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Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis

Chemical investigation of an acetonitrile fraction from the endophytic fungus Phomopsis sp. led to the isolation of the new natural product 2-hydroxy-alternariol (7) together with the known compounds cytochalasins J (1) and H (2), 5'-epialtenuene (3) and the mycotoxins alternariol monomethyl et...

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Autores principales: Chapla, Vanessa Mara, Zeraik, Maria Luiza, Ximenes, Valdecir F., Zanardi, Lisinéia Maria, Lopes, Márcia N., Cavalheiro, Alberto José, Silva, Dulce Helena S., Young, Maria Cláudia M., da Fonseca, Luiz Marcos, Bolzani, Vanderlan S., Araújo, Angela Regina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271730/
https://www.ncbi.nlm.nih.gov/pubmed/24858094
http://dx.doi.org/10.3390/molecules19056597
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author Chapla, Vanessa Mara
Zeraik, Maria Luiza
Ximenes, Valdecir F.
Zanardi, Lisinéia Maria
Lopes, Márcia N.
Cavalheiro, Alberto José
Silva, Dulce Helena S.
Young, Maria Cláudia M.
da Fonseca, Luiz Marcos
Bolzani, Vanderlan S.
Araújo, Angela Regina
author_facet Chapla, Vanessa Mara
Zeraik, Maria Luiza
Ximenes, Valdecir F.
Zanardi, Lisinéia Maria
Lopes, Márcia N.
Cavalheiro, Alberto José
Silva, Dulce Helena S.
Young, Maria Cláudia M.
da Fonseca, Luiz Marcos
Bolzani, Vanderlan S.
Araújo, Angela Regina
author_sort Chapla, Vanessa Mara
collection PubMed
description Chemical investigation of an acetonitrile fraction from the endophytic fungus Phomopsis sp. led to the isolation of the new natural product 2-hydroxy-alternariol (7) together with the known compounds cytochalasins J (1) and H (2), 5'-epialtenuene (3) and the mycotoxins alternariol monomethyl ether (AME, 4), alternariol (AOH, 5) and cytosporone C (6). The structure of the new compound was elucidated by using 1-D and 2-D NMR (nuclear magnetic resonance) and high resolution mass spectrometry. The cytochalasins J (1) and H (2) and AOH (5) exhibited potent inhibition of the total ROS (reactive oxygen species) produced by stimulated human neutrophils and acted as potent potential anti-inflammatory agents. Moreover, cytochalasin H (2) demonstrated antifungal and acetylcholinesterase enzyme (AChE) inhibition in vitro.
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spelling pubmed-62717302018-12-21 Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis Chapla, Vanessa Mara Zeraik, Maria Luiza Ximenes, Valdecir F. Zanardi, Lisinéia Maria Lopes, Márcia N. Cavalheiro, Alberto José Silva, Dulce Helena S. Young, Maria Cláudia M. da Fonseca, Luiz Marcos Bolzani, Vanderlan S. Araújo, Angela Regina Molecules Article Chemical investigation of an acetonitrile fraction from the endophytic fungus Phomopsis sp. led to the isolation of the new natural product 2-hydroxy-alternariol (7) together with the known compounds cytochalasins J (1) and H (2), 5'-epialtenuene (3) and the mycotoxins alternariol monomethyl ether (AME, 4), alternariol (AOH, 5) and cytosporone C (6). The structure of the new compound was elucidated by using 1-D and 2-D NMR (nuclear magnetic resonance) and high resolution mass spectrometry. The cytochalasins J (1) and H (2) and AOH (5) exhibited potent inhibition of the total ROS (reactive oxygen species) produced by stimulated human neutrophils and acted as potent potential anti-inflammatory agents. Moreover, cytochalasin H (2) demonstrated antifungal and acetylcholinesterase enzyme (AChE) inhibition in vitro. MDPI 2014-05-22 /pmc/articles/PMC6271730/ /pubmed/24858094 http://dx.doi.org/10.3390/molecules19056597 Text en © 2014 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 license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Chapla, Vanessa Mara
Zeraik, Maria Luiza
Ximenes, Valdecir F.
Zanardi, Lisinéia Maria
Lopes, Márcia N.
Cavalheiro, Alberto José
Silva, Dulce Helena S.
Young, Maria Cláudia M.
da Fonseca, Luiz Marcos
Bolzani, Vanderlan S.
Araújo, Angela Regina
Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title_full Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title_fullStr Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title_full_unstemmed Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title_short Bioactive Secondary Metabolites from Phomopsis sp., an Endophytic Fungus from Senna spectabilis
title_sort bioactive secondary metabolites from phomopsis sp., an endophytic fungus from senna spectabilis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6271730/
https://www.ncbi.nlm.nih.gov/pubmed/24858094
http://dx.doi.org/10.3390/molecules19056597
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