Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i>
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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| Format: | Article |
| Language: | English |
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MDPI AG
2022-08-01
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| Series: | Marine Drugs |
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| Online Access: | https://www.mdpi.com/1660-3397/20/8/523 |
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| author | Hongcheng Li Wei Zhang Xuan Zhang Shen Tang Ping Men Mengyi Xiong Zhimin Li Yongyu Zhang Xuenian Huang Xuefeng Lu |
| author_facet | Hongcheng Li Wei Zhang Xuan Zhang Shen Tang Ping Men Mengyi Xiong Zhimin Li Yongyu Zhang Xuenian Huang Xuefeng Lu |
| author_sort | Hongcheng Li |
| collection | DOAJ |
| 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 <i>Penicillium oxalicum</i> 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, <i>J</i>-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 <i>P</i><i>. oxalicum</i>. |
| first_indexed | 2024-03-09T04:10:48Z |
| format | Article |
| id | doaj.art-92259b10d9c54c419c64384c65634d88 |
| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-03-09T04:10:48Z |
| publishDate | 2022-08-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-92259b10d9c54c419c64384c65634d882023-12-03T14:00:38ZengMDPI AGMarine Drugs1660-33972022-08-0120852310.3390/md20080523Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i>Hongcheng Li0Wei Zhang1Xuan Zhang2Shen Tang3Ping Men4Mengyi Xiong5Zhimin Li6Yongyu Zhang7Xuenian Huang8Xuefeng Lu9Shandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaJiangxi Engineering Laboratory for the Development and Utilization of Agricultural Microbial Resources, College of Bioscience and Bioengineering, Jiangxi Agricultural University, Nanchang 330045, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaShandong Provincial Key Laboratory of Synthetic Biology, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao 266101, ChinaFilamentous 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 <i>Penicillium oxalicum</i> 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, <i>J</i>-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 <i>P</i><i>. oxalicum</i>.https://www.mdpi.com/1660-3397/20/8/523marine-derived fungioxopyrrolidinesgene clusterbiosynthesis |
| spellingShingle | Hongcheng Li Wei Zhang Xuan Zhang Shen Tang Ping Men Mengyi Xiong Zhimin Li Yongyu Zhang Xuenian Huang Xuefeng Lu Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> Marine Drugs marine-derived fungi oxopyrrolidines gene cluster biosynthesis |
| title | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> |
| title_full | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> |
| title_fullStr | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> |
| title_full_unstemmed | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> |
| title_short | Identification of PKS-NRPS Hybrid Metabolites in Marine-Derived <i>Penicillium oxalicum</i> |
| title_sort | identification of pks nrps hybrid metabolites in marine derived i penicillium oxalicum i |
| topic | marine-derived fungi oxopyrrolidines gene cluster biosynthesis |
| url | https://www.mdpi.com/1660-3397/20/8/523 |
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