Artemsieverolactones A—H,Eight Guaiane-Type Sesquiterpenoid Trimers from Artemisia sieversiana  

作　　者：Wei Dong Xiao-Yan Huang Tian-Ze Li Yan-Mei Weng Chang-An Geng Ji-Jun Chen 

机构地区：[1]State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming,Yunnan 650201,China [2]University of Chinese Academyof Sciences,Beijing 100049,China

出　　处：《Chinese Journal of Chemistry》2024年第10期1084-1092,共9页中国化学（英文版）

基　　金：supported by the Key Program of National Natural Science Foundation of China(22137008);the Xingdian Yingcai Project(YNWR-KJLJ-2019-002);the Youth Innovation Promotion Association,CAS(2020386);the Reserve Talents of Young and Middle-aged Academic and Technical Leaders in Yunnan Province(202105AC160021).

摘　　要：Eight new guaiane-type sesquiterpenoid trimers,artemsieverolactones A—H,possessing unprecedented scaffolds via biocatalyzed[4+2]Diels−Alder cycloaddition reactions were identified from Artemisia sieversiana.Their structures were determined by comprehensive spectroscopic data,single-crystal X-ray diffraction analyses,and ECD calculations.In terms of structure,artemsieverolactones A—H are first examples of sesquiterpenoid trimers from guaiane-type sesquiterpenoid through four different[4+2]Diels−Alder cycloaddition models.Antihepatic fibrosis assay suggested that five compounds exhibited activity against HSC-LX2 with IC_(50)values ranging from 37.8 to 117.1μmol/L.The most active artemsieverolactone B(2)displayed significant inhibitory activity against HSC-LX2 with IC_(50)value of 37.8μmol/L,which was 3 times more active than the positive drug silybin(IC_(50),139.7μmol/L).Preliminary mechanism study revealed that artemsieverolactone B could inhibit the deposition of human collagen typeⅠ(ColⅠ),human hyaluronic acid(HA),and human laminin(HL)with IC_(50)values of 40.4μmol/L(Col I),55.1μmol/L(HL),47.3μmol/L(HA),which was 2 to 3-fold more potent than silybin.

关 键 词：Artemisia sieversiana Artemsieverolactones A-H Guaiane-type sesquiterpenoid trimers Antihepatic fibrosis Extracellular matrix Cancer NMR spectroscopy X-ray diffraction 

分 类 号：O62[理学—有机化学]