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...

Full description

Bibliographic Details
Main Authors: András Sárközy, Zoltán Béni, Miklós Dékány, Zoltán Péter Zomborszki, Kinga Rudolf, Viktor Papp, Judit Hohmann, Attila Ványolós
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>), 3&#946;-hydroxyergosta-7,22-diene (<b>5</b>), cerevisterol (<b>6</b>), 3&#946;-hydroxyergosta-6,8(14),22-triene (<b>7</b>), 3&#946;-<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>&#8722;<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 &#177; 0.29, 4.94 &#177; 0.37 and 4.27 &#177; 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>), 3&#946;-hydroxyergosta-7,22-diene (<b>5</b>), cerevisterol (<b>6</b>), 3&#946;-hydroxyergosta-6,8(14),22-triene (<b>7</b>), 3&#946;-<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>&#8722;<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 &#177; 0.29, 4.94 &#177; 0.37 and 4.27 &#177; 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