Rare dimeric guaianes from Xylopia vielana and their multidrug resistance reversal activity

Publication date: February 2019Source: Phytochemistry, Volume 158Author(s): Ya-Long Zhang, Qi-Qi Xu, Xu-Wei Zhou, Lin Wu, Xiao-Bing Wang, Ming-Hua Yang, Jun Luo, Jian-Guang Luo, Ling-Yi KongAbstractThirteen undescribed dimeric guaianes were isolated from the leaves of Xylopia vielana Pierre. Their structures were elucidated by NMR spectroscopy and mass spectrometry, and the absolute configurations of vielanins G-Q were determined by a combination of the circular dichroism (CD) exciton chirality method, chemical conversion, and electronic CD (ECD) spectroscopy analysis. Vielaninors A and B are the first examples of trinor-guaiane-dimers. Multidrug resistance reversal activity assay of the isolates was evaluated in doxorubicin-resistant human breast cancer cells. Vielanins H, K-M, P, and Q were noncytotoxic and enhanced the cytotoxicity of doxorubicin by 2.1–41.6-fold at 10 μM.Graphical abstractThirteen undescribed dimeric guaianes, including two unusual trinor-guaiane-dimers vielaninors A and B (1 and 2), were isolated from the leaves of Xylopia vielana Pierre. Vielanins H, K-M, P, and Q showed potentiation effects on doxorubicin susceptibility.
Source: Phytochemistry - Category: Chemistry Source Type: research