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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.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    A. S. Sokolova, D. V. Baranova, O. I. Yarovaya, D. S. Baev, T. G. Tolstikova & N. F. Salakhutdinov

  2. Novosibirsk State University, 2 ul. Pirogova, 630090, Novosibirsk, Russian Federation

    D. V. Baranova, O. I. Yarovaya, D. S. Baev, T. G. Tolstikova & N. F. Salakhutdinov

  3. State Research Center of Virology and Biotechnology “Vector”, 630559, Koltsovo, Novosibirsk Region, Russian Federation

    O. A. Polezhaeva, A. V. Zybkina & D. N. Shcherbakov

Authors
  1. A. S. Sokolova
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  2. D. V. Baranova
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  3. O. I. Yarovaya
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  4. D. S. Baev
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  5. O. A. Polezhaeva
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  6. A. V. Zybkina
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  7. D. N. Shcherbakov
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  8. T. G. Tolstikova
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  9. N. F. Salakhutdinov
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Corresponding author

Correspondence to A. S. Sokolova.

Additional information

Based on the materials of the V All-Russian Organic Chemistry Conference (ROCC-V) (September 10–14, 2018, Vladikavkaz, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 1041–1046, May, 2019.

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Sokolova, A.S., Baranova, D.V., Yarovaya, O.I. et al. 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. Russ Chem Bull 68, 1041–1046 (2019). https://doi.org/10.1007/s11172-019-2517-0

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  • DOI: https://doi.org/10.1007/s11172-019-2517-0

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