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...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).展开更多
基金supported by the National Natural Science Foundation of China(Nos.82373752 and 21937002)the Science and Technology Commission of Shanghai Municipality(No.22ZR1414400).
文摘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).
