Sesquiterpenoids and triterpenoids with anti-inflammatory effects from Artemisia vulgaris L

Tao Liu; Xiangyu Chen; Yuze Hu; Menghe Li; Yanting Wu; Minghui Dai; ZhiLin Huang; Pinghua Sun; Junxia Zheng; Zhe Ren; Yifei Wang

doi:10.1016/j.phytochem.2022.113428

Sesquiterpenoids and triterpenoids with anti-inflammatory effects from Artemisia vulgaris L

Phytochemistry. 2022 Dec:204:113428. doi: 10.1016/j.phytochem.2022.113428. Epub 2022 Sep 13.

Authors

Tao Liu¹, Xiangyu Chen¹, Yuze Hu², Menghe Li¹, Yanting Wu¹, Minghui Dai¹, ZhiLin Huang³, Pinghua Sun⁴, Junxia Zheng⁵, Zhe Ren⁶, Yifei Wang⁷

Affiliations

¹ Department of Cell Biology, College of Life Science and Technology, Jinan University, Guangzhou, 510632, PR China; Guangdong Province Key Laboratory of Bioengineering Medicine, Guangzhou, 510632, PR China; Guangdong Provincial Biotechnology Drug & Engineering Technology Research Center, Guangzhou, 510632, PR China.
² Guangdong Province Key Laboratory of Bioengineering Medicine, Guangzhou, 510632, PR China; Guangdong Provincial Biotechnology Drug & Engineering Technology Research Center, Guangzhou, 510632, PR China; College of Pharmacy, Jinan University, Guangzhou, 510632, PR China.
³ School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, PR China.
⁴ Guangdong Provincial Biotechnology Drug & Engineering Technology Research Center, Guangzhou, 510632, PR China; College of Pharmacy, Jinan University, Guangzhou, 510632, PR China.
⁵ School of Biomedical and Pharmaceutical Sciences, Guangdong University of Technology, Guangzhou, 510006, PR China. Electronic address: junxiazheng@gdut.edu.cn.
⁶ Department of Cell Biology, College of Life Science and Technology, Jinan University, Guangzhou, 510632, PR China; Guangdong Province Key Laboratory of Bioengineering Medicine, Guangzhou, 510632, PR China; Guangdong Provincial Biotechnology Drug & Engineering Technology Research Center, Guangzhou, 510632, PR China; Guangzhou (Jinan) Biomedical Research and Development Center Co. Ltd, Guangzhou, 510632, PR China. Electronic address: rz62@163.com.
⁷ Department of Cell Biology, College of Life Science and Technology, Jinan University, Guangzhou, 510632, PR China; Guangdong Province Key Laboratory of Bioengineering Medicine, Guangzhou, 510632, PR China; Guangdong Provincial Biotechnology Drug & Engineering Technology Research Center, Guangzhou, 510632, PR China; College of Pharmacy, Jinan University, Guangzhou, 510632, PR China; Guangzhou (Jinan) Biomedical Research and Development Center Co. Ltd, Guangzhou, 510632, PR China. Electronic address: twang-yf@163.com.

PMID: 36108986
DOI: 10.1016/j.phytochem.2022.113428

Abstract

In this study, eight undescribed sesquiterpenoids (artemvulactone A-G and artemvulemdiol A), and two undescribed triterpenoids, (3S)-dammar-20,25-diene-3-hydroxy-24-one and (3S,23E)-dammar-20,23-diene-25- methoxy-3-ol were isolated from the leaves of Artemisia vulgaris L., together with ten known sesquiterpenoids and three known triterpenoids. The structures of these undescribed terpenoids were determined by extensive spectroscopy methods, including 1D and 2D-NMR, HRESIMS, IR, UV, X-ray diffraction, and ECD. The absolute configurations of artemvulactone A, artemvulactone D, and artemvulactone E were determined by X-ray diffraction (Cu Kα). All isolates were evaluated for their anti-inflammatory efficacy by detecting the expression of inflammatory mediator NO in LPS-induced RAW264.7 cells, and the results indicated that artemvulactone E exhibited significant anti-inflammatory effect with an IC₅₀ value of 0.9 ± 0.2 μM. Furthermore, artemvulactone E could reduce LPS-induced COX-2 protein expression dose-dependently by western blotting experiments.

Keywords: Anti-inflammatory effect; Artemisia vulgaris L.; Asteraceae; Sesquiterpenoids; Triterpenoids.