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从甘松中分离得到的 4 种新型倍半萜及其抗阿尔茨海默病活性。

Four novel sesquiterpenoids with their anti-Alzheimer's disease activity from Nardostachys chinensis.

机构信息

School of Pharmacy, Lanzhou University, Lanzhou 730000, People's Republic of China.

出版信息

Org Biomol Chem. 2018 Nov 28;16(46):9038-9045. doi: 10.1039/c8ob02319k.

DOI:10.1039/c8ob02319k
PMID:30427367
Abstract

Nardochinins A-D (1-4), four novel sesquiterpenoids, along with four known ones were isolated from the underground parts of Nardostachys chinensis Batal in ethanol. Their structures were determined by extensive spectroscopic methods and single-crystal X-ray diffraction. Nardochinin A (1) possessed a norsesquiterpene skeleton with an unusual 3/6/5/5 tetracyclic ring system, which had not appeared in natural products. Nardochinins B (2) and C (3) were the first time found naturally occurring sesquiterpenoids with a 4,5-seco-nardosinane skeleton. Besides, compound 3 represented an unprecedented 4,5-seco-nardosinane type norsesquiterpenoid with losing an isopropenyl at C-6 compared with 2 in the structural framework. Nardochinin D (4) was a novel, highly oxygenated valerenane-type sesquiterpenoid possessing a rare 3,12-epoxy group and an unusual 9,11-epoxy group. The anti-Alzheimer's disease (AD) activities of 1-4 were also evaluated using the Caenorhabditis elegans AD pathological model, and nardochinin B (2) had the highest anti-AD activity.

摘要

纳地新 A-D(1-4),四种新型倍半萜,以及四种已知的倍半萜,从地下部分的纳地新 Batal 中分离出来在乙醇中。它们的结构通过广泛的光谱方法和单晶 X 射线衍射确定。纳地新 A(1)具有一个不寻常的 3/6/5/5 四环骨架,这在天然产物中尚未出现。纳地新 B(2)和 C(3)是首次发现的具有 4,5-断纳多辛烷骨架的天然存在的倍半萜。此外,化合物 3 在结构骨架上与 2 相比,在 C-6 失去一个异丙烯基,代表了一种前所未有的 4,5-断纳多辛烷型的非异戊烯基倍半萜。纳地新 D(4)是一种新型的、高度氧化的缬草烷型倍半萜,具有罕见的 3,12-环氧基团和不寻常的 9,11-环氧基团。1-4 的抗阿尔茨海默病(AD)活性也通过秀丽隐杆线虫 AD 病理模型进行了评价,纳地新 B(2)具有最高的抗 AD 活性。

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