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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...

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Autores principales: Li, Hongcheng, Zhang, Wei, Zhang, Xuan, Tang, Shen, Men, Ping, Xiong, Mengyi, Li, Zhimin, Zhang, Yongyu, Huang, Xuenian, Lu, Xuefeng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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