New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking
Antarctic krill (Euphausia superba) of the Euphausiidae family comprise one of the largest biomasses in the world and play a key role in the Antarctic marine ecosystem. However, the study of E. superba-derived microbes and their secondary metabolites has been limited. Chemical investigation of the s...
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ftmdpi:oai:mdpi.com:/1660-3397/21/2/127/ 2023-08-20T04:01:59+02:00 New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking Ting Shi Yan-Jing Li Ze-Min Wang Yi-Fei Wang Bo Wang Da-Yong Shi agris 2023-02-15 application/pdf https://doi.org/10.3390/md21020127 EN eng Multidisciplinary Digital Publishing Institute https://dx.doi.org/10.3390/md21020127 https://creativecommons.org/licenses/by/4.0/ Marine Drugs; Volume 21; Issue 2; Pages: 127 molecular networking Antarctic krill Nocardiopsis sp. LX-1 pyrroline nocarpyrroline A antimicrobial activity Text 2023 ftmdpi https://doi.org/10.3390/md21020127 2023-08-01T08:49:23Z Antarctic krill (Euphausia superba) of the Euphausiidae family comprise one of the largest biomasses in the world and play a key role in the Antarctic marine ecosystem. However, the study of E. superba-derived microbes and their secondary metabolites has been limited. Chemical investigation of the secondary metabolites of the actinomycetes Nocardiopsis sp. LX-1 (in the family of Nocardiopsaceae), isolated from E. superba, combined with molecular networking, led to the identification of 16 compounds a–p (purple nodes in the molecular network) and the isolation of one new pyrroline, nocarpyrroline A (1), along with 11 known compounds 2–12. The structure of the new compound 1 was elucidated by extensive spectroscopic investigation. Compound 2 exhibited broad-spectrum antibacterial activities against A. hydrophila, D. chrysanthemi, C. terrigena, X. citri pv. malvacearum and antifungal activity against C. albicans in a conventional broth dilution assay. The positive control was ciprofloxacin with the MIC values of <0.024 µM, 0.39 µM, 0.39 µM, 0.39 µM, and 0.20 µM, respectively. Compound 1 and compounds 7, 10, and 11 displayed antifungal activities against F. fujikuroi and D. citri, respectively, in modified agar diffusion test. Prochloraz was used as positive control and showed the inhibition zone radius of 17 mm and 15 mm against F. fujikuroi and D. citri, respectively. All the annotated compounds a–p by molecular networking were first discovered from the genus Nocardiopsis. Nocarpyrroline A (1) features an unprecedented 4,5-dihydro-pyrrole-2-carbonitrile substructure, and it is the first pyrroline isolated from the genus Nocardiopsis. This study further demonstrated the guiding significance of molecular networking in the research of microbial secondary metabolites. Text Antarc* Antarctic Antarctic Krill Euphausia superba MDPI Open Access Publishing Antarctic The Antarctic Marine Drugs 21 2 127 |
institution |
Open Polar |
collection |
MDPI Open Access Publishing |
op_collection_id |
ftmdpi |
language |
English |
topic |
molecular networking Antarctic krill Nocardiopsis sp. LX-1 pyrroline nocarpyrroline A antimicrobial activity |
spellingShingle |
molecular networking Antarctic krill Nocardiopsis sp. LX-1 pyrroline nocarpyrroline A antimicrobial activity Ting Shi Yan-Jing Li Ze-Min Wang Yi-Fei Wang Bo Wang Da-Yong Shi New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
topic_facet |
molecular networking Antarctic krill Nocardiopsis sp. LX-1 pyrroline nocarpyrroline A antimicrobial activity |
description |
Antarctic krill (Euphausia superba) of the Euphausiidae family comprise one of the largest biomasses in the world and play a key role in the Antarctic marine ecosystem. However, the study of E. superba-derived microbes and their secondary metabolites has been limited. Chemical investigation of the secondary metabolites of the actinomycetes Nocardiopsis sp. LX-1 (in the family of Nocardiopsaceae), isolated from E. superba, combined with molecular networking, led to the identification of 16 compounds a–p (purple nodes in the molecular network) and the isolation of one new pyrroline, nocarpyrroline A (1), along with 11 known compounds 2–12. The structure of the new compound 1 was elucidated by extensive spectroscopic investigation. Compound 2 exhibited broad-spectrum antibacterial activities against A. hydrophila, D. chrysanthemi, C. terrigena, X. citri pv. malvacearum and antifungal activity against C. albicans in a conventional broth dilution assay. The positive control was ciprofloxacin with the MIC values of <0.024 µM, 0.39 µM, 0.39 µM, 0.39 µM, and 0.20 µM, respectively. Compound 1 and compounds 7, 10, and 11 displayed antifungal activities against F. fujikuroi and D. citri, respectively, in modified agar diffusion test. Prochloraz was used as positive control and showed the inhibition zone radius of 17 mm and 15 mm against F. fujikuroi and D. citri, respectively. All the annotated compounds a–p by molecular networking were first discovered from the genus Nocardiopsis. Nocarpyrroline A (1) features an unprecedented 4,5-dihydro-pyrrole-2-carbonitrile substructure, and it is the first pyrroline isolated from the genus Nocardiopsis. This study further demonstrated the guiding significance of molecular networking in the research of microbial secondary metabolites. |
format |
Text |
author |
Ting Shi Yan-Jing Li Ze-Min Wang Yi-Fei Wang Bo Wang Da-Yong Shi |
author_facet |
Ting Shi Yan-Jing Li Ze-Min Wang Yi-Fei Wang Bo Wang Da-Yong Shi |
author_sort |
Ting Shi |
title |
New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
title_short |
New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
title_full |
New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
title_fullStr |
New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
title_full_unstemmed |
New Pyrroline Isolated from Antarctic Krill-Derived Actinomycetes Nocardiopsis sp. LX-1 Combining with Molecular Networking |
title_sort |
new pyrroline isolated from antarctic krill-derived actinomycetes nocardiopsis sp. lx-1 combining with molecular networking |
publisher |
Multidisciplinary Digital Publishing Institute |
publishDate |
2023 |
url |
https://doi.org/10.3390/md21020127 |
op_coverage |
agris |
geographic |
Antarctic The Antarctic |
geographic_facet |
Antarctic The Antarctic |
genre |
Antarc* Antarctic Antarctic Krill Euphausia superba |
genre_facet |
Antarc* Antarctic Antarctic Krill Euphausia superba |
op_source |
Marine Drugs; Volume 21; Issue 2; Pages: 127 |
op_relation |
https://dx.doi.org/10.3390/md21020127 |
op_rights |
https://creativecommons.org/licenses/by/4.0/ |
op_doi |
https://doi.org/10.3390/md21020127 |
container_title |
Marine Drugs |
container_volume |
21 |
container_issue |
2 |
container_start_page |
127 |
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1774712369040064512 |