Unprecedented triterpenes with anti-inflammatory activity from Limax maximus

IF 2.5 4区医学 Q3 CHEMISTRY, MEDICINAL

Journal of Natural Medicines Pub Date : 2025-08-01 DOI:10.1007/s11418-025-01936-0

Ya-feng Wang, Pei-de Tang, Rui-jie He, Zhang-bin Liu, Yong-qiong Wei, Jun Ruan, Bing-yuan Yang, Yong-lin Huang

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Abstract

Four triterpenes with the unprecedented pentacyclic skeletons were isolated from Limax maximus, the traditional medicine of the Zhuang ethnic group in Guangxi. Notably, compounds 1−4 were characterized by rare 7/6/5 tricyclic ring moiety linked to 6/5 bicyclic moiety via three carbon chain. The structures of compounds 1−4 were elucidated by comprehensive spectroscopic analysis. The absolute configurations of compounds 1−2 were determined by single-crystal X-ray diffraction analysis using Cu Kα radiation. Biogenetically, compound 1 could be derived from the tetraepoxysqualenes, via cyclisation and hydroxylation reactions. Bioactivity assay results showed that compound 4 significantly inhibited LPS-induced NO production in RAW 264.7 cells at 25 µM with inhibition of NO production by 47%.

Graphical Abstract

Abstract Image

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前所未有的具有抗炎活性的三萜。

从广西壮族传统药材中分离到4个具有前所未有的五环骨架的三萜。值得注意的是，化合物1-4具有罕见的7/6/5三环，通过三碳链与6/5双环相连。化合物1 ~ 4的结构通过综合光谱分析得到了证实。化合物1 ~ 2的绝对构型通过Cu Kα辐射单晶x射线衍射分析确定。从生物学上讲，化合物1可以通过环化和羟基化反应从四环氧四烯中得到。生物活性测定结果显示，化合物4在25µM下显著抑制lps诱导的RAW 264.7细胞NO的产生，抑制率为47%。

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来源期刊

Journal of Natural Medicines 医学-药学

CiteScore

6.90

自引率

3.00%

发文量

审稿时长

1.7 months

期刊介绍： The Journal of Natural Medicines is an international journal publishing original research in naturally occurring medicines and their related foods and cosmetics. It covers: -chemistry of natural products -biochemistry of medicinal plants -pharmacology of natural products and herbs, including Kampo formulas and traditional herbs -botanical anatomy -cultivation of medicinal plants. The journal accepts Original Papers, Notes, Rapid Communications and Natural Resource Letters. Reviews and Mini-Reviews are generally invited.