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Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium sporotrichioides
The secondary metabolites of Fusarium sporotrichioides, an endophytic fungus with anti-tumor activity isolated from Rauvolfia yunnanensis Tsiang, were investigated. Five trichothecenes, including one previously undescribed metabolite, were isolated and identified. Their structures were elucidated by...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9220965/ https://www.ncbi.nlm.nih.gov/pubmed/35740903 http://dx.doi.org/10.3390/biom12060778 |
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author | Wang, Ya-Jing Ma, Nan Lu, Yong-Fu Dai, Si-Yang Song, Xue Li, Chang Sun, Yi Pei, Yue-Hu |
author_facet | Wang, Ya-Jing Ma, Nan Lu, Yong-Fu Dai, Si-Yang Song, Xue Li, Chang Sun, Yi Pei, Yue-Hu |
author_sort | Wang, Ya-Jing |
collection | PubMed |
description | The secondary metabolites of Fusarium sporotrichioides, an endophytic fungus with anti-tumor activity isolated from Rauvolfia yunnanensis Tsiang, were investigated. Five trichothecenes, including one previously undescribed metabolite, were isolated and identified. Their structures were elucidated by means of extensive spectroscopic methods; the absolute configuration of compound 1 was determined by the ECD method. Surprisingly, 8-n-butyrylneosolaniol (3) exhibited stronger anti-tumor activity than T-2 toxin against Huh-7 cell line, with an IC(50) value of 265.9 nM. 8-n-butyrylneosolaniol (3) promoted apoptosis induction in Huh-7 cells. Moreover, cell cycle analysis showed that cell cycle arrest caused by 8-n-butyrylneosolaniol (3) at the G2/M phase resulted in cell proliferation inhibition and pro-apoptotic activity. Further studies showed a significant decrease in mitochondrial membrane permeabilization and a significant increase in ROS generation, which led to the activation of caspase cascades and subsequent cleavage of PARP fragments. In conclusion, 8-n-butyrylneosolaniol (3) induced cell apoptosis in Huh-7 cells via the mitochondria-mediated apoptotic signaling pathway, which could be a leading compound for anti-tumor agents. |
format | Online Article Text |
id | pubmed-9220965 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-92209652022-06-24 Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium sporotrichioides Wang, Ya-Jing Ma, Nan Lu, Yong-Fu Dai, Si-Yang Song, Xue Li, Chang Sun, Yi Pei, Yue-Hu Biomolecules Article The secondary metabolites of Fusarium sporotrichioides, an endophytic fungus with anti-tumor activity isolated from Rauvolfia yunnanensis Tsiang, were investigated. Five trichothecenes, including one previously undescribed metabolite, were isolated and identified. Their structures were elucidated by means of extensive spectroscopic methods; the absolute configuration of compound 1 was determined by the ECD method. Surprisingly, 8-n-butyrylneosolaniol (3) exhibited stronger anti-tumor activity than T-2 toxin against Huh-7 cell line, with an IC(50) value of 265.9 nM. 8-n-butyrylneosolaniol (3) promoted apoptosis induction in Huh-7 cells. Moreover, cell cycle analysis showed that cell cycle arrest caused by 8-n-butyrylneosolaniol (3) at the G2/M phase resulted in cell proliferation inhibition and pro-apoptotic activity. Further studies showed a significant decrease in mitochondrial membrane permeabilization and a significant increase in ROS generation, which led to the activation of caspase cascades and subsequent cleavage of PARP fragments. In conclusion, 8-n-butyrylneosolaniol (3) induced cell apoptosis in Huh-7 cells via the mitochondria-mediated apoptotic signaling pathway, which could be a leading compound for anti-tumor agents. MDPI 2022-06-02 /pmc/articles/PMC9220965/ /pubmed/35740903 http://dx.doi.org/10.3390/biom12060778 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Wang, Ya-Jing Ma, Nan Lu, Yong-Fu Dai, Si-Yang Song, Xue Li, Chang Sun, Yi Pei, Yue-Hu Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium sporotrichioides |
title | Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium
sporotrichioides |
title_full | Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium
sporotrichioides |
title_fullStr | Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium
sporotrichioides |
title_full_unstemmed | Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium
sporotrichioides |
title_short | Structure Elucidation and Anti-Tumor Activities of Trichothecenes from Endophytic Fungus Fusarium
sporotrichioides |
title_sort | structure elucidation and anti-tumor activities of trichothecenes from endophytic fungus fusarium
sporotrichioides |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9220965/ https://www.ncbi.nlm.nih.gov/pubmed/35740903 http://dx.doi.org/10.3390/biom12060778 |
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