4.4 Article

A rare sesquiterpenoid-alkaloid hydrid with selective BuChE tory activity from Valeriana officinalis var. latifolia Miqinhibi

Journal

TETRAHEDRON LETTERS
Volume 92, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153679

Keywords

Valeriana officinalis var. latifolia Miq; Rare Sesquiterpenoid-alkaloid hydrid; Volvalerenic acid A; Structure revision; BuChE inhibitory activity

Funding

  1. Outstanding Young Scientific and Technological Talents in Guizhou Province [QKHPTRC [2021] 5633]
  2. National Natural Science Foundation of China (NSFC) [81760630, U1812403]
  3. Science and Technology Plan of Guizhou Province [QKHZC [2018] 2824]
  4. Science and Technology Project of Traditional Chinese Medicine and National Medicine of Guizhou Administration of Traditional Chinese Medicine [QZYY-2019-066]
  5. State Key Laboratory of Functions and Applications of Medicinal Plants, Guiz-hou Medical University [FAMP202006K]
  6. High-level Innovative Talents in Guizhou Province (Thousand Levels of Talent for Chun-mao Yuan in 2018)
  7. Light of the West Talent Cultivation Program of Chinese Academy of Sciences [RZ [2020] 82]
  8. Guizhou Provincial Engineering Research Center for Natural Drugs

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In this study, a rare sesquiterpenoid-alkaloid hydrid and two biosynthetic related compounds were isolated from the roots of Valeriana officinalis var. latifolia Miq. These compounds exhibited selective inhibitory activities against BuChE and molecular docking analysis provided insights into their recognition mechanism.
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 mu g/ml to 2.8 mu g/ml. The possible recognition mechanism between compound 2 and BuChE was predicted by molecular docking analysis. (C) 2022 Elsevier Ltd. All rights reserved.

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