Open AccessSynthesis and pharmacological evaluation of novel naphthoquinone derivatives containing 1,2,4-triazine and 1,2,4-triazole moieties of methylene blue on the surface of a "core–shell" type catalyst for the Fenton system
Author(s) -
Nataliia Polish,
Mariia Nesterkina,
M.S. Protunkevych,
Andriy Karkhut,
Н. Г. Марінцова,
Svyatoslav Polovkovych,
I.A. IKravchenko,
О. Yu. Voskoboynik,
С. И. Коваленко,
Olexandr Karpenko
Publication year - 2021
Publication title -
voprosy himii i himičeskoj tehnologii/voprosy himii i himičeskoj tehnologii
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.278
H-Index - 7
eISSN - 2413-7987
pISSN - 0321-4095
DOI - 10.32434/0321-4095-2021-138-5-97-104
Subject(s) - chemistry , naphthoquinone , pharmacophore , electrospray ionization , anticonvulsant , triazole , 1,2,4 triazole , triazine , stereochemistry , mass spectrometry , organic chemistry , chromatography , epilepsy , neuroscience , biology
Novel naphthoquinone derivatives bearing 1,2,4-triazine- (4a–b) and 1,2,4-triazole (5a–e) pharmacophores have been synthesized; their structure was confirmed by electrospray ionization mass spectrometry, 1H NMR, 13C NMR, IR spectroscopies and elemental analysis. The obtained heterocyclic compounds were estimated for their anticonvulsant activity on models of chemical- and electrical-induced seizures in pentylenetetrazole (PTZ) and maximal electroshock (MES) tests, respectively. Forced swimming test was used to evaluate the antidepressant effect of the naphthoquinone derivatives under study. Compounds 4a–b and 5a–e (100 mg kg–1) demonstrated anticonvulsant action comparable with valproic acid in PTZ-test and prevented the death of 100% of mice in MES model at 3 h and 24 h after oral administration. Moreover, these derivatives showed prolonged antidepressant-like properties, significantly reducing the duration of immobility time in comparison with the reference drug amitriptyline.