5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter

Chiharu Sogawa, N. Sogawa, J. Tagawa, A. Fujino, K. Ohyama, Masato Asanuma, M. Funada, S. Kitayama

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

5-Methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT) is a synthetic orally active hallucinogenic tryptamine derivative, known also as Foxy or Foxy methoxy. However, few studies have examined its effects in vitro. In the present study, we investigated the actions of 5-MeO-DIPT against monoamine neurotransmitter transporters, including the transporters for dopamine (DAT), norepinephrine (NET), and serotonin (SERT), using COS-7 cells heterologously expressing these transporters and rat brain synaptosomes. 5-MeO-DIPT specifically inhibited the uptake of [3H]serotonin (5-HT) by the SERT-expressing COS-7 cells and rat striatal synaptosomes in a high affinity manner at concentrations similar to those for cocaine. The effect was reversible and competitive. 5-MeO-DIPT failed to stimulate reverse transport of [3H]5-HT through SERT, while it prevented the releasing action of methamphetamine. 5-MeO-DIPT induced cell toxicity at high concentrations in COS-7 cells, and it was not influenced by the expression of SERT. These results demonstrated that 5-MeO-DIPT acts as a competitive SERT inhibitor and has an inability to cause reverse transport, underlying its serotonergic actions.

Original languageEnglish
Pages (from-to)75-82
Number of pages8
JournalToxicology Letters
Volume170
Issue number1
DOIs
Publication statusPublished - Apr 5 2007

Fingerprint

Serotonin Plasma Membrane Transport Proteins
Serotonin
COS Cells
Synaptosomes
Rats
Neurotransmitter Transport Proteins
Corpus Striatum
Dopamine Plasma Membrane Transport Proteins
Methamphetamine
5-methoxy-N,N-diisopropyltryptamine
Cocaine
Toxicity
Brain
Norepinephrine
Derivatives

Keywords

  • Cocaine
  • Foxy methoxy
  • Methamphetamine
  • Serotonin transporter
  • Uptake

ASJC Scopus subject areas

  • Toxicology

Cite this

5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter. / Sogawa, Chiharu; Sogawa, N.; Tagawa, J.; Fujino, A.; Ohyama, K.; Asanuma, Masato; Funada, M.; Kitayama, S.

In: Toxicology Letters, Vol. 170, No. 1, 05.04.2007, p. 75-82.

Research output: Contribution to journalArticle

Sogawa, Chiharu ; Sogawa, N. ; Tagawa, J. ; Fujino, A. ; Ohyama, K. ; Asanuma, Masato ; Funada, M. ; Kitayama, S. / 5-Methoxy-N,N-diisopropyltryptamine (Foxy), a selective and high affinity inhibitor of serotonin transporter. In: Toxicology Letters. 2007 ; Vol. 170, No. 1. pp. 75-82.
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