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

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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.

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About the authors

A. V. Kovalskaya

Ufa Federal Research Center of the Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0001-7772-2894
Russian Federation, Ufa

A. N. Lobov

Ufa Federal Research Center of the Russian Academy of Sciences

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-9223-508X
Russian Federation, Ufa

V. V. Zarubaev

Saint Petersburg Pasteur Institute

Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-6837-5242
Russian Federation, Saint Petersburg

I. P. Tsypysheva

Ufa Federal Research Center of the Russian Academy of Sciences

Author for correspondence.
Email: tsypysheva.ip@gmail.com
ORCID iD: 0000-0002-5025-8742
Russian Federation, Ufa

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