Terpenoids as anti-inflammatory substances inhibiting COX-2 isolated from the fibrous roots of Alangium chinense (Lour.) Harms

Abstract

A new sesquiterpene, 1-carbonyl-2,8-dihydroxy-11-oxabicyclo [4,4,1] germacra- 2(3),4(5),6(7),8(9)-tetraene (1) and four known compounds (3E, 23E)-3-caffeoyl-23-coumaroylhederagenin (2), (3E, 23E)-dicoumaroylhederagenin (3), morettinone (4), 24-ehylcholesta-3,6-dione (5) were isolated from the ethyl acetate layer of the fibrous root of Alangium chinense (Lour.) Harms. The structure of compound 1 was characterized by its ¹H-NMR, ¹³C-NMR, DEPT, HMBC, HSQC spectrums, and the structures of the known compounds were determined by comparison of their spectroscopic data with those reported by the literatures. The obtained compounds were evaluated for their anti-inflammatory against cyclooxygenase (COX-2). Compound 1 has a good inhibitory effect against COX-2 with IC₅₀ 20.43 ± 4.72 μM. The compounds 2–5 have inhibitory effect against COX-2 with IC₅₀ 49.19 ± 0.76, 23.29 ± 0.99, 47.78 ± 1.33, and 44.44 ± 0.12 μM, respectively.

Graphical Abstract

Keywords:

• Alangium chinese (Lour.) Harms
• anti-inflammatory activity
• COX-2
• sesquiterpene

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This study was financially supported by the projects of State Key Laboratory of Function and Applications of Medicinial Plants, Guizhou Medicial University, (No. FAMP201908K), Science and Technology Department of Guizhou Province (QKHRCPT [2017] 5101), the Science and Technology Project of Guizhou Province (No. QKHJC-ZK[2021]-540, QKHJC-ZK[2021]-535), PhD Start-up Fund of Guizhou University of Traditional Chinese Medicine (No. 2019-10) and the Guizhou Medical University Breeding programs of National Natural Science Foundation of China (grant number 19NSP074).