Rearranged 19-nor-7,8-seco-labdane diterpenoids and Diels-Alder cycloadducts from the Chinese liverwort Pallavicinia ambigua:Structural elucidation,photoinduced rearrangement,and cytotoxic activity  

作　　者：Chunyang Zhang Yuelan Li Zhaojun Chu Shuangzhi Yuan Yanan Qiao Jiaozhen Zhang Lin Li Yueqing Zhang Ruifeng Tian Yajie Tang Hongxiang Lou 

机构地区：[1]Department of Natural Products Chemistry,Key Lab of Chemical Biology(MOE),School of Pharmaceutical Sciences,Shandong University,Ji'nan 250012,China [2]State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China

出　　处：《Chinese Chemical Letters》2024年第3期415-418,共4页中国化学快报（英文版）

基　　金：national financial support from the National Key R&D Program of China(No.2019YFA0905700);the National Natural Science Foundation of China(Nos.82173703 and 81874293);the Major Basic Research Program of Shandong Provincial Natural Science Foundation(No.ZR2019ZD26)。

摘　　要：Two distinctive rearranged 19-nor-7,8-seco-labdane diterpenoids(1 and 2)with a novel tetracyclo[5.2.1.0^(2,5.)0^(4,10)]decane skeleton,a derivative of the open tetrahydrofuran ring(7),three dimeric compounds(8-10),and four revised homologs(3-6)were obtained from Chinese liverwort Pallavicinia ambigua.Their structures were identified via combined analysis of their spectroscopic data,single-crystal X-ray diffraction patterns,and ECD calculations.The light-driven conversion of compound 5 to compounds 1-4 demonstrated that photochemically induced postmodification involved in biosynthesis is an important way to diversify natural structures.A preliminary cytotoxicity assay revealed that compound 5 showed significant inhibition in the human prostate cancer(PC-3)cell line via an apoptotic pathway.

关 键 词：LIVERWORT Pallavicinia ambigua 19-nor-7 8-seco-Labdan diterpenoid Photoinduced rearrangement Cytotoxic activity 

分 类 号：O629.61[理学—有机化学]