A new chlorine-containing flavanol and four new phenylpropanoids from Toddalia asiatica.

Authors

Bing-Ying Zheng, Zhan-Tao Zhao, Feng Wu, Nan An, Shu-Qi Wu, Lu Gan, Sheng Yin, Run-Zhu Fan, Gui-Hua Tang

Published in

Natural product research. Pages 1-10. Jul 05, 2026. Epub Jul 05, 2026.

Abstract

A rare chlorine-containing flavanol, chlorotoddalianone A (1), together with four new phenylpropanoids, toddaliaphenols A-D (2-5) and six known compounds (6-11) were obtained from the foliage and branches of Zanthoxylum asiaticum (L.) Appelhans, Groppo & J.Wen (syn. Toddalia asiatica (L.) Lam.). Their chemical structures and absolute configurations were elucidated through extensive spectroscopic analyses, including 1D and 2D NMR, HRESIMS and ECD calculation. Notably, compound 1 possesses an unusual structural framework, featuring a chlorinated 2,2-dimethylpyran unit linearly fused to the epicatechin A-ring. Biological evaluation of these isolates was conducted utilising an LPS-activated RAW 264.7 macrophage model to assess their impact on NO production. Compound 1 emerged as a moderate anti-inflammatory inhibitor (IC₅₀ value = 20.96 ± 1.84 μM). Given its lack of evident cytotoxicity, chlorotoddalianone A represents a promising candidate for further anti-inflammatory research.

PMID:
42402147
Bibliographic data and abstract were imported from PubMed on 06 Jul 2026.

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