Five new 2-(2-phenylethyl)chromone derivatives and three new sesquiterpenoids from the heartwood of Aquilaria sinensis, an aromatic medicine in China  

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作  者:Lu Zhang Ping Yi Hui Yan Xiao-Nian Li Meng-Yuan Xia Jun Yang Ji-Feng Luo Yue-Qiu He Yue-Hu Wang 

机构地区:[1]Key Laboratory of Economic Plants and Biotechnology,Yunnan Key Laboratory for Wild Plant Resources,and State Key Laboratory of Phytochemistry and Plant Resources in West China,Kunming Institute of Botany,Chinese Academy of Sciences,Kunming 650201,People’s Republic of China [2]Key Laboratory of Chemistry for Natural Products of Guizhou Province,Chinese Academy of Sciences,Guiyang 550014,People’s Republic of China [3]Faculty of Plant Protection,Yunnan Agricultural University,Kunming 650201,People’s Republic of China

出  处:《Natural Products and Bioprospecting》2022年第1期12-25,共14页应用天然产物(英文)

基  金:supported by Beijing Sino-Science Aquilaria Technology Co.,Ltd.,Beijing,China (no.KET202101).

摘  要:Five new 2-(2-phenylethyl)chromone derivatives,(5S,6R,7R,8S,7ʹR)-7ʹ-hydroxyagarotetrol(1),(5S,6R,7R,8S,7ʹS)-7ʹ-hydroxyagarotetrol(2),(6S,7S,8R)-2-[2-(4-methoxyphenyl)ethyl]-6,7,8-trihydroxy-5,6,7,8-tetrahydrochromone(3),(6S,7S,8R)-2-(2-phenylethyl)-6,7,8-trihydroxy-5,6,7,8-tetrahydrochromone(4),(5S,6R,7S,8R)-2-(2-phenylethyl)-5,6,7-trihydroxy-5,6,7,8-tetrahydro-8-[2-(2-phenylethyl)-7-methoxychromonyl-6-oxy]chromone(5),three new sesquiterpenoids,(4S,5S,7S,8S,10S,13R)-7,8,13-trihydroxyrotunda-1,11-dien-3-one(6),(4S,5S,7S,8S,10S,13S)-7,8,13-trihydroxyrotunda-1,11-dien-3-one(7),and(4R,5S,7S,8S,10S,13S)-7,8,13-trihydroxyrotunda-1,11-dien-3-one(8),along with 14 known compounds were isolated from the resinous heartwood of Aquilaria sinensis(Thymelaeaceae).The chemical structures of these new compounds were elucidated by 1D and 2D NMR and MS data,single-crystal X-ray diffraction analysis,and electronic circular dichroism(ECD)calculations.The neuroprotective activities of these isolates were evaluated using an in vitro model of rat adrenal pheochromocytoma(PC12)cell injury induced by corticosterone.At concentrations from 5 to 40μM,compounds 4 and 6,agarotetrol(9),and 6-hydroxy-2-(2-phenylethyl)chromone(17)showed significant protective activities against corticosterone-induced PC12 cell injury(P<0.001).

关 键 词:THYMELAEACEAE Aquilaria sinensis SESQUITERPENOIDS 2-(2-Phenylethyl)chromones Neuroprotective 

分 类 号:O62[理学—有机化学]

 

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