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
- Authors: Sokolova A.S.1, Baranova D.V.1,2, Yarovaya O.I.1,2, Baev D.S.1,2, Polezhaeva O.A.3, Zybkina A.V.3, Shcherbakov D.N.3, Tolstikova T.G.1,2, Salakhutdinov N.F.1,2
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Affiliations:
- N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences
- Novosibirsk State University
- State Research Center of Virology and Biotechnology “Vector”
- Issue: Vol 68, No 5 (2019)
- Pages: 1041-1046
- Section: Full Article
- URL: https://journals.rcsi.science/1066-5285/article/view/243378
- DOI: https://doi.org/10.1007/s11172-019-2517-0
- ID: 243378
Cite item
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