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

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外文摘要：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 de-termined through a combination of spectroscopic analyses and X-ray crystallography.Compounds 1,2,and 18 demonstrated signifi-cant inhibitory effects on lipid accumulation and effectively reduced the levels of triglycerides and total cholesterol,as well as the lev-els of aspartate aminotransferase and alanine aminotransferase in a HepG2 cell model.In addition,compounds 1,2,and 18 signifi-cantly 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.

外文关键词：

Chloranthus japonicusLindenane-type sesquiterpenoid dimersLipid-lowering activityAnti-inflammatory activityNMR spectroscopyNatural productsX-ray diffraction

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

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作者单位：

State Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou,Gansu 730000,China

Research Institute,Lanzhou Jiaotong University,Lanzhou,Gansu 730070,China

基金：

National Natural Science Foundation of ChinaNational Natural Science Foundation of ChinaSupercomputing Center of Lanzhou University(China)

项目编号：

2217704422077058

出版年：

2024

DOI：

10.1002/cjoc.202300731

中国化学(英文版)

中国化学会上海有机化学研究所

中国化学(英文版)

CSTPCD

影响因子：0.848

ISSN：1001-604X

年,卷(期)：2024.42(11)