Metabolism of (-)-(S)-nicotine in the isolated perfused rabbit lung

Eur J Drug Metab Pharmacokinet. 1997 Oct-Dec;22(4):395-402. doi: 10.1007/BF03190976.

Abstract

The metabolism of (-)-(S)-nicotine has been investigated following intratracheal administration to the recirculating perfused rabbit lung model. The metabolic products present in the perfusate were identified by co-chromatography (HPLC and GC) with authentic standards and quantified by HPLC. After the 180 min perfusion period, nicotine was found to be metabolically transformed to cotinine (33.7%), 3-hydroxycotinine (10.4%), cotinine-1-N-oxide (3.4%) and nicotine-1'-N-oxide (14.4%). Norcotinine, nornicotine, 3-pyridyl-4-oxo-N-methylbutyramide and an uncharacterised metabolite were also detected in low amounts. Following the perfusion experiment, part of the lung tissue was homogenised in the presence of [14C]-sodium cyanide. Subsequent analysis of the homogenates indicated the formation of 2'-cyanonicotine, 1'-cyanomethylnornicotine and the diastereoisomeric 5'-cyanonicotines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Biotransformation
  • Calibration
  • Chromatography, Gas
  • Chromatography, High Pressure Liquid
  • Cyanides
  • In Vitro Techniques
  • Lung / metabolism*
  • Male
  • Nicotine / pharmacokinetics*
  • Nicotinic Agonists / pharmacokinetics*
  • Rabbits
  • Stereoisomerism

Substances

  • Cyanides
  • Nicotinic Agonists
  • Nicotine