Nitric Oxide Inhibitory Carbazole Alkaloids from the Folk Medicine Murraya tetramera C.C. Huang

Chem Biodivers. 2020 Nov;17(11):e2000490. doi: 10.1002/cbdv.202000490. Epub 2020 Nov 2.

Abstract

The phytochemical investigation of the leaves and stems of Murraya tetramera C.C. Huang, a traditional folk medicine used as an anti-inflammatory agent, yielded 19 simple carbazole alkaloids, two of which (1-ethoxy-3-methyl-9H-carbazol-2-ol (1) and 7-hydroxy-2,8-dimethoxy-6-methyl-9H-carbazole-1-carbaldehyde (2)) are new ones. The structures of the new compounds were determined by extensive spectroscopic analysis including NMR and HR-EI-MS experiments, as well as comparison with the reported data. Most of the isolates showed potent inhibitory effects on NO production in LPS-stimulated BV-2 microglial cells with IC50 values ranging from 5.1 to 15.1 μM.

Keywords: Murraya; Murraya tetramera C.C. Huang; carbazole alkaloids; nitric oxide inhibition.

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology
  • Animals
  • Anti-Inflammatory Agents / chemistry*
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology
  • Carbazoles / chemistry*
  • Carbazoles / isolation & purification
  • Carbazoles / pharmacology
  • Cell Line
  • Lipopolysaccharides / pharmacology
  • Magnetic Resonance Spectroscopy
  • Medicine, Traditional
  • Mice
  • Microglia / cytology
  • Microglia / drug effects
  • Microglia / metabolism
  • Molecular Conformation
  • Murraya / chemistry*
  • Murraya / metabolism
  • Nitric Oxide / metabolism*
  • Plant Leaves / chemistry
  • Plant Leaves / metabolism
  • Plant Stems / chemistry
  • Plant Stems / metabolism

Substances

  • Alkaloids
  • Anti-Inflammatory Agents
  • Carbazoles
  • Lipopolysaccharides
  • Nitric Oxide