Furylhydroquinones and miscellaneous compounds from the roots of Lithospermum erythrorhizon and their anti-inflammatory effect in HaCaT cells

Nat Prod Res. 2019 Jun;33(12):1691-1698. doi: 10.1080/14786419.2018.1431632. Epub 2018 Jan 31.

Abstract

One new furylhydroquinone derivative (1) and seven known compounds (2-8) were isolated from the roots of Lithospermum erythrorhizon Sieb. et Zucc (Boraginaceae). The structure of 1 was elucidated by extensive spectroscopic methods using NMR and MS. The absolute configuration of shikonofuran J (1) was unambiguously determined by aid of comparison experimental ECD with predicted ECD spectra. All the isolates were tested for their inhibitory activities against IL-6 production in HaCaT cells stimulated by tumor necrosis factor (TNF)-α. It was found that gracicleistanthoside (5) and uridine (7) remarkably down-regulated the TNF-α-induced synthesis of interleukin-6 (IL-6), a pro-inflammatory cytokine associated with cutaneous inflammation, in HaCaT cells.

Keywords: HaCaT; anti-inflammatory; gracicleistanthoside; shikonofurans; uridine.

MeSH terms

  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Cell Line
  • Down-Regulation / drug effects
  • Humans
  • Hydroquinones / isolation & purification*
  • Hydroquinones / pharmacology
  • Interleukin-6 / biosynthesis
  • Lithospermum / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • Plant Roots / chemistry
  • Tumor Necrosis Factor-alpha / pharmacology

Substances

  • Anti-Inflammatory Agents
  • Hydroquinones
  • Interleukin-6
  • Tumor Necrosis Factor-alpha