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Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea
Antrodia cinnamomea is a precious edible mushroom originating from Taiwan that has been popularly used for adjuvant hepatoprotection and anti-inflammation; however, the chemical principle for its anti-inflammatory activity has not been elucidated, which prevents the quality control of related produc...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9266224/ https://www.ncbi.nlm.nih.gov/pubmed/35804645 http://dx.doi.org/10.3390/foods11131831 |
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author | Yang, Xin Wang, Xiang Lin, Jiachen Lim, Sophie Cao, Yujia Chen, Siyu Xu, Pingkang Xu, Chunyuhang Zheng, Hongling Fu, Kuo-Chang Kuo, Chien-Liang Huang, Dejian |
author_facet | Yang, Xin Wang, Xiang Lin, Jiachen Lim, Sophie Cao, Yujia Chen, Siyu Xu, Pingkang Xu, Chunyuhang Zheng, Hongling Fu, Kuo-Chang Kuo, Chien-Liang Huang, Dejian |
author_sort | Yang, Xin |
collection | PubMed |
description | Antrodia cinnamomea is a precious edible mushroom originating from Taiwan that has been popularly used for adjuvant hepatoprotection and anti-inflammation; however, the chemical principle for its anti-inflammatory activity has not been elucidated, which prevents the quality control of related products. Using the RAW264.7 model for the anti-inflammatory activity assay as a guide, we reported the isolation and structural elucidation of three potent anti-inflammatory compounds from isolated ergostanes (16) and lanostanes (6). Their structures were elucidated on the basis of spectroscopic data analysis including NMR and HR-QTOF-MS. Particularly, the absolute configurations of (25R)-antcin K, (25R)-antcin A, versisponic acid D, and (25R)-antcin C were determined by single crystal X-ray diffraction (XRD). The representative and most promising compound antcin A was shown to suppress pro-inflammatory biomolecule release via the down-regulation of iNOS and COX-2 expression through the NF-κB pathway while the mRNA levels of IL-1β, TNF-α and IL-6 were also decreased. The high dependency on structural variation and activity suggests that there might be special biological targets for antcin A. Our work makes it possible to develop evidence-based dietary supplements from Antrodia cinnamomea based on anti-inflammatory constituents. |
format | Online Article Text |
id | pubmed-9266224 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-92662242022-07-09 Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea Yang, Xin Wang, Xiang Lin, Jiachen Lim, Sophie Cao, Yujia Chen, Siyu Xu, Pingkang Xu, Chunyuhang Zheng, Hongling Fu, Kuo-Chang Kuo, Chien-Liang Huang, Dejian Foods Article Antrodia cinnamomea is a precious edible mushroom originating from Taiwan that has been popularly used for adjuvant hepatoprotection and anti-inflammation; however, the chemical principle for its anti-inflammatory activity has not been elucidated, which prevents the quality control of related products. Using the RAW264.7 model for the anti-inflammatory activity assay as a guide, we reported the isolation and structural elucidation of three potent anti-inflammatory compounds from isolated ergostanes (16) and lanostanes (6). Their structures were elucidated on the basis of spectroscopic data analysis including NMR and HR-QTOF-MS. Particularly, the absolute configurations of (25R)-antcin K, (25R)-antcin A, versisponic acid D, and (25R)-antcin C were determined by single crystal X-ray diffraction (XRD). The representative and most promising compound antcin A was shown to suppress pro-inflammatory biomolecule release via the down-regulation of iNOS and COX-2 expression through the NF-κB pathway while the mRNA levels of IL-1β, TNF-α and IL-6 were also decreased. The high dependency on structural variation and activity suggests that there might be special biological targets for antcin A. Our work makes it possible to develop evidence-based dietary supplements from Antrodia cinnamomea based on anti-inflammatory constituents. MDPI 2022-06-22 /pmc/articles/PMC9266224/ /pubmed/35804645 http://dx.doi.org/10.3390/foods11131831 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 Yang, Xin Wang, Xiang Lin, Jiachen Lim, Sophie Cao, Yujia Chen, Siyu Xu, Pingkang Xu, Chunyuhang Zheng, Hongling Fu, Kuo-Chang Kuo, Chien-Liang Huang, Dejian Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title | Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title_full | Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title_fullStr | Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title_full_unstemmed | Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title_short | Structure and Anti-Inflammatory Activity Relationship of Ergostanes and Lanostanes in Antrodia cinnamomea |
title_sort | structure and anti-inflammatory activity relationship of ergostanes and lanostanes in antrodia cinnamomea |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9266224/ https://www.ncbi.nlm.nih.gov/pubmed/35804645 http://dx.doi.org/10.3390/foods11131831 |
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