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Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro

Novel natural products 7R, 8R, 7′R, 9′S-verniciasin A (1a), 7S, 8S, 7′S, 9′R- verniciasin A (1b), 7R, 8R, 7′R, 9′S−7′-methoxylverniciasin A (2a) and 7S, 8S, 7′S, 9′R−7′-methoxylverniciasin A (2b) were characterized from the seed capsule of Vernicia fordii. And the unique 9-O-9′−7, 9′-cyclo-8, 1′-neo...

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Autores principales: Zhao, Wei-Hong, Li, Ning, Chu, Yang, Sun, Tao, Wang, Jian, Wang, Wen-Li, Li, Jia-Yuan, Lin, Bin, Chen, Ru, Hou, Yue
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5648763/
https://www.ncbi.nlm.nih.gov/pubmed/29051580
http://dx.doi.org/10.1038/s41598-017-14062-z
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author Zhao, Wei-Hong
Li, Ning
Chu, Yang
Sun, Tao
Wang, Jian
Wang, Wen-Li
Li, Jia-Yuan
Lin, Bin
Chen, Ru
Hou, Yue
author_facet Zhao, Wei-Hong
Li, Ning
Chu, Yang
Sun, Tao
Wang, Jian
Wang, Wen-Li
Li, Jia-Yuan
Lin, Bin
Chen, Ru
Hou, Yue
author_sort Zhao, Wei-Hong
collection PubMed
description Novel natural products 7R, 8R, 7′R, 9′S-verniciasin A (1a), 7S, 8S, 7′S, 9′R- verniciasin A (1b), 7R, 8R, 7′R, 9′S−7′-methoxylverniciasin A (2a) and 7S, 8S, 7′S, 9′R−7′-methoxylverniciasin A (2b) were characterized from the seed capsule of Vernicia fordii. And the unique 9-O-9′−7, 9′-cyclo-8, 1′-neolignan skeleton with a seven-membered ring, was identified by extensive spectroscopic analysis. Further the possible biosynthetic pathway was briefly discussed. Interestingly, 1a, 2a, 1b and 2b all exhibited significant stereoselective inhibitory effects on NO production in LPS-induced BV2 microglia cell. Then the primary mechanism of the bioactivities and stereoselectivity was explored by means of bioassay and molecular docking.
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spelling pubmed-56487632017-10-26 Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro Zhao, Wei-Hong Li, Ning Chu, Yang Sun, Tao Wang, Jian Wang, Wen-Li Li, Jia-Yuan Lin, Bin Chen, Ru Hou, Yue Sci Rep Article Novel natural products 7R, 8R, 7′R, 9′S-verniciasin A (1a), 7S, 8S, 7′S, 9′R- verniciasin A (1b), 7R, 8R, 7′R, 9′S−7′-methoxylverniciasin A (2a) and 7S, 8S, 7′S, 9′R−7′-methoxylverniciasin A (2b) were characterized from the seed capsule of Vernicia fordii. And the unique 9-O-9′−7, 9′-cyclo-8, 1′-neolignan skeleton with a seven-membered ring, was identified by extensive spectroscopic analysis. Further the possible biosynthetic pathway was briefly discussed. Interestingly, 1a, 2a, 1b and 2b all exhibited significant stereoselective inhibitory effects on NO production in LPS-induced BV2 microglia cell. Then the primary mechanism of the bioactivities and stereoselectivity was explored by means of bioassay and molecular docking. Nature Publishing Group UK 2017-10-19 /pmc/articles/PMC5648763/ /pubmed/29051580 http://dx.doi.org/10.1038/s41598-017-14062-z Text en © The Author(s) 2017 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Zhao, Wei-Hong
Li, Ning
Chu, Yang
Sun, Tao
Wang, Jian
Wang, Wen-Li
Li, Jia-Yuan
Lin, Bin
Chen, Ru
Hou, Yue
Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title_full Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title_fullStr Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title_full_unstemmed Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title_short Novel cycloneolignans from Vernicia fordii with inhibitory effects on over-activation of BV2 cells in vitro
title_sort novel cycloneolignans from vernicia fordii with inhibitory effects on over-activation of bv2 cells in vitro
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5648763/
https://www.ncbi.nlm.nih.gov/pubmed/29051580
http://dx.doi.org/10.1038/s41598-017-14062-z
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