A new anti-inflammatory β-carboline alkaloid from the hairy-root cultures of Eurycoma longifolia

Nat Prod Res. 2016 Jun;30(12):1360-5. doi: 10.1080/14786419.2015.1056187. Epub 2015 Jul 13.

Abstract

One new β-carboline alkaloid 7-methoxy-(9H-β-carbolin-1-il)-(E)-1-propenoic acid (1) together with 9-methoxycanthin-6-one (2) and 9-hydroxycanthin-6-one (3) were isolated from the hairy-root cultures of Eurycoma longifolia. The effects of these compounds on lipopolysaccharide (LPS)-induced nitric oxide (NO) production in RAW264.7 cells were investigated. Compound 1 strongly inhibited the production of NO while 2 and 3 having weak or inactive effect. Consistently, compound 1 decreased the expression of cyclooxygenase-2 and inducible nitric oxide synthase.

Keywords: Eurycoma longifolia; hairy-root cultures; β-carboline alkaloid.

MeSH terms

  • Alkaloids / isolation & purification
  • Alkaloids / pharmacology*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemistry
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
  • Carbolines / isolation & purification
  • Carbolines / pharmacology*
  • Cyclooxygenase 2 Inhibitors / pharmacology
  • Drug Evaluation, Preclinical / methods
  • Eurycoma / chemistry*
  • Eurycoma / cytology
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology
  • Lipopolysaccharides / pharmacology
  • Macrophages / drug effects
  • Macrophages / metabolism
  • Mice
  • Nitric Oxide / metabolism
  • Nitric Oxide Synthase Type II / antagonists & inhibitors
  • Nitric Oxide Synthase Type II / metabolism
  • Plant Roots / chemistry
  • Plant Roots / cytology
  • Plants, Medicinal / chemistry
  • Plants, Medicinal / cytology

Substances

  • 7-methoxy-(9H-beta-carbolin-1-il)-(E)-1-propenoic acid
  • 9-hydroxycanthin-6-one
  • 9-methoxycanthin-6-one
  • Alkaloids
  • Anti-Inflammatory Agents, Non-Steroidal
  • Carbolines
  • Cyclooxygenase 2 Inhibitors
  • Indole Alkaloids
  • Lipopolysaccharides
  • Nitric Oxide
  • Nitric Oxide Synthase Type II
  • Nos2 protein, mouse