Importance of M2-M3 loop in governing properties of genistein at the α7 nicotinic acetylcholine receptor inferred from α7/5-HT3A chimera

Eur J Pharmacol. 2010 Nov 25;647(1-3):37-47. doi: 10.1016/j.ejphar.2010.08.027. Epub 2010 Sep 9.

Abstract

Genistein and 5-hydroxyindole (5-HI) potentiate the α7 nicotinic acetylcholine receptor current by primarily increasing peak amplitude, a property of type I α7 positive allosteric modulation. In this study, the effects of these two compounds were investigated at two different α7/5-HT(3) chimeras (chimera 1, comprising of extracellular α7 N-terminus fused to the remainder of 5-HT(3A), and chimera 2 containing an additional α7 encoded M2-M3 loop), and wild-type α7 and 5-HT(3A) receptors. Agonist-evoked responses, examined by expression of the chimeras in Xenopus laevis oocytes or HEK-293 cells, revealed that currents decayed slower and compounds {rank order: N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-4-chlorobenzamide hydrochloride (PNU-282987)~2-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-5-phenyl-1,3,4-oxadiazole (NS6784)>acetylcholine>choline} were more potent in chimera 2 than chimera 1 or α7 receptors. In chimera 2, genistein and 5-HI potentiated agonist-evoked responses (EC(50): 4-5 μM for genistein and 300-500 μM for 5-HI) and at higher concentrations evoked current directly consistent with ago-allosteric modulation. At chimera 1 and 5-HT(3A) receptors, neither compound directly evoked any current and 5-HI, only at chimera 1, was able to potentiate agonist-evoked responses. Genistein and 5-HI did not inhibit the binding of the α7 agonist [(3)H](1S,4S)-2,2-dimethyl-5-(6-phenylpyridazin-3-yl)-5-aza-2-azoniabicyclo[2.2.1] heptane ([(3)H]A-585539) to rat brain or chimera 2. In summary, this study supports the role of the M2-M3 loop being critical for the positive allosteric effect of genistein, but not 5-HI, and in agonist-evoked response fine-tuning. The identification of distinct α7 receptor modulatory sites offers unique opportunities for developing CNS therapeutics and understanding its pharmacology.

MeSH terms

  • Acetylcholine / metabolism
  • Acetylcholine / pharmacology
  • Allosteric Regulation
  • Amino Acid Sequence
  • Animals
  • Bridged Bicyclo Compounds, Heterocyclic / metabolism
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology*
  • Female
  • Genistein / metabolism
  • Genistein / pharmacology*
  • HEK293 Cells
  • Humans
  • Indoles / metabolism
  • Indoles / pharmacology*
  • Male
  • Membrane Potentials / drug effects
  • Nicotinic Agonists / metabolism
  • Nicotinic Agonists / pharmacology*
  • Oocytes / drug effects
  • Protein Structure, Tertiary
  • Pyridazines / metabolism
  • Pyridazines / pharmacology*
  • Rats
  • Receptors, Nicotinic / chemistry
  • Receptors, Nicotinic / drug effects*
  • Recombinant Fusion Proteins
  • Serotonin / metabolism
  • Serotonin / pharmacology
  • Xenopus laevis
  • alpha7 Nicotinic Acetylcholine Receptor

Substances

  • 2,2-dimethyl-5-(6-phenylpyridazin-3-yl)-5-aza-2-azoniabicyclo(2.2.1)heptane
  • Bridged Bicyclo Compounds, Heterocyclic
  • Chrna7 protein, human
  • Chrna7 protein, rat
  • Indoles
  • Nicotinic Agonists
  • Pyridazines
  • Receptors, Nicotinic
  • Recombinant Fusion Proteins
  • alpha7 Nicotinic Acetylcholine Receptor
  • 5-hydroxyindole
  • Serotonin
  • Genistein
  • Acetylcholine