A unique example of drug metabolism: tetra- and penta-oxygenation reactions of capravirine in rats, dogs and humans.
Six tetra- and two penta-oxygenated capravirine metabolites observed in rats, dogs and humans represent the maximum numbers of isomers that can be predicted since oxygenations are restricted at the pyridinyl nitrogen (N-oxidation), sulfur (sulfoxidation), and isopropyl group (hydroxylation), exemplifying a unique case that is very unusual for sequential drug metabolism.
Bu
Hai-Zhi
HZ
Department of Pharmacokinetics, Dynamics and Metabolism, PGRD, San Diego, CA 92121, USA. haizhi.bu@pfizer.com
Pool
William F
WF
Wu
Ellen Y
EY
Shetty
Bhasker V
BV
D000284:Administration, Oral; D000818:Animals; D019380:Anti-HIV Agents / Q000493:pharmacokinetics*; D002851:Chromatography, High Pressure Liquid; D004285:Dogs; D006801:Humans; D007093:Imidazoles / Q000493:pharmacokinetics*; D007536:Isomerism; D013058:Mass Spectrometry; D010100:Oxygen / Q000378:metabolism*; D051381:Rats; D017207:Rats, Sprague-Dawley; D013045:Species Specificity; D013457:Sulfur Compounds / Q000493:pharmacokinetics*
D019380:Anti-HIV Agents; D007093:Imidazoles; D013457:Sulfur Compounds; D010100:Oxygen; C433874:capravirine