Synthesis of (1S)-(+)-camphor-10-sulfonic acid derivatives and investigations in vitro and in silico of their antiviral activity as the inhibitors of fi lovirus infections


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Abstract

N-Heterocycle-containing (1S)-(+)-camphor-10-sulfonamide derivatives were synthesized. Their antiviral activity against the Ebola and Marburg viruses was estimated using a pseudovirus system based on the vesicular stomatitis virus. The derivatives bearing morpholine and triazole moieties demonstrated the highest inhibitory activity towards the Ebola virus glycoprotein. A moderate activity against the Marburg virus was found for a compound containing the piperidine moiety. A molecular modeling of the interaction between the synthesized derivatives and the binding site of glycoprotein of the Ebola virus was performed.

About the authors

A. S. Sokolova

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences

Author for correspondence.
Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090

D. V. Baranova

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090

O. I. Yarovaya

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090

D. S. Baev

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090

O. A. Polezhaeva

State Research Center of Virology and Biotechnology “Vector”

Email: asokolova@nioch.nsc.ru
Russian Federation, Koltsovo, Novosibirsk Region, 630559

A. V. Zybkina

State Research Center of Virology and Biotechnology “Vector”

Email: asokolova@nioch.nsc.ru
Russian Federation, Koltsovo, Novosibirsk Region, 630559

D. N. Shcherbakov

State Research Center of Virology and Biotechnology “Vector”

Email: asokolova@nioch.nsc.ru
Russian Federation, Koltsovo, Novosibirsk Region, 630559

T. G. Tolstikova

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090

N. F. Salakhutdinov

N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences; Novosibirsk State University

Email: asokolova@nioch.nsc.ru
Russian Federation, 9 prosp. Akad. Lavrent’eva, Novosibirsk, 630090; 2 ul. Pirogova, Novosibirsk, 630090


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