Four novel sesquiterpenoids with their anti-Alzheimer's disease activity from Nardostachys chinensis. Issue 46 (14th November 2018)

• Record Type: Journal Article
• Authors: Wu, Pei-Qian; Yu, Yi-Fan; Zhao, Ye; Yu, Chun-Xue; Zhi, De-Juan; Qi, Feng-Ming; Fei, Dong-Qing; Zhang, Zhan-Xin
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 46(2018)
• Page Start: 9038
• Page End: 9045
• Publication Date: 2018-11-14
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02319k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Nardochinins A–D (1–4 ), four novel sesquiterpenoids, were isolated from Nardostachys chinensis . Nardochinin B (2 ) can significantly inhibit the Alzheimer's disease (AD) like symptom of worm paralysis. 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, compound3 represented an unprecedented 4, 5-seco-nardosinane type norsesquiterpenoid with losing an isopropenyl at C-6 compared with2 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 of1–4 were also evaluated using the Caenorhabditis elegans AD pathological model, and nardochinin B (2 ) had the highest anti-AD activity.