MS/MS-based molecular networking accelerated discovery of germacrane-type sesquiterpene lactones from Elephantopus scaber L.

Phytochemistry

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, Engineering Research Center of Natural Medicine Active Molecule Research & Development, Liaoning Province; Key Laboratory of Natural Bioactive Compounds Discovery & Modification, Shenyang; School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, Liaoning, 110016, China. Electronic address:

Published: June 2022

AI Article Synopsis

  • The study identified and characterized six new germacrane-type sesquiterpene lactones, named scaberxones A-F, from the plant Elephantopus scaber L.
  • These compounds were analyzed using advanced techniques like NMR, ECD spectral calculations, and X-ray diffraction for structure determination.
  • Scaberxone F emerged as the most effective in reducing nitric oxide production in microglial cells, indicating strong anti-neuroinflammatory properties at a concentration of 10 μM.

Article Abstract

Assisted by an MS/MS-based molecular networking guided strategy, six undescribed germacrane-type sesquiterpene lactones, namely scaberxones A-F, along with a known analog were obtained and characterized from Elephantopus scaber L. Their structures were unequivocally assigned by detailed spectroscopic analyses, NMR and ECD spectral calculations, and computer-assisted structure elucidation (CASE), complemented with single-crystal X-ray diffraction. All compounds were measured for their production of nitric oxide (NO) levels in lipopolysaccharide (LPS)-induced BV-2 microglial cells to assess their anti-neuroinflammatory activity. Scaberxone F showed the most potent inhibition of NO production at a concentration of 10 μM.

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Source
http://dx.doi.org/10.1016/j.phytochem.2022.113136DOI Listing

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