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

A. S. Sokolova; D. V. Baranova; O. I. Yarovaya; D. S. Baev; O. A. Polezhaeva; A. V. Zybkina; D. N. Shcherbakov; T. G. Tolstikova; N. F. Salakhutdinov

doi:10.1007/s11172-019-2517-0

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

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

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

5 Цитирования (Scopus)

Аннотация

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.

Язык оригинала	английский
Страницы (с-по)	1041-1046
Число страниц	6
Журнал	Russian Chemical Bulletin
Том	68
Номер выпуска	5
DOI	https://doi.org/10.1007/s11172-019-2517-0
Состояние	Опубликовано - 1 мая 2019

Доступ к документу

10.1007/s11172-019-2517-0

Link to publication in Scopus

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Цитировать

Sokolova, A. S., Baranova, D. V., Yarovaya, O. I., Baev, D. S., Polezhaeva, O. A., Zybkina, A. V., Shcherbakov, D. N., Tolstikova, T. G., & Salakhutdinov, N. F. (2019). 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. Russian Chemical Bulletin, 68(5), 1041-1046. https://doi.org/10.1007/s11172-019-2517-0

Sokolova, A. S. ; Baranova, D. V. ; Yarovaya, O. I. ; Baev, D. S. ; Polezhaeva, O. A. ; Zybkina, A. V. ; Shcherbakov, D. N. ; Tolstikova, T. G. ; Salakhutdinov, N. F. / 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. В: Russian Chemical Bulletin. 2019 ; Том 68, № 5. стр. 1041-1046.

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title = "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",

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.",

keywords = "(1S)-(+)-camphor-10-sulfonic acid, Ebola virus, Marburg virus, molecular docking, N-heterocycles, pseudotyped viruses",

author = "Sokolova, {A. S.} and Baranova, {D. V.} and Yarovaya, {O. I.} and Baev, {D. S.} and Polezhaeva, {O. A.} and Zybkina, {A. V.} and Shcherbakov, {D. N.} and Tolstikova, {T. G.} and Salakhutdinov, {N. F.}",

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doi = "10.1007/s11172-019-2517-0",

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Sokolova, AS, Baranova, DV, Yarovaya, OI, Baev, DS, Polezhaeva, OA, Zybkina, AV, Shcherbakov, DN, Tolstikova, TG & Salakhutdinov, NF 2019, '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', Russian Chemical Bulletin, том. 68, № 5, стр. 1041-1046. https://doi.org/10.1007/s11172-019-2517-0

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. / Sokolova, A. S.; Baranova, D. V.; Yarovaya, O. I.; Baev, D. S.; Polezhaeva, O. A.; Zybkina, A. V.; Shcherbakov, D. N.; Tolstikova, T. G.; Salakhutdinov, N. F.

В: Russian Chemical Bulletin, Том 68, № 5, 01.05.2019, стр. 1041-1046.

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

TY - JOUR

T1 - 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

AU - Sokolova, A. S.

AU - Baranova, D. V.

AU - Yarovaya, O. I.

AU - Baev, D. S.

AU - Polezhaeva, O. A.

AU - Zybkina, A. V.

AU - Shcherbakov, D. N.

AU - Tolstikova, T. G.

AU - Salakhutdinov, N. F.

PY - 2019/5/1

Y1 - 2019/5/1

N2 - 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.

AB - 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.

KW - (1S)-(+)-camphor-10-sulfonic acid

KW - Ebola virus

KW - Marburg virus

KW - molecular docking

KW - N-heterocycles

KW - pseudotyped viruses

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M3 - Article

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VL - 68

SP - 1041

EP - 1046

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

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