Participation of the CYP2D subfamily in lidocaine 3-hydroxylation and formation of a reactive metabolite covalently bound to liver microsomal protein in rats

Biochem Pharmacol. 1993 Nov 17;46(10):1867-9. doi: 10.1016/0006-2952(93)90596-o.

Abstract

Lidocaine metabolism was investigated in rat liver microsomes and in a reconstituted system containing P450BTL, a cytochrome (P450) isozyme belonging to the CYP2D subfamily (Suzuki et al., Drug Metab Dispos 20: 367-373, 1992). P450BTL biotransformed lidocaine into 3-hydroxylidocaine (3-OH-LID) but not monoethylglycinexylidide and 2-methylhydroxylidocaine, in the reconstituted system including NADPH-P450 reductase and dilauroylphosphatidylcholine. An antibody against P450BTL inhibited microsomal lidocaine 3-hydroxylase activity by 97%. Thus, P450BTL and/or its immunorelated P450 isozyme(s) belonging to the CYP2D subfamily appear to be involved in lidocaine 3-hydroxylation. Furthermore, the antibody also suppressed the amounts of a lidocaine metabolite(s) bound to microsomal protein. These results suggest that the CYP2D subfamily biotransformed lidocaine into 3-OH-LID via an epoxy intermediate, which binds to microsomal macromolecules.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Antibodies / immunology
  • Biotransformation
  • Lidocaine / analogs & derivatives*
  • Lidocaine / metabolism*
  • Male
  • Microsomes, Liver / enzymology*
  • Molecular Sequence Data
  • NADH, NADPH Oxidoreductases / immunology
  • NADH, NADPH Oxidoreductases / isolation & purification
  • NADH, NADPH Oxidoreductases / metabolism*
  • Rats
  • Rats, Wistar

Substances

  • Antibodies
  • 3-hydroxylidocaine
  • Lidocaine
  • NADH, NADPH Oxidoreductases
  • NADH-cytochrome P-450 reductase