B-seco Limonoids with anti-inflammatory activity from Tetradium fraxinifolium (Hook.) T.G.Hartley

Fraxinifolines A-F (1–6), six new B-seco limonoids, together with four known A,D-di-seco ones, were isolated from the twigs with leaves of Tetradium fraxinifolium. Their structures with absolute configurations were elucidated on the basis of analysis of MS, NMR, single-crystal X-ray diffraction and...

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Bibliographic Details
Published in:Fitoterapia 2023-09, Vol.169, p.105606, Article 105606
Main Authors: Jiang, Yu-Xia, Yao, Jia-Ying, Qin, Nan, Tan, Jun-Jie, Han, Feng, Qu, Shi-Jin, He, Shi-Jun, Tan, Chang-Heng
Format: Article
Language:English
Subjects:
Anti-inflammation
B-seco limonoids
RAW264.7 cells
Rutaceae
Tetradium fraxinifolium
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Summary:Fraxinifolines A-F (1–6), six new B-seco limonoids, together with four known A,D-di-seco ones, were isolated from the twigs with leaves of Tetradium fraxinifolium. Their structures with absolute configurations were elucidated on the basis of analysis of MS, NMR, single-crystal X-ray diffraction and biogenetic pathway. An anti-inflammatory bioassay in vitro showed limonoids 1–3 had significant immunosuppressive effect against the production of pro-inflammatory cytokines (IL-1β and/or TNF-α) in lipopolysaccharide (LPS)-stimulated RAW264.7 cells. [Display omitted] •Ten limonoids were isolated from the twigs with leaves of Tetradium fraxinifolium.•Fraxinifolines A-F are the first examples of B-seco limonoids from Rutaceae plant.•Fraxinifolines A-D are unusal 7,8-seco-7,8-epoxide type limonoids.•Fraxinifolines A, B and C had significant immunosuppressive effect.
ISSN:0367-326X
DOI:10.1016/j.fitote.2023.105606