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Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus

Three previously undescribed compounds, cordycicadione (1), cordycicadin F (2), and 7-hydroxybassiatin (3), were isolated from the cultures of Cordyceps cicadae JXCH1, an entomopathogenic fungus. Their structures and relative configurations were elucidated primarily by NMR spectroscopic analysis. Th...

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Autores principales: Fan, Jing, Liu, Pai, Zhao, Kuan, Chen, He-Ping
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Nature Singapore 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10622384/
https://www.ncbi.nlm.nih.gov/pubmed/37919477
http://dx.doi.org/10.1007/s13659-023-00410-2
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author Fan, Jing
Liu, Pai
Zhao, Kuan
Chen, He-Ping
author_facet Fan, Jing
Liu, Pai
Zhao, Kuan
Chen, He-Ping
author_sort Fan, Jing
collection PubMed
description Three previously undescribed compounds, cordycicadione (1), cordycicadin F (2), and 7-hydroxybassiatin (3), were isolated from the cultures of Cordyceps cicadae JXCH1, an entomopathogenic fungus. Their structures and relative configurations were elucidated primarily by NMR spectroscopic analysis. The absolute configurations of 1 and 2 were determined by ECD calculations. Single-crystal X-ray diffraction method was adopted to determine the absolute configuration of 3. Compound 2 is a polycyclic polyketide with an unusual enol ether moiety and a spiro ring. The compounds obtained in this study were subjected to screening their inhibition against the proliferation of the human lung cancer cell line A549 and the production of nitric oxide in murine macrophages RAW264.7. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00410-2.
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spelling pubmed-106223842023-11-04 Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus Fan, Jing Liu, Pai Zhao, Kuan Chen, He-Ping Nat Prod Bioprospect Original Article Three previously undescribed compounds, cordycicadione (1), cordycicadin F (2), and 7-hydroxybassiatin (3), were isolated from the cultures of Cordyceps cicadae JXCH1, an entomopathogenic fungus. Their structures and relative configurations were elucidated primarily by NMR spectroscopic analysis. The absolute configurations of 1 and 2 were determined by ECD calculations. Single-crystal X-ray diffraction method was adopted to determine the absolute configuration of 3. Compound 2 is a polycyclic polyketide with an unusual enol ether moiety and a spiro ring. The compounds obtained in this study were subjected to screening their inhibition against the proliferation of the human lung cancer cell line A549 and the production of nitric oxide in murine macrophages RAW264.7. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00410-2. Springer Nature Singapore 2023-11-03 /pmc/articles/PMC10622384/ /pubmed/37919477 http://dx.doi.org/10.1007/s13659-023-00410-2 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) .
spellingShingle Original Article
Fan, Jing
Liu, Pai
Zhao, Kuan
Chen, He-Ping
Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title_full Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title_fullStr Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title_full_unstemmed Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title_short Three previously undescribed metabolites from Cordyceps cicadae JXCH-1, an entomopathogenic fungus
title_sort three previously undescribed metabolites from cordyceps cicadae jxch-1, an entomopathogenic fungus
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10622384/
https://www.ncbi.nlm.nih.gov/pubmed/37919477
http://dx.doi.org/10.1007/s13659-023-00410-2
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