Lobelane analogues as novel ligands for the vesicular monoamine transporter-2

Bioorg Med Chem. 2005 Jun 2;13(12):3899-909. doi: 10.1016/j.bmc.2005.04.013.

Abstract

A series of lobelane analogues has been synthesized and their structure-activity relationships at the vesicular monoamine transporter-2 (VMAT2) have been evaluated. The most potent analogues in this series were the cis-2,6-piperidino analogues, 25b, 27b, 28b, and 30b, with K(i) values ranging from 430 to 580 nM.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Brain Chemistry
  • Ganglionic Stimulants / chemical synthesis*
  • Ligands
  • Lobeline / analogs & derivatives*
  • Lobeline / chemical synthesis
  • Membrane Glycoproteins / antagonists & inhibitors*
  • Membrane Transport Modulators*
  • Membrane Transport Proteins / antagonists & inhibitors*
  • Methamphetamine
  • Nicotinic Antagonists / chemical synthesis
  • Nicotinic Antagonists / pharmacology
  • Rats
  • Receptors, Nicotinic / drug effects
  • Structure-Activity Relationship
  • Substance-Related Disorders / drug therapy
  • Synaptic Membranes / chemistry
  • Vesicular Biogenic Amine Transport Proteins
  • Vesicular Monoamine Transport Proteins

Substances

  • Ganglionic Stimulants
  • Ligands
  • Membrane Glycoproteins
  • Membrane Transport Modulators
  • Membrane Transport Proteins
  • Nicotinic Antagonists
  • Receptors, Nicotinic
  • Slc18a2 protein, rat
  • Vesicular Biogenic Amine Transport Proteins
  • Vesicular Monoamine Transport Proteins
  • Methamphetamine
  • Lobeline