Xylopins A-F, six rare guaiane dimers with three different connecting modes from Xylopia vielana

Six rare guaiane-type sesquiterpene dimers xylopins A-F, having three different connecting modes through two direct C-C bonds, were isolated from the roots of . Their absolute configurations were established by NOESY analysis, Cu Kα X-ray crystallography, and experimental and calculated electronic c...

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Bibliographic Details
Published inRSC advances Vol. 9; no. 16; pp. 9235 - 9242
Main Authors Xie, Yang-Guo, Yan, Rong, Zhong, Xianglong, Piao, Huang, Muhammad, Ishaq, Ke, Xisong, Yan, Shikai, Guo, Yuanqiang, Jin, Hui-Zi, Zhang, Wei-Dong
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 01.01.2019
The Royal Society of Chemistry
Subjects
Apoptosis
Cell cycle
Chemistry
Crystallography
Dichroism
Dimers
Flow cytometry
Zebrafish
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Summary:Six rare guaiane-type sesquiterpene dimers xylopins A-F, having three different connecting modes through two direct C-C bonds, were isolated from the roots of . Their absolute configurations were established by NOESY analysis, Cu Kα X-ray crystallography, and experimental and calculated electronic circular dichroism spectra. Flow cytometry demonstrated the fact that compound 6 arrested the cell cycle at G2 phase and concentration-dependently induced apoptosis of DU145 cells. Furthermore, the EPT2-TGC cell model, zebrafish study and western blot analysis illustrated compound 6 could induce apoptosis by efficiently inhibiting the Wnt/β-catenin signaling pathway decreasing the expression of β-catenin.
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These authors contributed equally.
ISSN:2046-2069
2046-2069
DOI:10.1039/c9ra00347a