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

Author:

Feng Wei‐Jiao1,Gu Yue1,Huang Pei‐Zhi1,Yang Hong‐Ying12,Zhang Rui1,He Yi‐Lin12,Lv Ting‐Hong1,Li Ya1,Gao Kun1

Affiliation:

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

Abstract

Comprehensive SummarySeventeen undescribed lindenane‐related sesquiterpenoid dimers, chlorajaponins A—Q (117), and 13 reported analogs (1830) 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 1922 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 ± 0.28 μmol/L.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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