Lirispirolides A-L, a new class of sesquiterpene-monoterpene heterodimers with anti-neuroinflammatory activity from the rare medicinal plant Liriodendron chinense.
10.1016/S1875-5364(25)60929-0
- Author:
Yuhang HE
1
;
Kexin LI
2
;
Yufei WU
1
;
Zexin JIN
3
;
Jinfeng HU
4
;
Yicheng MAO
5
;
Juan XIONG
6
Author Information
1. Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, China.
2. Department of Pharmacology, School of Pharmacy, Fudan University, Shanghai 201203, China.
3. Institute of Natural Medicine and Health Products, School of Pharmaceutical Sciences, Zhejiang Provincial Key Laboratory of Plant Evolutionary Ecology and Conservation, Taizhou University, Zhejiang 318000, China.
4. Institute of Natural Medicine and Health Products, School of Pharmaceutical Sciences, Zhejiang Provincial Key Laboratory of Plant Evolutionary Ecology and Conservation, Taizhou University, Zhejiang 318000, China. Electronic address: jfhu@tzc.edu.cn.
5. Department of Pharmacology, School of Pharmacy, Fudan University, Shanghai 201203, China. Electronic address: maoyc@fudan.edu.cn.
6. Department of Natural Medicine, School of Pharmacy, Fudan University, Shanghai 201203, China. Electronic address: jxiong@fudan.edu.cn.
- Publication Type:Journal Article
- Keywords:
Anti-neuroinflammation;
Liriodendron chinense;
Lirispirolides;
Magnoliaceae;
Sesquiterpene-monoterpene heterodimers
- MeSH:
Sesquiterpenes/isolation & purification*;
Anti-Inflammatory Agents/isolation & purification*;
Animals;
Mice;
Tumor Necrosis Factor-alpha/genetics*;
Nitric Oxide/immunology*;
Microglia/immunology*;
Molecular Structure;
Liriodendron/chemistry*;
Monoterpenes/isolation & purification*;
Plants, Medicinal/chemistry*;
Cell Line;
Lipopolysaccharides;
Nitric Oxide Synthase Type II/immunology*;
Plant Extracts/pharmacology*;
China
- From:
Chinese Journal of Natural Medicines (English Ed.)
2025;23(8):938-950
- CountryChina
- Language:English
-
Abstract:
Lirispirolides A-L (1-12), twelve novel sesquiterpene-monoterpene heterodimers featuring distinctive carbon skeletons, were isolated from the branches and leaves of Chinese tulip tree [Liriodendron chinense (L. chinense)], a rare medicinal and ornamental plant endemic to China. The structural elucidation was accomplished through comprehensive spectroscopic analyses, quantum-chemical calculations, and X-ray crystallography. These heterodimers exhibit a characteristic 2-oxaspiro[4.5]decan-1-one structural motif, biosynthetically formed through intermolecular [4 + 2]-cycloaddition between a germacrane-type sesquiterpene and an ocimene-type monoterpene. The majority of the isolated compounds demonstrated significant anti-neuroinflammatory effects in lipopolysaccharide (LPS)-induced BV-2 microglial cells by reducing the production of pro-inflammatory mediators, specifically tumor necrosis factor-α (TNF-α) and nitric oxide (NO). Further investigation revealed that the lirispirolides' inhibition of NO release correlated with decreased messenger ribonucleic acid (mRNA) expression of inducible NO synthase (iNOS).
