Communications
Halonal, an original benzoylated phenobarbital derivative anticonvulsant: in vivo evaluation, chemometric and molecular docking studies of enantiomers
T. V. Shushpanovaab,
N. A. Bokhanac,
G. B. Slepchenkod,
E. V. Markovae,
O. V. Shushpanovaf,
I. N. Smirnovab,
A. A. Zaitsevb,
N. E. Kolomietscg,
V. Yu. Kuksenokd,
V. D. Filimonovd a Mental Health Research Institute, Tomsk National Research Medical Center, Russian Academy of Sciences, Tomsk, Russian Federation
b Tomsk Research Institute of Balneology and Physiotherapy, Federal Scientific and Clinical Center for Medical Rehabilitation and Balneology, Tomsk, Russian Federation
c Siberian State Medical University, Tomsk, Russian Federation
d National Research Tomsk Polytechnic University, Tomsk, Russian Federation
e Research Institute of Fundamental and Clinical Immunology, Novosibirsk, Russian Federation
f Scientific Center for Mental Health, Moscow, Russian Federation
g Kemerovo State Medical University, Kemerovo, Russia
Аннотация:
An original phenobarbital anticonvulsant Halonal, 5-ethyl-1-(2-fluorobenzoyl)-5-phenylpyrimidine-2,4,6(1
H,3
H,5
H)-trione, stimulated the cellular immune and the humoral response in long-term alcoholized male (CBAxC57Bl/6) F1 mice to the level of healthy animals. Voltammetry was found to be suitable for determination of Halonal
R/
S-enantiomeric ratio, which was exemplified on the authentic sample with the
R/
S-composition of 40:60. Molecular docking (Schrödinger program, Glide) showed that Halonal behaved as a benzonal derivative interacting with GABA
AR
via the BARB binding site, with
S-Halonal having higher similarity score than its
R-enantiomer because of a different orientation of the 2-fluorobenzoyl substituent.
Ключевые слова:
anticonvulsant, γ-aminobutyric acid, molecular docking, GABA
A receptor, enantiomer, barbiturates, 2-fluorobenzoyl substituent.
Язык публикации: английский
DOI:
10.1016/j.mencom.2024.10.027
Полный текст:
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