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Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus

During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (1), was isolated from Panus strigellus. In addition, two known metabolites, panepophenanthrin (2) and dihydrohypnophilin (3), were also o...

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Autores principales: Llanos-López, Natalia A., Ebada, Sherif Saeed, Vasco-Palacios, Aída M., Sánchez-Giraldo, Laura M., López, Lina, Rojas, Luisa F., Mándi, Attila, Kurtán, Tibor, Marin-Felix, Yasmina
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10385786/
https://www.ncbi.nlm.nih.gov/pubmed/37512554
http://dx.doi.org/10.3390/metabo13070848
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author Llanos-López, Natalia A.
Ebada, Sherif Saeed
Vasco-Palacios, Aída M.
Sánchez-Giraldo, Laura M.
López, Lina
Rojas, Luisa F.
Mándi, Attila
Kurtán, Tibor
Marin-Felix, Yasmina
author_facet Llanos-López, Natalia A.
Ebada, Sherif Saeed
Vasco-Palacios, Aída M.
Sánchez-Giraldo, Laura M.
López, Lina
Rojas, Luisa F.
Mándi, Attila
Kurtán, Tibor
Marin-Felix, Yasmina
author_sort Llanos-López, Natalia A.
collection PubMed
description During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (1), was isolated from Panus strigellus. In addition, two known metabolites, panepophenanthrin (2) and dihydrohypnophilin (3), were also obtained. The chemical structures of the isolated compounds were elucidated based on extensive 1D and 2D NMR spectral analyses together with high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configuration was determined through TDDFT-ECD calculations. All of the compounds were assessed for their antimicrobial and cytotoxic activities. Compounds 1 and 3 showed moderate to weak activities in the performed antimicrobial assays, while compound 1 exhibited potent cytotoxic activity against the mammalian cell lines mouse fibroblast (L929) and human endocervical adenocarcinoma (KB3.1).
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spelling pubmed-103857862023-07-30 Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus Llanos-López, Natalia A. Ebada, Sherif Saeed Vasco-Palacios, Aída M. Sánchez-Giraldo, Laura M. López, Lina Rojas, Luisa F. Mándi, Attila Kurtán, Tibor Marin-Felix, Yasmina Metabolites Article During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (1), was isolated from Panus strigellus. In addition, two known metabolites, panepophenanthrin (2) and dihydrohypnophilin (3), were also obtained. The chemical structures of the isolated compounds were elucidated based on extensive 1D and 2D NMR spectral analyses together with high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configuration was determined through TDDFT-ECD calculations. All of the compounds were assessed for their antimicrobial and cytotoxic activities. Compounds 1 and 3 showed moderate to weak activities in the performed antimicrobial assays, while compound 1 exhibited potent cytotoxic activity against the mammalian cell lines mouse fibroblast (L929) and human endocervical adenocarcinoma (KB3.1). MDPI 2023-07-13 /pmc/articles/PMC10385786/ /pubmed/37512554 http://dx.doi.org/10.3390/metabo13070848 Text en © 2023 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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Llanos-López, Natalia A.
Ebada, Sherif Saeed
Vasco-Palacios, Aída M.
Sánchez-Giraldo, Laura M.
López, Lina
Rojas, Luisa F.
Mándi, Attila
Kurtán, Tibor
Marin-Felix, Yasmina
Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title_full Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title_fullStr Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title_full_unstemmed Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title_short Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus
title_sort panapophenanthrin, a rare oligocyclic diterpene from panus strigellus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10385786/
https://www.ncbi.nlm.nih.gov/pubmed/37512554
http://dx.doi.org/10.3390/metabo13070848
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