Chlorajaponins A—Q,Lindenane-Related Sesquiterpenoid Dimers from Chloranthus japonicus and Their Biological Activities  

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作  者:Wei-Jiao Feng Yue Gu Pei-Zhi Huang Hong-Ying Yang Rui Zhang Yi-Lin He Ting-Hong Lv Ya Li Kun Gao 

机构地区:[1]State Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou,Gansu,730000 China [2]Research Institute,Lanzhou Jiaotong University,Lanzhou,Gansu,730070 China

出  处:《Chinese Journal of Chemistry》2024年第11期1247-1259,共13页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(Nos.22177044 and 22077058);The computational resources of this work were supported by the Supercomputing Center of Lanzhou University(China).

摘  要:Seventeen undescribed lindenane-related sesquiterpenoid dimers,chlorajaponins A—Q(1—17),and 13 reported analogs(18—30)were isolated from Chloranthus japonicus Sieb.Compound 1 possesses an unprecedented 3/5/7/5/5/6/5/3 fused octacyclic scaffold,featuring a 6(5→4)-abeo-lindenane monomer,while 2 exhibits a 3/5/6/6/5/6/5/3 fused octacyclic scaffold.Their structures were determined through a combination of spectroscopic analyses and X-ray crystallography.Compounds 1,2,and 18 demonstrated significant inhibitory effects on lipid accumulation and effectively reduced the levels of triglycerides and total cholesterol,as well as the levels of aspartate aminotransferase and alanine aminotransferase in a HepG2 cell model.In addition,compounds 1,2,and 18 significantly suppressed the protein expression of the fatty acid synthase(FASN)and the sterol regulatory element-binding protein 1(SREBP1).Moreover,the anti-inflammatory assay showed that compounds 19—22 and 25 inhibited the NO production induced by lipopolysaccharide in RAW 264.7 macrophages with IC50 values of 7.89±0.44,6.25±0.46,2.98±0.29,10.77±0.60,and 3.60±0.28μmol/L.

关 键 词:Chloranthus japonicus Lindenane-type sesquiterpenoid dimers Lipid-lowering activity Anti-inflammatory activity NMR spectroscopy Natural products X-ray diffraction 

分 类 号:O62[理学—有机化学]

 

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