Seco-nortriterpenoids from Cirsium setosum and their anti-inflammatory activity

Qing-Jiang Xu; Jia-Chen Liu; Cheng-Jin Huang; Xin Wang; Xiao-Ya Shang

doi:10.1016/j.fitote.2024.105879

Seco-nortriterpenoids from Cirsium setosum and their anti-inflammatory activity

Fitoterapia. 2024 Feb 27:175:105879. doi: 10.1016/j.fitote.2024.105879. Online ahead of print.

Authors

Qing-Jiang Xu¹, Jia-Chen Liu¹, Cheng-Jin Huang¹, Xin Wang², Xiao-Ya Shang³

Affiliations

¹ College of Applied Arts and Science, Beijing Union University, Beijing 100191, China.
² College of Applied Arts and Science, Beijing Union University, Beijing 100191, China. Electronic address: shtwangxin@buu.edu.cn.
³ College of Applied Arts and Science, Beijing Union University, Beijing 100191, China. Electronic address: shangxiaoya@buu.edu.cn.

PMID: 38417679
DOI: 10.1016/j.fitote.2024.105879

Abstract

Five unusual seco-nortriterpenoids, 3β-hydroxy-20,21-seco-30-nortaraxastan-20,21-dioic acid (1), 3β-hydroxy-20,21-seco-30-nortaraxastan-20-oic-21-oate (2), 3β-hydroxy-20-oxo-21,22-seco-30-nortaraxastan-22-oic acid (3), 3β-hydroxy-19-oxo-20,21-seco-29,30-nortaraxastan-21-oic acid (4) and 3β-hydroxy-19-oxo-20,21-seco-19-norlupan-21-oic acid (5) were isolated and elucidated from the anti-inflammatory activity fraction of the ethanol extract of Cirsium setosum. The structures of these compounds were established through spectroscopic methods. Preliminary biological assays showed that compounds 1-5 had significant inhibitory effect on NO production on lipopolysaccharide-stimulated RAW 264.7 cells, and compound 1 showed the strongest anti-inflammatory activity. This type of ring-opening compound is the first seco-triterpenoid structure discovered from the genus of Cirsium.

Keywords: Anti-inflammatory activity; Cirsium setosum; Seco-nortriterpenoids.