• Corpus ID: 25488935

A nuclear magnetic resonance study of sparteine delta metabolite structure.

  title={A nuclear magnetic resonance study of sparteine delta metabolite structure.},
  author={Thomas Ebner and Claus O. Meese and Peter Fischer and Michel F Eichelbaum},
  journal={Drug metabolism and disposition: the biological fate of chemicals},
  volume={19 5},
Originally, the enamines 2,3- and 5,6-didehydrosparteine (2a and 3a, respectively) had been characterized by GC/MS as metabolites after administration of (-)-sparteine sulfate (1a.H2SO4). Since the existence of free enamines in aqueous medium seemed rather doubtful, the metabolism of (-)-sparteine was reinvestigated by high-resolution 1H-, 2H-, and 13C-NMR spectroscopy. When synthetic 1,2-didehydrosparteinium monoperchlorate (4a.ClO4) is dissolved in aqueous medium at pH 4-9, sterically uniform… 
Carbinolamines, imines, and oxazolidines from fluorinated propranolol analogs. (19)F NMR and mass spectral characterization and evidence for formation as intermediates in cytochrome P450-catalyzed N-dealkylation.
Mass spectral experiments under atmospheric pressure chemical ionization and electrospray ionization-ion trap conditions showed formation of imine metabolites (and/or oxazolidine from 7) as well as products of N-dealkylation and aromatic hydroxylation when the secondary amine substrates were incubated with rat liver microsomes or CYP1A2.
The metabolism of aprindine in relation to the sparteine/debrisoquine polymorphism.
In liver microsomes isolated from a poor metaboliser of sparteine no hydroxylated metabolites of AP were detected whereas AP N-dealkylation was unimpaired, consistent with a major role of CYP2D6 in the clearance of AP in vivo.
Identification of unstable metabolites of Lonafarnib using liquid chromatography-quadrupole time-of-flight mass spectrometry, stable isotope incorporation and ion source temperature alteration.
The identification of three drug-derived peaks (A, B and C) that were detected from a Schering-Plough developmental compound (Lonafarnib) following incubation with cDNA-expressed human CYP3A4 are described.
The metabolism of alicyclic amines to reactive iminium ion intermediates
The use of a simple cyanide trapping technique forIminium ions has been demonstrated to monitor a large number of alicyclic drugs for iminium ion formation and the possible role of imInium ions in the pharmacology and toxicology of alcyclic amines is considered.
Verapamil metabolism in distinct regions of the heart and in cultures of cardiomyocytes of adult rats.
Metabolism of verapamil is shown to be predominant in the right ventricle of the heart, and the data reported herein may explain metabolic inactivation and/or adverse drug reactions of certain cardiovascular drugs on the basis of tissue specific metabolism.
Indolizidine and quinolizidine alkaloids.
  • J. Michael
  • Chemistry, Biology
    Natural product reports
  • 2007
This review covers the isolation, structure determination, synthesis, chemical transformations and biological activity of indolizidine and quinolizidine alkaloids. Included in the review are the