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Liriogerphines A-D, a Class of Sesquiterpene-Alkaloid Hybrids from the Rare Chinese Tulip Tree Plant.

Yu-Hang HeQi-Xiu LiYu-Fei WuChun-Xiao JiangQi ZhouZe-Xin JinWen-Xue ChenYi-Cheng MaoJin-Feng HuJuan Xiong
Published in: The Journal of organic chemistry (2022)
Liriogerphines A-D ( 1-4 , respectively), an unprecedented class of hybrids of germacranolide-type sesquiterpenoids and aporphine-type alkaloids, were isolated from the rare medicinal plant Liriodendron chinense . Their structures were elucidated by comprehensive spectroscopic analyses combined with electronic circular dichroism calculations and X-ray crystallographic data. Biosynthetically, an aza-Michael addition reaction is proposed to be involved in the assemblies of this class of hybrids. Compound 4 exhibited cytotoxicity against leukemia cells via inducing apoptosis and inhibiting Bcl-2 expression.
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