A new cytotoxic coumarin, 7-[(E)-3',7'-dimethyl-6'-oxo-2',7'-octadienyl] oxy coumarin, from the leaves of Zanthoxylum schinifolium

Arch Pharm Res. 2011 May;34(5):723-6. doi: 10.1007/s12272-011-0504-6. Epub 2011 Jun 9.

Abstract

A new coumarin, 7-[(E)-3',7'-dimethyl-6'-oxo-2',7'-octadienyl]oxy coumarin (1), together with three known compounds, schinilenol (2), schinindiol (3) and 7-[(E)-7'-hydroxy-3',7'-dimethylocta-2',5'-dienyloxy]-coumarin (4) were isolated from the methylene chloride fraction of Z. schinifolium by normal and reverse phase column chromatographies. Their structures were determined on the basis of physical and spectroscopic evidences. Compound 1 (IC(50) 8.10 μM) showed potent cytotoxicity compared to auraptene (IC(50) 55.36 μM) against Jurkat T cells. The other isolated compounds 2 and 4 exhibited weak cytotoxicities.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Survival / drug effects
  • Chromatography, High Pressure Liquid
  • Coumarins / chemistry
  • Coumarins / isolation & purification
  • Coumarins / pharmacology*
  • Drug Discovery*
  • Humans
  • Inhibitory Concentration 50
  • Isomerism
  • Jurkat Cells
  • Leukemia, T-Cell / drug therapy
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Methylene Chloride / chemistry
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Plant Leaves / chemistry*
  • Republic of Korea
  • Solvents / chemistry
  • Spectroscopy, Fourier Transform Infrared
  • Zanthoxylum / chemistry*

Substances

  • 7-(3',7'-dimethyl-6'-oxo-2',7'-octadienyl)oxycoumarin
  • Antineoplastic Agents, Phytogenic
  • Coumarins
  • Plant Extracts
  • Solvents
  • Methylene Chloride