Stereoselective efflux of (E)-10-hydroxynortriptyline enantiomers from the cerebrospinal fluid of depressed patients

Pharmacol Toxicol. 1991 Feb;68(2):100-3. doi: 10.1111/j.1600-0773.1991.tb02044.x.

Abstract

In 5 patients treated with nortriptyline or amitriptyline for at least 9 months, the cerebrospinal fluid (CSF)/plasma ratio for 10-hydroxynortriptyline (10-OH-NT) ranged from 0.085 to 0.172, which is similar to the ratio previously measured in patients treated for 3 weeks. In 4 other patients treated with racemic (E)-10-OH-NT, the mean concentration ratio between (-)- and (+)-(E)-10-OH-NT was 3.56 in plasma, 2.39 in plasma ultrafiltrate and 1.42 in CSF (one-way ANOVA; P less than 0.001). The mean free fraction in plasma determined by ultrafiltration for (-)-(E)-10-OH-NT was 28.9 +/- S.D.1.1% and for the (+)-enantiomer 43.7 +/- 0.8% (P less than 0.001) confirming the difference in protein binding shown previously in healthy subjects. There was a correlation between the concentration of 10-OH-NT (sum of enantiomers) in CSF and plasma ultrafiltrate (r = 0.96; n = 7; P less than 0.001). The concentration in CSF was, however, only about 50% of that in the plasma ultrafiltrate and this seems to be due to a stereoselective transport of (E)-10-OH-NT out from the CSF. The secretion from the CSF is more pronounced for the (-)-compared to the (+)-enantiomer, which is consistent with the stereoselectivity of the renal secretion of these compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adult
  • Amitriptyline / therapeutic use
  • Biological Transport, Active
  • Depressive Disorder / cerebrospinal fluid*
  • Female
  • Humans
  • Middle Aged
  • Nortriptyline / analogs & derivatives*
  • Nortriptyline / cerebrospinal fluid
  • Nortriptyline / therapeutic use
  • Protein Binding
  • Stereoisomerism
  • Ultrafiltration

Substances

  • 10-hydroxynortriptyline
  • Amitriptyline
  • Nortriptyline