Derivatives of (–)-Cytisine with Thiourea Fragment. Synthesis and Antiviral Activity

New derivatives of the quinolizidine alkaloid, (–)-cytisine, with a substituted 2-pyridone ring and a thiourea moiety in the bispidin fragment of the molecule were synthesized. The ability of the synthesized cytisine-containing thioureas to inhibit the reproduction of human parainfluenza virus type 3 was assessed. It was found that the derivatives obtained by the reaction of benzoyl or phenyl isothiocyanate with (–)-cytisine, as well as its 9-bromo or 9,11-derivative, effectively suppress the reproduction of human parainfluenza virus type 3 (their selectivity indices are 56, 58 and 95, respectively), which confirms the promise of the chosen approach to synthetic modifications of the alkaloid (–)-cytisine in order to obtain effective antiviral agents on its basis.

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Publication Details

Journal
Журнал Общей Химии
Published
2024-11-13
DOI
https://doi.org/10.31857/s0044460x24060054
Citations
1
Primary Topic
Click Chemistry and Applications
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article
Field-Weighted Citation Impact
0.25
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article

Derivatives of (–)-Cytisine with Thiourea Fragment. Synthesis and Antiviral Activity

A. V. Koval′skaya, И. П. Цыпышева, Alexander Nikolaevich Lobov, Владимир В. Зарубаев
1 citations
Журнал Общей Химии
Click Chemistry and Applications
0.25
article

Derivatives of (–)-Cytisine with Thiourea Fragment. Synthesis and Antiviral Activity

A. V. Koval′skaya, И. П. Цыпышева, Alexander Nikolaevich Lobov, Владимир В. Зарубаев
article en
1 citations

Abstract

New derivatives of the quinolizidine alkaloid, (–)-cytisine, with a substituted 2-pyridone ring and a thiourea moiety in the bispidin fragment of the molecule were synthesized. The ability of the synthesized cytisine-containing thioureas to inhibit the reproduction of human parainfluenza virus type 3 was assessed. It was found that the derivatives obtained by the reaction of benzoyl or phenyl isothiocyanate with (–)-cytisine, as well as its 9-bromo or 9,11-derivative, effectively suppress the reproduction of human parainfluenza virus type 3 (their selectivity indices are 56, 58 and 95, respectively), which confirms the promise of the chosen approach to synthetic modifications of the alkaloid (–)-cytisine in order to obtain effective antiviral agents on its basis.

Журнал Общей ХимииVol. 94(6)
Saint Petersburg Pasteur Institute (RU), Ufa Institute of Chemistry (RU)
Openalex Percentile: Top 46%
Click Chemistry and Applications
0.25
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