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Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8

Carotane sesquiterpenes are commonly found in plants but are infrequently reported in the fungal kingdom. Chemical investigation of Trichoderma virens QA-8, an endophytic fungus associated with the inner root tissue of the grown medicinal herb Artemisia argyi H. Lév. and Vaniot, resulted in the isol...

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Autores principales: Shi, Xiao-Shan, Song, Yin-Ping, Meng, Ling-Hong, Yang, Sui-Qun, Wang, Dun-Jia, Zhou, Xing-Wang, Ji, Nai-Yun, Wang, Bin-Gui, Li, Xiao-Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7924333/
https://www.ncbi.nlm.nih.gov/pubmed/33672705
http://dx.doi.org/10.3390/antibiotics10020213
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author Shi, Xiao-Shan
Song, Yin-Ping
Meng, Ling-Hong
Yang, Sui-Qun
Wang, Dun-Jia
Zhou, Xing-Wang
Ji, Nai-Yun
Wang, Bin-Gui
Li, Xiao-Ming
author_facet Shi, Xiao-Shan
Song, Yin-Ping
Meng, Ling-Hong
Yang, Sui-Qun
Wang, Dun-Jia
Zhou, Xing-Wang
Ji, Nai-Yun
Wang, Bin-Gui
Li, Xiao-Ming
author_sort Shi, Xiao-Shan
collection PubMed
description Carotane sesquiterpenes are commonly found in plants but are infrequently reported in the fungal kingdom. Chemical investigation of Trichoderma virens QA-8, an endophytic fungus associated with the inner root tissue of the grown medicinal herb Artemisia argyi H. Lév. and Vaniot, resulted in the isolation and characterization of five new carotane sesquiterpenes trichocarotins I–M (1–5), which have diverse substitution patterns, and seven known related analogues (6–12). The structures of these compounds were established on the basis of a detailed interpretation of their NMR and mass spectroscopic data, and the structures including the relative and absolute configurations of compounds 1–3, 5, 9, and 10 were confirmed by X-ray crystallographic analysis. In the antibacterial assays, all isolates exhibited potent activity against Escherichia coli EMBLC-1, with MIC values ranging from 0.5 to 32 µg/mL, while 7β-hydroxy CAF-603 (7) strongly inhibited Micrococcus luteus QDIO-3 (MIC = 0.5 µg/mL). Structure-activity relationships of these compounds were discussed. The results from this study demonstrate that the endophytic fungus T. virens QA-8 from the planted medicinal herb A. argyi is a rich source of antibacterial carotane sesquiterpenes, and some of them might be interesting for further study to be developed as novel antibacterial agents.
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spelling pubmed-79243332021-03-03 Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8 Shi, Xiao-Shan Song, Yin-Ping Meng, Ling-Hong Yang, Sui-Qun Wang, Dun-Jia Zhou, Xing-Wang Ji, Nai-Yun Wang, Bin-Gui Li, Xiao-Ming Antibiotics (Basel) Article Carotane sesquiterpenes are commonly found in plants but are infrequently reported in the fungal kingdom. Chemical investigation of Trichoderma virens QA-8, an endophytic fungus associated with the inner root tissue of the grown medicinal herb Artemisia argyi H. Lév. and Vaniot, resulted in the isolation and characterization of five new carotane sesquiterpenes trichocarotins I–M (1–5), which have diverse substitution patterns, and seven known related analogues (6–12). The structures of these compounds were established on the basis of a detailed interpretation of their NMR and mass spectroscopic data, and the structures including the relative and absolute configurations of compounds 1–3, 5, 9, and 10 were confirmed by X-ray crystallographic analysis. In the antibacterial assays, all isolates exhibited potent activity against Escherichia coli EMBLC-1, with MIC values ranging from 0.5 to 32 µg/mL, while 7β-hydroxy CAF-603 (7) strongly inhibited Micrococcus luteus QDIO-3 (MIC = 0.5 µg/mL). Structure-activity relationships of these compounds were discussed. The results from this study demonstrate that the endophytic fungus T. virens QA-8 from the planted medicinal herb A. argyi is a rich source of antibacterial carotane sesquiterpenes, and some of them might be interesting for further study to be developed as novel antibacterial agents. MDPI 2021-02-20 /pmc/articles/PMC7924333/ /pubmed/33672705 http://dx.doi.org/10.3390/antibiotics10020213 Text en © 2021 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Shi, Xiao-Shan
Song, Yin-Ping
Meng, Ling-Hong
Yang, Sui-Qun
Wang, Dun-Jia
Zhou, Xing-Wang
Ji, Nai-Yun
Wang, Bin-Gui
Li, Xiao-Ming
Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title_full Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title_fullStr Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title_full_unstemmed Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title_short Isolation and Characterization of Antibacterial Carotane Sesquiterpenes from Artemisia argyi Associated Endophytic Trichoderma virens QA-8
title_sort isolation and characterization of antibacterial carotane sesquiterpenes from artemisia argyi associated endophytic trichoderma virens qa-8
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7924333/
https://www.ncbi.nlm.nih.gov/pubmed/33672705
http://dx.doi.org/10.3390/antibiotics10020213
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