首页|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

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

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Two distinctive rearranged 19-nor-7,8-seco-labdane diterpenoids(1 and 2)with a novel tetracyclo[5.2.1.02,5.04,10]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 biosyn-thesis 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.

LiverwortPallavicinia ambigua19-nor-7,8-seco-Labdan diterpenoidPhotoinduced rearrangementCytotoxic activity

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

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Department of Natural Products Chemistry,Key Lab of Chemical Biology(MOE),School of Pharmaceutical Sciences,Shandong University,Ji'nan 250012,China

State Key Laboratory of Microbial Technology,Shandong University,Qingdao 266237,China

国家重点研发计划国家自然科学基金国家自然科学基金Major Basic Research Program of Shandong Provincial Natural Science Foundation

2019YFA09057008217370381874293ZR2019ZD26

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(3)
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