Rubescins A, B and C: new havanensin type limonoids from root bark of Trichilia rubescens (Meliaceae)

Chem Pharm Bull (Tokyo). 2013;61(11):1178-83. doi: 10.1248/cpb.c13-00506.

Abstract

Three new limonoids, rubescins A-C (1-3), and three known compounds including, havanensin type limonoid TS3 (4), β-sitosterol, and stigmasterol were isolated from the root bark of Trichilia rubescens. Their structures were elucidated by means of extensive spectroscopic analyses, particularly one dimensional (1D)- and 2D-NMR techniques in conjunction with mass spectrometry. Rubescins A-C (1-3) and limonoid TS3 (4) were evaluated for their protective effects against oxidative stress induced in HC-04 cells by H2O2. Compound (1) showed strong inhibitory effects on lactase dehydrogenase (LDH) leakage, being as active (IC50 value of 0.0026 µM) as the positive control quercetin (IC50 value of 0.0030 µM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Humans
  • Hydrogen Peroxide / toxicity
  • Limonins / chemistry*
  • Limonins / isolation & purification
  • Limonins / pharmacology
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Meliaceae / chemistry*
  • Meliaceae / metabolism
  • Molecular Conformation
  • Oxidative Stress / drug effects
  • Plant Bark / chemistry
  • Plant Bark / metabolism
  • Plant Roots / chemistry
  • Plant Roots / metabolism
  • Protective Agents / chemistry*
  • Protective Agents / isolation & purification
  • Protective Agents / pharmacology

Substances

  • Limonins
  • Protective Agents
  • havanensin
  • rubescin A
  • Hydrogen Peroxide