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The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines

A series of terpenoids (1–17), comprising six new compounds designated bipolariterpenes A-F (1–6) and eleven recognized compounds (7–17), were isolated from the wheat culture of the potato endophytic fungus Bipolaris eleusines. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4...

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Autores principales: Fan, Yin-Zhong, Tian, Chun, Tong, Shun-Yao, Liu, Qing, Xu, Fan, Shi, Bao-Bao, Ai, Hong-Lian, Liu, Ji-Kai
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Nature Singapore 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10593648/
https://www.ncbi.nlm.nih.gov/pubmed/37870633
http://dx.doi.org/10.1007/s13659-023-00407-x
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author Fan, Yin-Zhong
Tian, Chun
Tong, Shun-Yao
Liu, Qing
Xu, Fan
Shi, Bao-Bao
Ai, Hong-Lian
Liu, Ji-Kai
author_facet Fan, Yin-Zhong
Tian, Chun
Tong, Shun-Yao
Liu, Qing
Xu, Fan
Shi, Bao-Bao
Ai, Hong-Lian
Liu, Ji-Kai
author_sort Fan, Yin-Zhong
collection PubMed
description A series of terpenoids (1–17), comprising six new compounds designated bipolariterpenes A-F (1–6) and eleven recognized compounds (7–17), were isolated from the wheat culture of the potato endophytic fungus Bipolaris eleusines. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (4, 5, 10, 11) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (1–3, 7–9) were evaluated for their antifungal properties. The compounds 7, 9, and 10 had substantial antifungal activity against Epidermophyton floccosum at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00407-x.
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spelling pubmed-105936482023-10-25 The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines Fan, Yin-Zhong Tian, Chun Tong, Shun-Yao Liu, Qing Xu, Fan Shi, Bao-Bao Ai, Hong-Lian Liu, Ji-Kai Nat Prod Bioprospect Original Article A series of terpenoids (1–17), comprising six new compounds designated bipolariterpenes A-F (1–6) and eleven recognized compounds (7–17), were isolated from the wheat culture of the potato endophytic fungus Bipolaris eleusines. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (4, 5, 10, 11) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (1–3, 7–9) were evaluated for their antifungal properties. The compounds 7, 9, and 10 had substantial antifungal activity against Epidermophyton floccosum at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed. GRAPHICAL ABSTRACT: [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s13659-023-00407-x. Springer Nature Singapore 2023-10-23 /pmc/articles/PMC10593648/ /pubmed/37870633 http://dx.doi.org/10.1007/s13659-023-00407-x 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, Yin-Zhong
Tian, Chun
Tong, Shun-Yao
Liu, Qing
Xu, Fan
Shi, Bao-Bao
Ai, Hong-Lian
Liu, Ji-Kai
The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title_full The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title_fullStr The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title_full_unstemmed The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title_short The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines
title_sort antifungal properties of terpenoids from the endophytic fungus bipolaris eleusines
topic Original Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10593648/
https://www.ncbi.nlm.nih.gov/pubmed/37870633
http://dx.doi.org/10.1007/s13659-023-00407-x
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