The first phytochemical investigation of Artemisia nujianensis: Eight new guaianolides and their anti-inflammatory activity

Shan Yu; Chunping Tang; Chang-Qiang Ke; Sheng Yao; Zheling Feng; Yang Ye

doi:10.1016/j.fitote.2023.105509

The first phytochemical investigation of Artemisia nujianensis: Eight new guaianolides and their anti-inflammatory activity

Fitoterapia. 2023 Jun:167:105509. doi: 10.1016/j.fitote.2023.105509. Epub 2023 Apr 14.

Authors

Shan Yu¹, Chunping Tang², Chang-Qiang Ke², Sheng Yao³, Zheling Feng², Yang Ye⁴

Affiliations

¹ State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China.
² State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
³ State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China; Zhongshan Institute for Drug Discovery, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhongshan 528400, People's Republic of China.
⁴ State Key Laboratory of Drug Research & Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, China; School of Life Science and Technology, Shanghai Tech University, Shanghai 201210, China. Electronic address: yye@simm.ac.cn.

PMID: 37062345
DOI: 10.1016/j.fitote.2023.105509

Abstract

The first phytochemical investigation of Artemisia nujianensis resulted in the isolation of eight new guaianolides (1-8) and six known analogs. Their structures were determined by extensive analysis of 1D and 2D NMR data, HRESIMS data, DFT NMR calculations, and X-ray diffraction studies. Some compounds were evaluated for their anti-inflammatory activities in LPS-stimulated RAW 264.7 cells. Compounds 5, 7 and 9 showed moderate inhibitory effects on LPS-induced NO production in RAW 264.7 cells, with IC₅₀ values of 12.50 ± 0.21, 9.53 ± 0.14 and 6.85 ± 0.11 μM, respectively.

Keywords: Anti-inflammatory activity; Artemisia nujianensis; Artenujianolides A-H; DFT NMR calculation; Guaianolide.

MeSH terms

Animals
Artemisia* / chemistry
Lipopolysaccharides / pharmacology
Mice
Molecular Structure
RAW 264.7 Cells
Sesquiterpenes* / pharmacology

Substances

Sesquiterpenes
Lipopolysaccharides