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

Yu-Xia Jiang; Jia-Ying Yao; Nan Qin; Jun-Jie Tan; Feng Han; Shi-Jin Qu; Shi-Jun He; Chang-Heng Tan

doi:10.1016/j.fitote.2023.105606

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

Fitoterapia. 2023 Sep:169:105606. doi: 10.1016/j.fitote.2023.105606. Epub 2023 Jul 11.

Authors

Yu-Xia Jiang¹, Jia-Ying Yao², Nan Qin³, Jun-Jie Tan⁴, Feng Han¹, Shi-Jin Qu⁴, Shi-Jun He⁵, Chang-Heng Tan⁶

Affiliations

¹ School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, China; Natural Product Research Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
² Graduate School, Jiangxi University of Chinese Medicine, Nanchang 330004, China; Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Shanghai 201203, China.
³ Natural Product Research Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; School of Pharmacy, University of Chinese Academy of Sciences, Beijing 100049, China.
⁴ Natural Product Research Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
⁵ Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Shanghai 201203, China. Electronic address: [email protected].
⁶ School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, China; Natural Product Research Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; School of Pharmacy, University of Chinese Academy of Sciences, Beijing 100049, China. Electronic address: [email protected].

PMID: 37442484
DOI: 10.1016/j.fitote.2023.105606

Abstract

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.

Keywords: Anti-inflammation; B-seco limonoids; RAW264.7 cells; Rutaceae; Tetradium fraxinifolium.

MeSH terms

Anti-Inflammatory Agents / pharmacology
Cytokines
Limonins* / chemistry
Limonins* / pharmacology
Molecular Structure
Tumor Necrosis Factor-alpha / metabolism

Substances

Limonins
Anti-Inflammatory Agents
Cytokines
Tumor Necrosis Factor-alpha