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Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum
Filamentous fungi are abundant resources of bioactive natural products. Here, 151 marine-derived fungi were collected from the north Yellow Sea and identified by an internal transcribed spacer (ITS) sequence. The crude extracts of all strains were evaluated for their antimicrobial activities and ana...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9409647/ https://www.ncbi.nlm.nih.gov/pubmed/36005526 http://dx.doi.org/10.3390/md20080523 |
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author | Li, Hongcheng Zhang, Wei Zhang, Xuan Tang, Shen Men, Ping Xiong, Mengyi Li, Zhimin Zhang, Yongyu Huang, Xuenian Lu, Xuefeng |
author_facet | Li, Hongcheng Zhang, Wei Zhang, Xuan Tang, Shen Men, Ping Xiong, Mengyi Li, Zhimin Zhang, Yongyu Huang, Xuenian Lu, Xuefeng |
author_sort | Li, Hongcheng |
collection | PubMed |
description | Filamentous fungi are abundant resources of bioactive natural products. Here, 151 marine-derived fungi were collected from the north Yellow Sea and identified by an internal transcribed spacer (ITS) sequence. The crude extracts of all strains were evaluated for their antimicrobial activities and analyzed by HPLC fingerprint. Based on these, strain Penicillium oxalicum MEFC104 was selected for further investigation. Two new polyketide–amino acid hybrid compounds with feature structures of tetramic acid, oxopyrrolidine A and B, were isolated. Their planner structures were assigned by HRESIMS and 1D/2D NMR experiments. The absolute configurations were determined by modified Mosher’s method, J-based configuration analysis, and ECD calculations. Furthermore, the biosynthetic pathway was identified by bioinformatic analysis and gene-deletion experiments. This study established a link between oxopyrrolidines and the corresponding biosynthesis genes in P. oxalicum. |
format | Online Article Text |
id | pubmed-9409647 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-94096472022-08-26 Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum Li, Hongcheng Zhang, Wei Zhang, Xuan Tang, Shen Men, Ping Xiong, Mengyi Li, Zhimin Zhang, Yongyu Huang, Xuenian Lu, Xuefeng Mar Drugs Article Filamentous fungi are abundant resources of bioactive natural products. Here, 151 marine-derived fungi were collected from the north Yellow Sea and identified by an internal transcribed spacer (ITS) sequence. The crude extracts of all strains were evaluated for their antimicrobial activities and analyzed by HPLC fingerprint. Based on these, strain Penicillium oxalicum MEFC104 was selected for further investigation. Two new polyketide–amino acid hybrid compounds with feature structures of tetramic acid, oxopyrrolidine A and B, were isolated. Their planner structures were assigned by HRESIMS and 1D/2D NMR experiments. The absolute configurations were determined by modified Mosher’s method, J-based configuration analysis, and ECD calculations. Furthermore, the biosynthetic pathway was identified by bioinformatic analysis and gene-deletion experiments. This study established a link between oxopyrrolidines and the corresponding biosynthesis genes in P. oxalicum. MDPI 2022-08-16 /pmc/articles/PMC9409647/ /pubmed/36005526 http://dx.doi.org/10.3390/md20080523 Text en © 2022 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 Li, Hongcheng Zhang, Wei Zhang, Xuan Tang, Shen Men, Ping Xiong, Mengyi Li, Zhimin Zhang, Yongyu Huang, Xuenian Lu, Xuefeng Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title_full | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title_fullStr | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title_full_unstemmed | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title_short | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived Penicillium oxalicum |
title_sort | identification of pks-nrps hybrid metabolites in marine-derived penicillium oxalicum |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9409647/ https://www.ncbi.nlm.nih.gov/pubmed/36005526 http://dx.doi.org/10.3390/md20080523 |
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