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Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach
Using the OSMAC (One Strain Many Compounds) approach, the actinobacterium Streptomyces griseorubiginosus, derived from an unidentified cnidarian collected from a reef near Pointe de Bellevue in Réunion Island (France), was subjected to cultivation under diverse conditions. This endeavour yielded the...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10608293/ https://www.ncbi.nlm.nih.gov/pubmed/37888461 http://dx.doi.org/10.3390/md21100526 |
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author | Martín-Aragón, Víctor Rodríguez Millán, Francisco Romero Cuadrado, Cristina Daranas, Antonio Hernández Medarde, Antonio Fernández López, José M. Sánchez |
author_facet | Martín-Aragón, Víctor Rodríguez Millán, Francisco Romero Cuadrado, Cristina Daranas, Antonio Hernández Medarde, Antonio Fernández López, José M. Sánchez |
author_sort | Martín-Aragón, Víctor Rodríguez |
collection | PubMed |
description | Using the OSMAC (One Strain Many Compounds) approach, the actinobacterium Streptomyces griseorubiginosus, derived from an unidentified cnidarian collected from a reef near Pointe de Bellevue in Réunion Island (France), was subjected to cultivation under diverse conditions. This endeavour yielded the isolation of a repertoire of 23 secondary metabolites (1–23), wherein five compounds were unprecedented as natural products (19–23). Specifically, compounds 19 and 20 showcased novel anthrone backbones, while compound 23 displayed a distinctive tetralone structure. Additionally, compounds 21 and 22 presented an unusual naphtho [2,3-c]furan-4(9H)-one chromophore. Interestingly, the detection of all these novel compounds (19–23) was exclusively achieved when the bacterium was cultured in FA-1 liquid medium supplemented with the epigenetic modifier γ-butyrolactone. The elucidation of the structural features of the newfound compounds was accomplished through a combination of HRESIMS, 1D and 2D NMR spectroscopy, as well as QM-NMR (Quantum Mechanical—Nuclear Magnetic Resonance) methods and by comparison with existing literature. Moreover, the determination of the relative configuration of compound 23 was facilitated by employing the mix-J-DP4 computational approach. |
format | Online Article Text |
id | pubmed-10608293 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-106082932023-10-28 Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach Martín-Aragón, Víctor Rodríguez Millán, Francisco Romero Cuadrado, Cristina Daranas, Antonio Hernández Medarde, Antonio Fernández López, José M. Sánchez Mar Drugs Article Using the OSMAC (One Strain Many Compounds) approach, the actinobacterium Streptomyces griseorubiginosus, derived from an unidentified cnidarian collected from a reef near Pointe de Bellevue in Réunion Island (France), was subjected to cultivation under diverse conditions. This endeavour yielded the isolation of a repertoire of 23 secondary metabolites (1–23), wherein five compounds were unprecedented as natural products (19–23). Specifically, compounds 19 and 20 showcased novel anthrone backbones, while compound 23 displayed a distinctive tetralone structure. Additionally, compounds 21 and 22 presented an unusual naphtho [2,3-c]furan-4(9H)-one chromophore. Interestingly, the detection of all these novel compounds (19–23) was exclusively achieved when the bacterium was cultured in FA-1 liquid medium supplemented with the epigenetic modifier γ-butyrolactone. The elucidation of the structural features of the newfound compounds was accomplished through a combination of HRESIMS, 1D and 2D NMR spectroscopy, as well as QM-NMR (Quantum Mechanical—Nuclear Magnetic Resonance) methods and by comparison with existing literature. Moreover, the determination of the relative configuration of compound 23 was facilitated by employing the mix-J-DP4 computational approach. MDPI 2023-10-03 /pmc/articles/PMC10608293/ /pubmed/37888461 http://dx.doi.org/10.3390/md21100526 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 Martín-Aragón, Víctor Rodríguez Millán, Francisco Romero Cuadrado, Cristina Daranas, Antonio Hernández Medarde, Antonio Fernández López, José M. Sánchez Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title | Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title_full | Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title_fullStr | Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title_full_unstemmed | Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title_short | Induction of New Aromatic Polyketides from the Marine Actinobacterium Streptomyces griseorubiginosus through an OSMAC Approach |
title_sort | induction of new aromatic polyketides from the marine actinobacterium streptomyces griseorubiginosus through an osmac approach |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10608293/ https://www.ncbi.nlm.nih.gov/pubmed/37888461 http://dx.doi.org/10.3390/md21100526 |
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