Isolation and identification of potential cancer chemopreventive agents from methanolic extracts of green onion (Allium cepa)

Phytochemistry. 2007 Apr;68(7):1059-67. doi: 10.1016/j.phytochem.2007.01.021. Epub 2007 Mar 12.

Abstract

Phase II xenobiotic metabolizing enzymes confer amelioration of risk arising from potentially carcinogenic chemicals derived both endogenously, and exogenously, from food and the environment. In this study, efforts were made to isolate and identify potentially cancer preventive constituents from methanolic extracts of green onion (Allium cepa) directed by the quinone reductase (QR) induction bioassay using murine hepatoma (Hepa 1c1c7) cells. Crude methanolic extracts of green onion tissue were solvent-partitioned, and subsequently fractionated by flash chromatography, thin layer chromatography and high pressure preparative liquid chromatography to afford pure QR-inducing isolates. Multiple isolates were found active at inducing QR. One newly identified compound, 5-hydroxy-3-methyl-4-propylsulfanyl-5H-furan-2-one (3), and four known compounds: 5-(hydroxymethyl) furfural (1), acetovanillone (2), methyl 4-hydroxyl cinnamate (4) and ferulic acid methyl ester (5), were isolated and identified as active agents.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Anticarcinogenic Agents / chemistry
  • Anticarcinogenic Agents / isolation & purification*
  • Anticarcinogenic Agents / pharmacology
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Magnetic Resonance Spectroscopy
  • Methanol / chemistry*
  • Molecular Structure
  • NAD(P)H Dehydrogenase (Quinone) / metabolism
  • Onions / chemistry*
  • Plant Extracts / isolation & purification*
  • Plant Extracts / metabolism
  • Plant Extracts / pharmacology

Substances

  • Anticarcinogenic Agents
  • Plant Extracts
  • NAD(P)H Dehydrogenase (Quinone)
  • Methanol