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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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Detalles Bibliográficos
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
Descripción
Sumario: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.