Metabolic fate of 2,4-dichlorophenol and related plant residues in rats

J Agric Food Chem. 2012 Feb 22;60(7):1728-36. doi: 10.1021/jf203666k. Epub 2012 Feb 8.

Abstract

This study compared the metabolic fate of [(14)C]-DCP, [(14)C]-residues from radish plants, and purified [(14)C]-DCP-(acetyl)glucose following oral administration in rats. A rapid excretion of radioactivity in urine occurred for [(14)C]-DCP, [(14)C]-DCP-(acetyl)glucose, and soluble residues, 69, 85, and 69% within 48 h, respectively. Radio-HPLC profiles of 0-24 h urine from rats fed [(14)C]-DCP and [(14)C]-DCP-(acetyl)glucose were close and qualitatively similar to those obtained from plant residues. No trace of native plant residues was detected under the study conditions. The structures of the two major peaks were identified by MS as the glucuronide and the sulfate conjugates of DCP. The characterization of a dehydrated glucuronide conjugate by MS and NMR of DCP was unusual. In contrast to soluble residues, bound residues were mainly excreted in feces, 90% within 48 h, whereas total residues were eliminated in both urine and feces. For total residues, the radioactivity in feces was higher than expected from the percentage of soluble and bound residues in radish plants. This result highlighted that less absorption took place when residues were present in the plant matrix as compared to plant-free residues and DCP.

MeSH terms

  • Animals
  • Biological Availability
  • Carbon Radioisotopes
  • Cells, Cultured
  • Chlorophenols / metabolism
  • Chlorophenols / pharmacokinetics*
  • Chlorophenols / urine
  • Environmental Pollutants / metabolism
  • Environmental Pollutants / pharmacokinetics*
  • Feces / chemistry
  • Glucuronides / metabolism*
  • Male
  • Nicotiana / metabolism
  • Plants, Edible / chemistry
  • Plants, Edible / metabolism*
  • Raphanus / chemistry
  • Raphanus / metabolism
  • Rats
  • Sulfates / metabolism

Substances

  • Carbon Radioisotopes
  • Chlorophenols
  • Environmental Pollutants
  • Glucuronides
  • Sulfates
  • 2,4-dichlorophenol