Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors | Sciact - CRIS-system of Boreskov Institute of Catalysis

Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors Full article

Journal

Viruses
, E-ISSN: 1999-4915

Output data

Year: 2023, Volume: 15, Number: 1, Article number : 29, Pages count : 16 DOI: 10.3390/v15010029

Tags

adamantane; amides; antipox activity; p37

Authors

Mozhaitsev Evgenii S. ¹ , Suslov Evgeniy V. ¹ , Rastrepaeva Daria A. ¹ , Yarovaya Olga I. ¹ , Borisevich Sophia S. ² , Khamitov Edward M. ² , Kolybalov Dmitry S. ^3,4 , Arkhipov Sergey G. ^3,4 , Bormotov Nikolai I. ⁵ , Shishkina Larisa N. ⁵ , Serova Olga A. ⁵ , Brunilin Roman V. ⁶ , Vernigora Andrey A. ⁶ , Nawrozkij Maxim B. ⁷ , Agafonov Alexander P. ⁵ , Maksyutov Rinat A. ⁵ , Volcho Konstantin P. ¹ , Salakhutdinov Nariman F. ¹

Affiliations

1	Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS, Lavrentyev av. 9, 630090 Novosibirsk, Russia
2	Laboratory of Chemical Physics, Laboratory of Physical and Chemical methods of analysis, Ufa Institute of Chemistry Ufa Federal Research Center, 71 Pr. Oktyabrya, 450078 Ufa, Russia
3	Synchrotron Radiation Facility SKIF, G.K. Boreskov Institute of Catalysis SB RAS, 630559 Koltsovo, Russia
4	Scientific Educational Center “Institute of Chemical Technology”, Novosibirsk State University, 630090 Novosibirsk, Russia
5	State Research Center of Virology and Biotechnology VECTOR, Rospotrebnadzor, 630559 Koltsovo, Russia
6	Department of Analytical, Physical chemistry and Polymer chemistry and physics, Department of organic chemistry, Volgograd State Technical University Lenina, Avenue 28, 400005 Volgograd, Russia
7	Center of translational medicine, Sirius University of Science and Technology, Olympic Avenue 1, Krasnodar Krai, 354340 Sirius, Russia

Despite the fact that the variola virus is considered eradicated, the search for new small molecules with activity against orthopoxviruses remains an important task, especially in the context of recent outbreaks of monkeypox. As a result of this work, a number of amides of benzoic acids containing an adamantane fragment were obtained. Most of the compounds demonstrated activity against vaccinia virus, with a selectivity index SI = 18,214 for the leader compound 18a. The obtained derivatives also demonstrated activity against murine pox (250 ≤ SI ≤ 6071) and cowpox (125 ≤ SI ≤ 3036). A correlation was obtained between the IC50 meanings and the binding energy to the assumed biological target, the p37 viral protein with R2 = 0.60.

Mozhaitsev E.S. , Suslov E.V. , Rastrepaeva D.A. , Yarovaya O.I. , Borisevich S.S. , Khamitov E.M. , Kolybalov D.S. , Arkhipov S.G. , Bormotov N.I. , Shishkina L.N. , Serova O.A. , Brunilin R.V. , Vernigora A.A. , Nawrozkij M.B. , Agafonov A.P. , Maksyutov R.A. , Volcho K.P. , Salakhutdinov N.F.
Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors
Viruses. 2023. V.15. N1. 29 :1-16. DOI: 10.3390/v15010029 WOS Scopus РИНЦ ANCAN PMID OpenAlex publication_identifier_short.sciact_skif_identifier_type

Submitted:	Dec 2, 2022
Accepted:	Dec 19, 2022
Published online:	Dec 21, 2022
Published print:	Jan 1, 2023

Web of science:	WOS:000927718700001
Scopus:	2-s2.0-85147045547
Elibrary:	54497692
Chemical Abstracts:	2023:197530
Chemical Abstracts (print):	181:405826
PMID:	36680072
OpenAlex:	W4313533516
publication_identifier.sciact_skif_identifier_type:	1056

DB	Citing
Scopus	10
OpenAlex	12
Web of science	8