He Yuhang, Li Kexin, Wu Yufei, Jin Zexin, Hu Jinfeng, Mao Yicheng, Xiong Juan. Lirispirolides A−L, a new class of sesquiterpene‐monoterpene heterodimers with anti-neuroinflammatory activity from the rare medicinal plant Liriodendron chinense[J]. Chinese Journal of Natural Medicines. DOI: 10.1016/S1875-5364(24)60702-8
Citation: He Yuhang, Li Kexin, Wu Yufei, Jin Zexin, Hu Jinfeng, Mao Yicheng, Xiong Juan. Lirispirolides A−L, a new class of sesquiterpene‐monoterpene heterodimers with anti-neuroinflammatory activity from the rare medicinal plant Liriodendron chinense[J]. Chinese Journal of Natural Medicines. DOI: 10.1016/S1875-5364(24)60702-8

Lirispirolides A−L, a new class of sesquiterpene‐monoterpene heterodimers with anti-neuroinflammatory activity from the rare medicinal plant Liriodendron chinense

  • Lirispirolides A−L (112), 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-oxaspiro4.5decan-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).
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