KA-11, a Novel Pyrrolidine-2,5-dione Derived Broad-Spectrum Anticonvulsant: Its Antiepileptogenic, Antinociceptive Properties and in Vitro Characterization

ACS Chem Neurosci. 2019 Jan 16;10(1):636-648. doi: 10.1021/acschemneuro.8b00476. Epub 2018 Oct 10.

Abstract

Recently, compound KA-11 was identified as a promising candidate for a new broad-spectrum anticonvulsant. This compound revealed wide protective activity across the most important animal models of seizures such as the maximal electroshock test (MES), the subcutaneous pentylenetetrazole test ( scPTZ), and the six-hertz test (6 Hz, 32 mA). Importantly, KA-11 was devoid of acute neurological activity, which was assessed by applying the chimney test (TD50 value higher than 1500 mg/kg). The preliminary in vivo results confirmed favorable anticonvulsant and safety properties of KA-11. With the aim of further biological characterization of KA-11, in the current studies we evaluated its antiepileptogenic activity in the kindling model of epilepsy induced by repeated injection of PTZ in mice. Furthermore, we assessed the antinociceptive activity of KA-11 in several animal pain models. As a result, KA-11 (at all doses applied: 25, 50, and 100 mg/kg) significantly delayed the progression of kindling induced by repeated injection of PTZ in mice. Additionally, KA-11 revealed potent antinociceptive activity in the formalin-induced tonic pain and, importantly, in the oxaliplatin-induced neuropathic pain model in mice. Moreover, KA-11 did not induce motor deficits in the rotarod test. Patch-clamp experiments revealed that one of the mechanisms of action of KA-11 is inhibition of voltage-gated sodium currents. Compound KA-11 appeared to be safe in relation to hepatotoxic properties as no phospholipidosis induction was determined in HepG2 cells at 50 μM, and a small, statistically significant decrease of cell viability was observed only at the highest used dose of 100 μM. Moreover, KA-11 did not affect the function of CYP2D6. The aforementioned hybrid substance proved to penetrate the biological membranes in the in vitro permeability assays.

Keywords: ADME-Tox parameters; Antiepileptogenic activity; PTZ-kindling model of epilepsy; antinociceptive activity; electrophysiology; hybrid anticonvulsants.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Analgesics / chemistry
  • Analgesics / pharmacology
  • Animals
  • Anticonvulsants / chemistry
  • Anticonvulsants / pharmacology*
  • Disease Models, Animal
  • Epilepsy / drug therapy
  • Male
  • Mice
  • Molecular Structure
  • Neuralgia / drug therapy*
  • Pentylenetetrazole / pharmacology
  • Pyrrolidines / chemistry
  • Pyrrolidines / pharmacology*
  • Seizures / drug therapy*

Substances

  • Analgesics
  • Anticonvulsants
  • Pyrrolidines
  • pyrrolidine
  • Pentylenetetrazole