Noreudesmane sesquiterpenoids from Artemisia hedinii and their anti-inflammatory activities

Xing Wang; Chunping Tang; Suoriya Meng; Bixi Tang; Yi Zang; Chang-Qiang Ke; Sheng Yao; Jia Li; Yang Ye

doi:10.1016/j.fitote.2021.104961

Noreudesmane sesquiterpenoids from Artemisia hedinii and their anti-inflammatory activities

Fitoterapia. 2021 Sep:153:104961. doi: 10.1016/j.fitote.2021.104961. Epub 2021 Jun 12.

Authors

Xing Wang¹, Chunping Tang², Suoriya Meng¹, Bixi Tang³, Yi Zang⁴, Chang-Qiang Ke², Sheng Yao¹, Jia Li⁵, Yang Ye⁶

Affiliations

¹ State Key Laboratory of Drug Research, and 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, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
³ State Key Laboratory of Drug Research, and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; Department of Pharmacology, School of Pharmacy, Fudan University, Shanghai 201203, China.
⁴ State Key Laboratory of Drug Research, and 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 Pharmaceutical Science and Technology, Hangzhou Institute for Advanced Study, UCAS, Hangzhou 310024, China.
⁵ State Key Laboratory of Drug Research, and 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 Pharmaceutical Science and Technology, Hangzhou Institute for Advanced Study, UCAS, Hangzhou 310024, China; Open Studio for Druggability Research of Marine Natural Products, Pilot National Laboratory for Marine Science and Technology (Qingdao), 1 Wenhai Road, Aoshanwei, Jimo, Qingdao 266237, China.
⁶ State Key Laboratory of Drug Research, and 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, ShanghaiTech University, Shanghai 201210, China. Electronic address: [email protected].

PMID: 34129923
DOI: 10.1016/j.fitote.2021.104961

Abstract

Ten undescribed noreudesmane-type sesquiterpenoids, including eight 12,13-dinoreudesmanes and a pair of 11,12,13-trinoreudesmane epimers were isolated from the whole plant of Artemisia hedinii. Their structures were elucidated by extensive analysis of spectroscopic data, including MS, 1D and 2D NMR, and their absolute configurations were confirmed by X-ray diffraction experiments and DFT calculations. Compounds 1-5, 7-10 were evaluated for their anti-inflammatory activities in lipopolysaccharide (LPS)-stimulated murine macrophages RAW264.7 cells, and all of them could significantly inhibit the LPS induced CCL2 mRNA expression in a dose-dependent manner.

Keywords: Anti-inflammatory activity; Artemisia hedinii; Dinoreudesmane; Sesquiterpenoid; Trinoreudesmane.

MeSH terms

Animals
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology*
Artemisia / chemistry*
Chemokine CCL2
China
Mice
Molecular Structure
Phytochemicals / isolation & purification
Phytochemicals / pharmacology
RAW 264.7 Cells
Sesquiterpenes / isolation & purification
Sesquiterpenes / pharmacology*

Substances

Anti-Inflammatory Agents
Ccl2 protein, mouse
Chemokine CCL2
Phytochemicals
Sesquiterpenes