i>meripilus giganteus</i> meripilaceae cerebroside steroids antioxidant orac assay |
url | https://www.mdpi.com/1420-3049/25/6/1395 |
work_keys_str_mv | AT andrassarkozy cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT zoltanbeni cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT miklosdekany cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT zoltanpeterzomborszki cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT kingarudolf cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT viktorpapp cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT judithohmann cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential AT attilavanyolos cerebrosidesandsteroidsfromtheediblemushroomimeripilusgiganteusiwithantioxidantpotential |