Pharmacology of novel synthetic stimulants structurally related to the "bath salts" constituent 3,4-methylenedioxypyrovalerone (MDPV)

Neuropharmacology. 2014 Dec:87:206-13. doi: 10.1016/j.neuropharm.2014.02.016. Epub 2014 Mar 2.

Abstract

There has been a dramatic rise in the abuse of synthetic cathinones known as "bath salts," including 3,4-methylenedioxypyrovalerone (MDPV), an analog linked to many adverse events. MDPV differs from other synthetic cathinones because it contains a pyrrolidine ring which gives the drug potent actions as an uptake blocker at dopamine and norepinephrine transporters. While MDPV is now illegal, a wave of "second generation" pyrrolidinophenones has appeared on the market, with α-pyrrolidinovalerophenone (α-PVP) being most popular. Here, we sought to compare the in vitro and in vivo pharmacological effects of MDPV and its congeners: α-PVP, α-pyrrolidinobutiophenone (α-PBP), and α-pyrrolidinopropiophenone (α-PPP). We examined effects of test drugs in transporter uptake and release assays using rat brain synaptosomes, then assessed behavioral stimulant effects in mice. We found that α-PVP is a potent uptake blocker at dopamine and norepinephrine transporters, similar to MDPV. α-PBP and α-PPP are also catecholamine transporter blockers but display reduced potency. All of the test drugs are locomotor stimulants, and the rank order of in vivo potency parallels dopamine transporter activity, with MDPV > α-PVP > α-PBP > α-PPP. Motor activation produced by all drugs is reversed by the dopamine receptor antagonist SCH23390. Furthermore, results of a functional observational battery show that all test drugs produce typical stimulant effects at lower doses and some drugs produce bizarre behaviors at higher doses. Taken together, our findings represent the first evidence that second generation analogs of MDPV are catecholamine-selective uptake blockers which may pose risk for addiction and adverse effects in human users. This article is part of the Special Issue entitled 'CNS Stimulants'.

Keywords: 3,4-Methylenedioxypyrovalerone; Functional observational battery; Locomotor activity; Monoamine transporter; Synthetic cathinones; α-PVP.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, N.I.H., Intramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Benzazepines / pharmacology
  • Benzodioxoles / chemistry
  • Benzodioxoles / pharmacology*
  • Brain / drug effects
  • Brain / physiopathology
  • Catecholamine Plasma Membrane Transport Proteins / antagonists & inhibitors
  • Catecholamine Plasma Membrane Transport Proteins / metabolism
  • Central Nervous System Stimulants / chemistry
  • Central Nervous System Stimulants / pharmacology*
  • Designer Drugs / chemistry
  • Designer Drugs / pharmacology*
  • Dopamine Antagonists / pharmacology
  • Dopamine Plasma Membrane Transport Proteins / metabolism
  • Dose-Response Relationship, Drug
  • Illicit Drugs / chemistry
  • Illicit Drugs / pharmacology*
  • Locomotion / drug effects
  • Male
  • Mice, Inbred ICR
  • Motor Activity / drug effects
  • Norepinephrine Plasma Membrane Transport Proteins / metabolism
  • Pyrrolidines / chemistry
  • Pyrrolidines / pharmacology*
  • RNA-Binding Proteins / metabolism
  • Random Allocation
  • Rats, Sprague-Dawley
  • Synaptosomes / drug effects
  • Synaptosomes / metabolism
  • Synthetic Cathinone

Substances

  • Benzazepines
  • Benzodioxoles
  • Catecholamine Plasma Membrane Transport Proteins
  • Central Nervous System Stimulants
  • Designer Drugs
  • Dopamine Antagonists
  • Dopamine Plasma Membrane Transport Proteins
  • Illicit Drugs
  • Norepinephrine Plasma Membrane Transport Proteins
  • Pyrrolidines
  • RNA-Binding Proteins
  • SCH 23390
  • Sert1 protein, rat
  • Slc6a2 protein, rat
  • Synthetic Cathinone