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Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B

Two previously undescribed lactones, phomolides A and B (1 and 2), and three new sesquiterpenoids, phomenes A–C (3–5), together with one known compound, colletotricholide A (6), were isolated from the endophytic fungus Phomopsis sp. SZSJ-7B. Their chemical structures, including the absolute configur...

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Autores principales: Chen, Yan, Wang, Huan, Ke, Xin, Sang, Zihuan, Kuang, Min, Peng, Weiwei, Tan, Jianbing, Zheng, Yuting, Zou, Zhenxing, Tan, Haibo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9702824/
https://www.ncbi.nlm.nih.gov/pubmed/36452113
http://dx.doi.org/10.3389/fpls.2022.1049015
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author Chen, Yan
Wang, Huan
Ke, Xin
Sang, Zihuan
Kuang, Min
Peng, Weiwei
Tan, Jianbing
Zheng, Yuting
Zou, Zhenxing
Tan, Haibo
author_facet Chen, Yan
Wang, Huan
Ke, Xin
Sang, Zihuan
Kuang, Min
Peng, Weiwei
Tan, Jianbing
Zheng, Yuting
Zou, Zhenxing
Tan, Haibo
author_sort Chen, Yan
collection PubMed
description Two previously undescribed lactones, phomolides A and B (1 and 2), and three new sesquiterpenoids, phomenes A–C (3–5), together with one known compound, colletotricholide A (6), were isolated from the endophytic fungus Phomopsis sp. SZSJ-7B. Their chemical structures, including the absolute configurations, were comprehensively established by extensive analyses of NMR, high-resolution electrospray ionization mass spectrometry, electronic circular dichroism powered by theoretical calculations, and X-ray diffractions. Moreover, the cytotoxic and antibacterial activities of compounds 1–6 were also evaluated, and the results demonstrated that compound 2 showed significant antibacterial effects towards methicillin-resistant Staphylococcus aureus and S. aureus strains with minimum inhibitory concentration as low as 6.25 μg/ml, which was comparable to that of the clinical drug vancomycin. Moreover, all compounds showed no cytotoxic activity.
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spelling pubmed-97028242022-11-29 Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B Chen, Yan Wang, Huan Ke, Xin Sang, Zihuan Kuang, Min Peng, Weiwei Tan, Jianbing Zheng, Yuting Zou, Zhenxing Tan, Haibo Front Plant Sci Plant Science Two previously undescribed lactones, phomolides A and B (1 and 2), and three new sesquiterpenoids, phomenes A–C (3–5), together with one known compound, colletotricholide A (6), were isolated from the endophytic fungus Phomopsis sp. SZSJ-7B. Their chemical structures, including the absolute configurations, were comprehensively established by extensive analyses of NMR, high-resolution electrospray ionization mass spectrometry, electronic circular dichroism powered by theoretical calculations, and X-ray diffractions. Moreover, the cytotoxic and antibacterial activities of compounds 1–6 were also evaluated, and the results demonstrated that compound 2 showed significant antibacterial effects towards methicillin-resistant Staphylococcus aureus and S. aureus strains with minimum inhibitory concentration as low as 6.25 μg/ml, which was comparable to that of the clinical drug vancomycin. Moreover, all compounds showed no cytotoxic activity. Frontiers Media S.A. 2022-11-14 /pmc/articles/PMC9702824/ /pubmed/36452113 http://dx.doi.org/10.3389/fpls.2022.1049015 Text en Copyright © 2022 Chen, Wang, Ke, Sang, Kuang, Peng, Tan, Zheng, Zou and Tan https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Plant Science
Chen, Yan
Wang, Huan
Ke, Xin
Sang, Zihuan
Kuang, Min
Peng, Weiwei
Tan, Jianbing
Zheng, Yuting
Zou, Zhenxing
Tan, Haibo
Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title_full Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title_fullStr Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title_full_unstemmed Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title_short Five new secondary metabolites from an endophytic fungus Phomopsis sp. SZSJ-7B
title_sort five new secondary metabolites from an endophytic fungus phomopsis sp. szsj-7b
topic Plant Science
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9702824/
https://www.ncbi.nlm.nih.gov/pubmed/36452113
http://dx.doi.org/10.3389/fpls.2022.1049015
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