A new cerebroside from the twigs of Lindera glauca (Sieb. et Zucc.) Blume

Bioorg Chem. 2017 Oct:74:122-125. doi: 10.1016/j.bioorg.2017.07.016. Epub 2017 Jul 25.

Abstract

Lindera glauca (Sieb. et Zucc.) Blume (Lauraceae) has been used to treat rheumatic arthritis, stroke, and cardiac pain. Phytochemical investigation of twigs of L. glauca (Sieb. et Zucc.) Blume resulted in the isolation and identification of a new cerebroside, glaucerebroside (1). The structure of 1 was elucidated by a combination of extensive spectroscopic analyses, including extensive 2D NMR, HR-MS, chemical reactions, and LC/MS analysis. Compound 1 is a relatively rare cerebroside with l-threo-configuration of the sphingosine part. This is the second example of identification of a cerebroside from the family Lauraceae. Compound 1 significantly inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated BV-2 cells, with an IC50 value of 23.84μM without inducing cell toxicity. This study suggests that glaucerebroside (1) can be an excellent candidate for development of novel anti-neuroinflammatory agents.

Keywords: Anti-inflammation; Cerebroside; Lauraceae; Lindera glauca; NO.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cell Survival / drug effects
  • Cerebrosides / chemistry
  • Cerebrosides / isolation & purification
  • Cerebrosides / pharmacology*
  • Dose-Response Relationship, Drug
  • Lindera / chemistry*
  • Lipopolysaccharides / antagonists & inhibitors
  • Lipopolysaccharides / pharmacology
  • Mice
  • Molecular Conformation
  • Nitric Oxide / antagonists & inhibitors
  • Nitric Oxide / biosynthesis
  • Plant Stems / chemistry*
  • Structure-Activity Relationship

Substances

  • Cerebrosides
  • Lipopolysaccharides
  • Nitric Oxide