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Neuroprotective compounds from the resinous heartwood of Aquilaria sinensis
He,Qian; Hu,Dong-Bao; Zhang,Lu; Xia,Meng-Yuan; Yan,Hui; Li,Xiao-Nian; Luo,Ji-Feng; Wang,Yun-Song; Yang,Jing-Hua; Wang,Yue-Hu
2021
Source PublicationPHYTOCHEMISTRY
ISSN0031-9422
Volume181Pages:112554
AbstractSix undescribed compounds, including three sesquiterpenoids [(4S,5S,7S,8S,11R)-7-hydroxyguai-1(10)-en-8,12-olide, aquilarisinone, and 2Z,7(13),9E-humulatrien-12-ol-5-one], one diphenylpentanone -(2-hydroxyphenyl)5-phenylpentan-3-one], and two 2-(2-phenylethyl)chromones (6-epiagarotetrol and triepoxyhexahydrochromone A), along with 15 known compounds, were isolated from the resinous heartwood of Aquilaria sinensis (Thymelaeaceae). Their structures were determined by mass (MS) and nuclear magnetic resonance (NMR) spectroscopic data. The absolute configuration of (4S,5S,7S,8S,11R)-7-hydroxyguai-1(10)-en-8,12-olide was confirmed by X-ray diffraction analysis, and the configurations of (4S,7S,8S,10R,11R)-7,10-epoxyguai-1(5)-en-8,12-olide, aquilarisinone, 6-epiagarotetrol, and triepoxyhexahydrochromone A were confirmed by electronic circular dichroism (ECD) calculations. The neuroprotective activities of the compounds were evaluated using models of BACE1 inhibition and PC12 cells with corticosterone- and 1-methyl-4-phenylpyridine ion (MPP +/-)induced damage. At concentrations of 1, 2, and 5 mu M, triepoxyhexahydrochromone A, (+)-(7R,10R)-selina-4,11 (13)- diene-12,15- dial, (-)- (5R, 7R,1 OR)-12,15- dioxo-alpha-selinene, and (+)- (1R,4S,5R)-1 beta-hydroxyeremophila-7 (11),9-dien-8-one exerted significant protective effects (p < 0.01) on PC12 cell injury induced by corticosterone, while triepoxyhexahydrochromone A and (-)-(5R,7R,10R)-12,15-dioxo-a-selinene exerted significant protective effects (p < 0.01) on MPP+-induced PC12 cell injury at concentrations of 1, 2, and 5 mu M. No compounds produced significant inhibitory effects on BACE1, with inhibition rates of less than 20% observed at a concentration of 20 mu M.
KeywordAquilaria sinensis Thymelaeaceae Sesquiterpenoids 2-(2-Phenylethyl)chromones Neuroprotective
DOI10.1016/j.phytochem.2020.112554
WOS IDWOS:000598977700024
Citation statistics
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/73160
Collection中国科学院昆明植物研究所
Affiliation1.[He, Qian
2.Wang, Yun-Song
3.Yunnan Univ, Chinese Acad Sci, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource,Minist Educ,Sch Pha, Kunming 650091, Yunnan, Peoples R China
4.Zhang, Lu
5.Xia, Meng-Yuan
6.Yan, Hui
7.Li, Xiao-Nian
8.Luo, Ji-Feng
9.Chinese Acad Sci, Kunming Inst Bot, Yunnan Key Lab Wild Plant Resources, Key Lab Econ Plants & Biotechnol, Kunming 650201, Yunnan, Peoples R China
10.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
11.Yuxi Normal Univ, Sch Chem Biol & Environm, Yuxi 653100, Peoples R China
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GB/T 7714
He,Qian,Hu,Dong-Bao,Zhang,Lu,et al. Neuroprotective compounds from the resinous heartwood of Aquilaria sinensis[J]. PHYTOCHEMISTRY,2021,181:112554.
APA He,Qian.,Hu,Dong-Bao.,Zhang,Lu.,Xia,Meng-Yuan.,Yan,Hui.,...&Wang,Yue-Hu.(2021).Neuroprotective compounds from the resinous heartwood of Aquilaria sinensis.PHYTOCHEMISTRY,181,112554.
MLA He,Qian,et al."Neuroprotective compounds from the resinous heartwood of Aquilaria sinensis".PHYTOCHEMISTRY 181(2021):112554.
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