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Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus. / Dalinger, A I; Baev, D S; Yarovaya, O I et al.

In: Russian Chemical Bulletin, Vol. 72, No. 1, 01.01.2023, p. 239-247.

Research output: Contribution to journal › Article › peer-review

Harvard

Dalinger, AI, Baev, DS, Yarovaya, OI, Chirkova, VY, Sharlaeva, EA, Belenkaya, SV, Shcherbakov, DN, Salakhutdinov, NF & Vatsadze, SZ 2023, 'Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus', Russian Chemical Bulletin, vol. 72, no. 1, pp. 239-247. https://doi.org/10.1007/s11172-023-3729-x

APA

Dalinger, A. I., Baev, D. S., Yarovaya, O. I., Chirkova, V. Y., Sharlaeva, E. A., Belenkaya, S. V., Shcherbakov, D. N., Salakhutdinov, N. F., & Vatsadze, S. Z. (2023). Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus. Russian Chemical Bulletin, 72(1), 239-247. https://doi.org/10.1007/s11172-023-3729-x

Vancouver

Dalinger AI, Baev DS, Yarovaya OI, Chirkova VY, Sharlaeva EA, Belenkaya SV et al. Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus. Russian Chemical Bulletin. 2023 Jan 1;72(1):239-247. doi: 10.1007/s11172-023-3729-x

Author

Dalinger, A I ; Baev, D S ; Yarovaya, O I et al. / Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus. In: Russian Chemical Bulletin. 2023 ; Vol. 72, No. 1. pp. 239-247.

BibTeX

@article{fa190a18c1c14915bec6ed8a6c532710,
title = "Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus",
abstract = "Based on the data obtained by molecular modeling of the non-covalent interaction of non-symmetric N-benzylbispidin-9-ol amides with the active site of the main protease 3CLpro of the SARS-CoV-2 virus, a series of compounds was synthesized, and their inhibitory activity against 3CLpro was studied and compared with that of the known inhibitor ML188 (IC50 = 1.56±0.55 µmol L-1). It was found that only compound 1g containing the 1,4-dihydroindeno[1,2-c]pyrazole fragment showed moderate activity (IC50 = 100±5.7µmol L-1) and was characterized by the highest calculated binding energy among the studied bispidine derivatives according to molecular docking data.",
keywords = "3CLpro, SARS-CoV-2, amides, bispidine, inhibition, main viral protease, molecular docking",
author = "Dalinger, {A I} and Baev, {D S} and Yarovaya, {O I} and Chirkova, {V Yu} and Sharlaeva, {E A} and Belenkaya, {S V} and Shcherbakov, {D N} and Salakhutdinov, {N F} and Vatsadze, {S Z}",
note = "This work was performed under fi nancial support of the Russian Foundation for Basic Research (Project No. 20-04-60215). Biological testing was carried out under fi nancial support of Ministry of Science and Higher Education of the Russian Federation (Agreement No. 075-15-2021-1355 dated 12.10.2021) as part of the implementation of certain activities of the Federal Scientifi c and Technical Program for the Development of Synchrotron and Neutron Research and Research Infrastructure for 2019—2027. {\textcopyright} Springer Science+Business Media LLC 2023.",
year = "2023",
month = jan,
day = "1",
doi = "10.1007/s11172-023-3729-x",
language = "English",
volume = "72",
pages = "239--247",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer Nature",
number = "1",

}

RIS

TY - JOUR

T1 - Synthesis of non-symmetric N-benzylbispidinol amides and study of their inhibitory activity against the main protease of the SARS-CoV-2 virus

AU - Dalinger, A I

AU - Baev, D S

AU - Yarovaya, O I

AU - Chirkova, V Yu

AU - Sharlaeva, E A

AU - Belenkaya, S V

AU - Shcherbakov, D N

AU - Salakhutdinov, N F

AU - Vatsadze, S Z

N1 - This work was performed under fi nancial support of the Russian Foundation for Basic Research (Project No. 20-04-60215). Biological testing was carried out under fi nancial support of Ministry of Science and Higher Education of the Russian Federation (Agreement No. 075-15-2021-1355 dated 12.10.2021) as part of the implementation of certain activities of the Federal Scientifi c and Technical Program for the Development of Synchrotron and Neutron Research and Research Infrastructure for 2019—2027. © Springer Science+Business Media LLC 2023.

PY - 2023/1/1

Y1 - 2023/1/1

N2 - Based on the data obtained by molecular modeling of the non-covalent interaction of non-symmetric N-benzylbispidin-9-ol amides with the active site of the main protease 3CLpro of the SARS-CoV-2 virus, a series of compounds was synthesized, and their inhibitory activity against 3CLpro was studied and compared with that of the known inhibitor ML188 (IC50 = 1.56±0.55 µmol L-1). It was found that only compound 1g containing the 1,4-dihydroindeno[1,2-c]pyrazole fragment showed moderate activity (IC50 = 100±5.7µmol L-1) and was characterized by the highest calculated binding energy among the studied bispidine derivatives according to molecular docking data.

AB - Based on the data obtained by molecular modeling of the non-covalent interaction of non-symmetric N-benzylbispidin-9-ol amides with the active site of the main protease 3CLpro of the SARS-CoV-2 virus, a series of compounds was synthesized, and their inhibitory activity against 3CLpro was studied and compared with that of the known inhibitor ML188 (IC50 = 1.56±0.55 µmol L-1). It was found that only compound 1g containing the 1,4-dihydroindeno[1,2-c]pyrazole fragment showed moderate activity (IC50 = 100±5.7µmol L-1) and was characterized by the highest calculated binding energy among the studied bispidine derivatives according to molecular docking data.

KW - 3CLpro

KW - SARS-CoV-2

KW - amides

KW - bispidine

KW - inhibition

KW - main viral protease

KW - molecular docking

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85148451003&origin=inward&txGid=37e340c15b117449461ada1fdc7d0af8

UR - https://www.mendeley.com/catalogue/90187cc5-c76c-314a-8fe4-5ada7f3cef5b/

U2 - 10.1007/s11172-023-3729-x

DO - 10.1007/s11172-023-3729-x

M3 - Article

C2 - 36817558

VL - 72

SP - 239

EP - 247

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 1

ER -

ID: 44570328