Efavirenz biotransformation as an up-stream event of mood changes in HIV-infected patients

Toxicol Lett. 2016 Oct 17;260:28-35. doi: 10.1016/j.toxlet.2016.08.009. Epub 2016 Aug 16.

Abstract

Efavirenz is a drug of choice for adults and children infected with the human immunodeficiency virus. Notably, up to 35% of patients on efavirenz suffer from mood changes. This work aimed to investigate efavirenz biotransformation into 8-hydroxy-efavirenz as an up-stream event of mood changes and to evaluate the suitability of 8-hydroxy-efavirenz biomonitoring for the minimization of these manifestations. A case-control study with two age-matched groups of HIV-infected male patients was performed in a group without adverse central nervous system complaints (28 patients) and a group presenting mood changes (14 patients). The plasma concentration of non-conjugated 8-hydroxy-efavirenz was higher in patients with mood changes (p=0.020). An association between efavirenz and 8-hydroxy-efavirenz-glucuronide was found (Spearman r=0.414, p<0.010), only within therapeutic efavirenz concentrations. This correlation was not observed in patients with toxic (>4mg/L) plasma concentrations of the parent drug. We conclude that metabolism to 8-hydroxy-efavirenz is associated with efavirenz-related mood changes, which suggests that the concentration of this metabolite is a suitable parameter for therapeutic drug monitoring aimed at controlling these manifestations. Moreover, our data suggest that 8-hydroxy-efavirenz is able to cross the blood-brain barrier and that the peripheral detoxification of 8-hydroxy-efavirenz by glucuronidation may be inhibited by toxic efavirenz concentrations.

Keywords: 8-Hydroxy-efavirenz; 8-Hydroxy-efavirenz-glucuronide; Neurotoxicity; Pharmacokinetics.

Publication types

  • Validation Study

MeSH terms

  • Adult
  • Anti-HIV Agents / adverse effects
  • Anti-HIV Agents / blood
  • Anti-HIV Agents / pharmacokinetics*
  • Anti-HIV Agents / therapeutic use
  • Anxiety / chemically induced
  • Anxiety / diagnosis
  • Anxiety / epidemiology
  • Benzoxazines / adverse effects
  • Benzoxazines / blood
  • Benzoxazines / metabolism*
  • Benzoxazines / pharmacokinetics*
  • Benzoxazines / therapeutic use
  • Biomarkers, Pharmacological / blood
  • Biotransformation
  • Blood-Brain Barrier / drug effects
  • Blood-Brain Barrier / metabolism
  • CD4 Lymphocyte Count
  • Case-Control Studies
  • Drug Monitoring / methods*
  • Drug Therapy, Combination / adverse effects
  • Feasibility Studies
  • Glucuronides / blood
  • Glucuronides / metabolism
  • HIV Infections / blood
  • HIV Infections / drug therapy
  • HIV Infections / metabolism*
  • HIV Infections / psychology
  • Humans
  • Male
  • Metabolic Detoxication, Phase II
  • Middle Aged
  • Mood Disorders / chemically induced*
  • Mood Disorders / diagnosis
  • Mood Disorders / epidemiology
  • Neurotoxicity Syndromes / diagnosis
  • Neurotoxicity Syndromes / epidemiology
  • Neurotoxicity Syndromes / etiology*
  • Prevalence
  • Reverse Transcriptase Inhibitors / adverse effects
  • Reverse Transcriptase Inhibitors / blood
  • Reverse Transcriptase Inhibitors / pharmacokinetics*
  • Reverse Transcriptase Inhibitors / therapeutic use

Substances

  • Anti-HIV Agents
  • Benzoxazines
  • Biomarkers, Pharmacological
  • Glucuronides
  • Reverse Transcriptase Inhibitors
  • efavirenz
  • 8-hydroxyefavirenz