Quassinoids from the Root Barks of Ailanthus altissima:Isolation,Configurational Assignment,and Cytotoxic Activities  

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作  者:Ye-Qing Du Ming Bai Xiao-Qi Yu Tian-Ming Lv Bin Lin Xiao-Xiao Huang Shao-Jiang Song 

机构地区:[1]Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research&Development,Liaoning Province,School of Traditional Chinese Materia Medica,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China [2]School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang,Liaoning 110016,China

出  处:《Chinese Journal of Chemistry》2021年第4期879-886,共8页中国化学(英文版)

基  金:This work was financially supported by the National Natural Science Foundation of China(No.81872767);the Career Development Support Plan for the Young and Middle-aged Teachers in Shenyang Pharmaceutical University(No.ZQN2018006);the Pro ject funded by China Postdoctoral Science Foundation(No.2020M680987);the Project of Innovation Team(No.LT2015027)of Liaoning in China.

摘  要:Main observation and conclusion Quassinoids,a class of highly oxygenated triterpenes,have been isolated as bitter principles from the plants of Simaroubaceae family.Five new quassinoids,chouchunlactone A-E(1-5),and two known ones were identified from the root barks of Ailanthus altissima Swingle(Simaroubaceae).The chemical structures of the new compounds were deduced by spectroscopic data analyses,NMR calculations and DP4+probability analysis.The absolute configurations were defined by comparison of their experimental and calculated electronic circular dichroism(ECD)spectra data,and compounds 1-2 were further confirmed by single-crystal X-ray diffraction.Biologically,compound 5 showed potencies equivalent to sorafenib(IC50 value,9.70μmol·L–1)against HepG2 cells.The Hoechst 33342 staining,JC-1 fluorescent dye and Annexin V/PI analysis studies demonstrated that 5 can induce apoptosis and attenuate mitochondrial membrane potential(MMP)in HepG2 cells.

关 键 词:Ailanthus altissima SIMAROUBACEAE QUASSINOIDS CYTOTOXICITY APOPTOSIS 

分 类 号:O62[理学—有机化学]

 

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