Synthesis and Evaluation on Anticonvulsant and Antidepressant Activities of Naphthoquinone Derivatives Containing Pyrazole and Pyrimidine Fragments

Acta Chim Slov. 2020 Sep;67(3):934-939.

Abstract

Novel heterocyclic dichloronaphthoquinone derivatives have been synthesized by chlorine atom substitution in 2,3-dichloro-1,4-naphthoquinone to pyrazole or pyrimidine fragments. The structures of these compounds have been confirmed by FT-IR, ESI-MS, 1H?NMR, 13C-NMR and elementary analysis. Synthesized compounds were evaluated for their anticonvulsant action in a pentylenetetrazole (PTZ)-convulsion model and antidepressant activity in the forced swimming test (FST). All naphthoquinone derivatives at a dose 100 mg/kg indicated anticonvulsant effect in PTZ-induced test at 3 h and 24 h after oral administration. In addition, these compounds possessed prolonged antidepressant properties significantly reducing the duration of immobility time when compared to the reference drug amitriptyline.

MeSH terms

  • Animals
  • Animals, Outbred Strains
  • Anticonvulsants / chemical synthesis
  • Anticonvulsants / therapeutic use*
  • Antidepressive Agents / chemical synthesis
  • Antidepressive Agents / therapeutic use*
  • Depression / drug therapy*
  • Male
  • Mice
  • Naphthoquinones / chemical synthesis
  • Naphthoquinones / therapeutic use*
  • Pentylenetetrazole
  • Pyrazoles / chemical synthesis
  • Pyrazoles / therapeutic use
  • Pyrimidines / chemical synthesis
  • Pyrimidines / therapeutic use
  • Seizures / chemically induced
  • Seizures / drug therapy*

Substances

  • Anticonvulsants
  • Antidepressive Agents
  • Naphthoquinones
  • Pyrazoles
  • Pyrimidines
  • Pentylenetetrazole