A rare sesquiterpenoid-alkaloid hydrid with selective BuChE inhibitory activity from Valeriana officinalis var. latifolia Miq. (2nd March 2022)

• Record Type: Journal Article
• Authors: Wang, Miaomiao; Wang, Shuliang; Li, Yanan; Wu, Panfeng; Yi, Ping; Huang, Liejun; Gu, Wei; Zhou, Chengyan; Hao, Xiaojiang; Yuan, Chunmao
• Is Part Of: Tetrahedron letters. Volume 92(2022)
• Publication Date: 2022-03-02
• Subjects: Valeriana officinalis var. latifolia Miq -- Rare Sesquiterpenoid-alkaloid hydrid -- Volvalerenic acid A -- Structure revision -- BuChE inhibitory activity; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.153679
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Valerianofal A (2 ), a rare sesquiterpenoid-alkaloid hydrid, as well as two biosynthetic related compounds (1 and 3 ) was isolated from the roots of Valeriana officinalis var. latifolia Miq. Compound 2 represented the first germacrane-type sesquiterpenoid and tecostidine hydrid. Their structures as well as absolute configurations were elucidated by spectroscopic analysis, an alkaline hydrolysis method, and X-ray diffraction. The structure of volvalerenic acid A was revised by single-crystal X-ray diffraction. Compounds 2 and 3 displayed selective BuChE inhibitory activities with IC50 values ranging from 0.4 μg/ml to 2.8 μg/ml. The possible recognition mechanism between compound 2 and BuChE was predicted by molecular docking analysis.