Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i>
During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (<b>1</b>), was isolated from <i>Panus strigellus</i>. In addition, two known metabolites, panepophenanthrin (<...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-07-01
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| Series: | Metabolites |
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| Online Access: | https://www.mdpi.com/2218-1989/13/7/848 |
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| author | Natalia A. Llanos-López Sherif Saeed Ebada Aída M. Vasco-Palacios Laura M. Sánchez-Giraldo Lina López Luisa F. Rojas Attila Mándi Tibor Kurtán Yasmina Marin-Felix |
| author_facet | Natalia A. Llanos-López Sherif Saeed Ebada Aída M. Vasco-Palacios Laura M. Sánchez-Giraldo Lina López Luisa F. Rojas Attila Mándi Tibor Kurtán Yasmina Marin-Felix |
| author_sort | Natalia A. Llanos-López |
| collection | DOAJ |
| description | During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (<b>1</b>), was isolated from <i>Panus strigellus</i>. In addition, two known metabolites, panepophenanthrin (<b>2</b>) and dihydrohypnophilin (<b>3</b>), 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 <b>1</b> and <b>3</b> showed moderate to weak activities in the performed antimicrobial assays, while compound <b>1</b> exhibited potent cytotoxic activity against the mammalian cell lines mouse fibroblast (L929) and human endocervical adenocarcinoma (KB3.1). |
| first_indexed | 2024-03-11T00:49:41Z |
| format | Article |
| id | doaj.art-42dcd158986f4bc7b26a00c94b53f3b2 |
| institution | Directory Open Access Journal |
| issn | 2218-1989 |
| language | English |
| last_indexed | 2024-03-11T00:49:41Z |
| publishDate | 2023-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Metabolites |
| spelling | doaj.art-42dcd158986f4bc7b26a00c94b53f3b22023-11-18T20:28:04ZengMDPI AGMetabolites2218-19892023-07-0113784810.3390/metabo13070848Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i>Natalia A. Llanos-López0Sherif Saeed Ebada1Aída M. Vasco-Palacios2Laura M. Sánchez-Giraldo3Lina López4Luisa F. Rojas5Attila Mándi6Tibor Kurtán7Yasmina Marin-Felix8Department of Microbial Drugs, Helmholtz Centre for Infection Research (HZI) and German Centre for Infection Research (DZIF), DZIF Partner Site Hannover-Braunschweig, Inhoffenstrasse 7, 38124 Braunschweig, GermanyDepartment of Microbial Drugs, Helmholtz Centre for Infection Research (HZI) and German Centre for Infection Research (DZIF), DZIF Partner Site Hannover-Braunschweig, Inhoffenstrasse 7, 38124 Braunschweig, GermanyGrupo de Microbiología Ambientaland Grupo BioMicro, Escuela de Microbiología, Universidad de Antioquia, Calle 70 No. 52-21, 050010 Medellin, ColombiaGrupo de Investigación de Biotecnología Industrial, Facultad de Ciencias, Universidad Nacional de Colombia Sede Medellín, Calle 59A No. 63-20, 050034 Medellin, ColombiaGrupo de Biotransformación, Escuela de Microbiología, Universidad de Antioquia, Calle 70 No. 52-21, 050010 Medellin, ColombiaGrupo de Biotransformación, Escuela de Microbiología, Universidad de Antioquia, Calle 70 No. 52-21, 050010 Medellin, ColombiaDepartment of Organic Chemistry, University of Debrecen, P.O. Box 400, 4002 Debrecen, HungaryDepartment of Organic Chemistry, University of Debrecen, P.O. Box 400, 4002 Debrecen, HungaryDepartment of Microbial Drugs, Helmholtz Centre for Infection Research (HZI) and German Centre for Infection Research (DZIF), DZIF Partner Site Hannover-Braunschweig, Inhoffenstrasse 7, 38124 Braunschweig, GermanyDuring the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (<b>1</b>), was isolated from <i>Panus strigellus</i>. In addition, two known metabolites, panepophenanthrin (<b>2</b>) and dihydrohypnophilin (<b>3</b>), 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 <b>1</b> and <b>3</b> showed moderate to weak activities in the performed antimicrobial assays, while compound <b>1</b> exhibited potent cytotoxic activity against the mammalian cell lines mouse fibroblast (L929) and human endocervical adenocarcinoma (KB3.1).https://www.mdpi.com/2218-1989/13/7/848basidiomycotaantimicrobialcytotoxicitysecondary metaboliteswhite rot fungi |
| spellingShingle | Natalia A. Llanos-López Sherif Saeed Ebada Aída M. Vasco-Palacios Laura M. Sánchez-Giraldo Lina López Luisa F. Rojas Attila Mándi Tibor Kurtán Yasmina Marin-Felix Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> Metabolites basidiomycota antimicrobial cytotoxicity secondary metabolites white rot fungi |
| title | Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> |
| title_full | Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> |
| title_fullStr | Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> |
| title_full_unstemmed | Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> |
| title_short | Panapophenanthrin, a Rare Oligocyclic Diterpene from <i>Panus strigellus</i> |
| title_sort | panapophenanthrin a rare oligocyclic diterpene from i panus strigellus i |
| topic | basidiomycota antimicrobial cytotoxicity secondary metabolites white rot fungi |
| url | https://www.mdpi.com/2218-1989/13/7/848 |
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