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Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae

A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound...

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Autores principales: Fernández-Pastor, Ignacio, González-Menéndez, Victor, Annang, Frederick, Toro, Clara, Mackenzie, Thomas A., Bosch-Navarrete, Cristina, Genilloud, Olga, Reyes, Fernando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8000807/
https://www.ncbi.nlm.nih.gov/pubmed/33809512
http://dx.doi.org/10.3390/ph14030268
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author Fernández-Pastor, Ignacio
González-Menéndez, Victor
Annang, Frederick
Toro, Clara
Mackenzie, Thomas A.
Bosch-Navarrete, Cristina
Genilloud, Olga
Reyes, Fernando
author_facet Fernández-Pastor, Ignacio
González-Menéndez, Victor
Annang, Frederick
Toro, Clara
Mackenzie, Thomas A.
Bosch-Navarrete, Cristina
Genilloud, Olga
Reyes, Fernando
author_sort Fernández-Pastor, Ignacio
collection PubMed
description A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound, including its absolute configuration, was elucidated by HRMS, 1-D and 2-D NMR spectroscopy, and Marfey’s analysis. This metabolite displayed interesting activity against Plasmodium falciparum and Trypanosoma cruzi, with IC(50) values in the micromolar range, and no significant cytotoxicity against the human cancer cell lines A549, A2058, MCF7, MIA PaCa-2, and HepG2.
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spelling pubmed-80008072021-03-28 Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae Fernández-Pastor, Ignacio González-Menéndez, Victor Annang, Frederick Toro, Clara Mackenzie, Thomas A. Bosch-Navarrete, Cristina Genilloud, Olga Reyes, Fernando Pharmaceuticals (Basel) Article A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound, including its absolute configuration, was elucidated by HRMS, 1-D and 2-D NMR spectroscopy, and Marfey’s analysis. This metabolite displayed interesting activity against Plasmodium falciparum and Trypanosoma cruzi, with IC(50) values in the micromolar range, and no significant cytotoxicity against the human cancer cell lines A549, A2058, MCF7, MIA PaCa-2, and HepG2. MDPI 2021-03-16 /pmc/articles/PMC8000807/ /pubmed/33809512 http://dx.doi.org/10.3390/ph14030268 Text en © 2021 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 (http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) ).
spellingShingle Article
Fernández-Pastor, Ignacio
González-Menéndez, Victor
Annang, Frederick
Toro, Clara
Mackenzie, Thomas A.
Bosch-Navarrete, Cristina
Genilloud, Olga
Reyes, Fernando
Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title_full Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title_fullStr Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title_full_unstemmed Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title_short Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae
title_sort pipecolisporin, a novel cyclic peptide with antimalarial and antitrypanosome activities from a wheat endophytic nigrospora oryzae
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8000807/
https://www.ncbi.nlm.nih.gov/pubmed/33809512
http://dx.doi.org/10.3390/ph14030268
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