E/Z Isomerism of the Potential Antiepileptic Drug GIZH-298
Year: 2026
Type: article
Abstract: The synthesis, purification, and comprehensive characterization of the E- and Z-isomers of the prospective anticonvulsant compound GIZH-298 were carried out. It was demonstrated that both isomers could be obtained in a pure form by isolating the corresponding oximes at the initial stage of synthesis. The E- and Z-isomers exhibit pronounced differences in their physicochemical characteristics, spectral features, and pharmacological profiles. Z-GIZH-298 was found to be photosensitive, undergoing Z-E isomerization upon irradiation, as confirmed by both theoretical analysis and experimental observations. Additionally, partial conversion to the E-form occurs during prolonged reflux of Z-GIZH-298 in polar solvents, whereas the compound remains stable in aqueous and acidic media at ambient temperature. In the maximal electroshock assay, both isomers demonstrated anticonvulsant activity, with Z-GIZH-298 showing substantially higher efficacy than its E-counterpart. These findings highlight the need to account for potential E-isomer formation when considering further development of Z-GIZH-298 as a promising anticonvulsant agent.
Source: Molecules
Authors: Grigory V. Mokrov, Svetlana A. Litvinova, Valentina E. Biryukova, Tatiana A. Voronina, Sergey V. Shorunov, Alexey G. Rebeko, Tatiana Yu. Vorobyova, Liubov N. Grushevskaya, Maria S. Sergeeva, Dmitry N. Kuznetsov, Oxana Yu. Kravtsova, Ekaterina A. Nikitina, Natalia A. Gladysheva, Aliy K. Zhanataev, Andrey D. Durnev, Timofey V. Losev, Ksenia M. Malashkeevich, Michael G. Medvedev, Marat M. Islamov, Konstantin A. Lyssenko, Vladimir L. Dorofeev
Language: English
Subfield: Psychiatry and Mental health
Field: Medicine
Domain: Health Sciences
Open Access status: gold
Estimated APC paid: $3,258
Award: G8010247363
OpenAlex ID: W7162786219
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