Salicylidene salicylhydrazide, a selective inhibitor of beta 1-containing GABAA receptors

Br J Pharmacol. 2004 May;142(1):97-106. doi: 10.1038/sj.bjp.0705689. Epub 2004 Apr 20.

Abstract

1. A high-throughput assay utilizing the voltage/ion probe reader (VIPR) technology identified salicylidene salicylhydrazide (SCS) as being a potent selective inhibitor of alpha2beta1gamma1 GABA(A) receptors with a maximum inhibition of 56+/-5% and an IC(50) of 32 (23, 45) nm. 2. Evaluation of this compound using patch-clamp electrophysiological techniques demonstrated that the compound behaved in a manner selective for receptors containing the beta1 subunit (e.g. maximum inhibition of 68.1+/-2.7% and IC(50) value of 5.3 (4.4, 6.5) nm on alpha2beta1gamma1 receptors). The presence of a beta1 subunit was paramount for the inhibition with changes between alpha1 and alpha2, gamma1 and gamma2, and the presence of a subunit having little effect. 3. On all subtypes, SCS produced incomplete inhibition with the greatest level of inhibition at alpha1beta1gamma1 receptors (74.3+/-1.4%). SCS displayed no use or voltage dependence, suggesting that it does not bind within the channel region. Concentration - response curves to GABA in the presence of SCS revealed a reduction in the maximum response with no change in the EC(50) or Hill coefficient. In addition, SCS inhibited pentobarbitone-induced currents. 4. Threonine 255, located within transmembrane domain (TM) 1, and isoleucine 308, located extracellularly just prior to TM3, were required for inhibition by SCS. 5. SCS did not compete with the known allosteric modulators, picrotoxin, pregnenolone sulphate, dehydroepiandrosterone 3-sulphate, bicuculline, loreclezole or mefenamic acid. Neither was the inhibition by SCS influenced by the benzodiazepine site antagonist flumazenil. 6. In conclusion, SCS is unique in selectively inhibiting GABA(A) receptors containing the beta1 subunit via an allosteric mechanism. The importance of threonine 255 and isoleucine 308 within the beta1 subunit and the lack of interaction with a range of GABA(A) receptor modulators suggests that SCS is interacting at a previously unidentified site.

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Dose-Response Relationship, Drug
  • Female
  • GABA Antagonists / chemistry
  • GABA Antagonists / pharmacology*
  • GABA-A Receptor Antagonists*
  • Humans
  • Hydrazines / chemistry
  • Hydrazines / pharmacology*
  • Molecular Sequence Data
  • Protein Subunits / antagonists & inhibitors*
  • Protein Subunits / genetics
  • Protein Subunits / metabolism
  • Receptors, GABA-A / genetics
  • Receptors, GABA-A / metabolism
  • Xenopus
  • gamma-Aminobutyric Acid / pharmacology

Substances

  • GABA Antagonists
  • GABA-A Receptor Antagonists
  • Hydrazines
  • Protein Subunits
  • Receptors, GABA-A
  • gamma-Aminobutyric Acid
  • salicyl hydrazide