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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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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