New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections

New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections Full article

Journal

RSC Medicinal Chemistry
, E-ISSN: 2632-8682

Output data

Year: 2020, Volume: 11, Number: 10, Pages: 1185-1195 Pages count : 11 DOI: 10.1039/d0md00108b

Authors

Suslov Evgenii V. ¹ , Mozhaytsev Evgenii S. ¹ , Korchagina Dina V. ¹ , Bormotov Nikolay I. ² , Yarovaya Olga I. ^1,3 , Volcho Konstantin P. ^1,3 , Serova Olga A. ² , Agafonov Alexander P. ² , Maksyutov Rinat A. ² , Shishkina Larisa N. ² , Salakhutdinov Nariman F. ^1,3

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russia
2	Department of Prevention and Treatment of Especially Dangerous Infections, State Research Center of Virology and Biotechnology VECTOR, Koltsovo, Novosibirsk Region, Russian Federation
3	Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russia

Currently, the spectrum of agents against orthopoxviruses, in particular smallpox, is very narrow. Despite the fact that smallpox is well controlled, there is, for many reasons, a real threat of epidemics associated with this or a similar virus. In order to search for new low molecular weight orthopoxvirus inhibitors, a series of amides combining adamantane and monoterpene moieties were synthesized using 1- and 2-adamantanecarboxylic acids as well as myrtenic, citronellic and camphorsulfonic acids as acid components. The produced compounds exhibited high activity against the vaccinia virus (an enveloped virus belonging to the poxvirus family), which was combined with low cytotoxicity. Some compounds had a selectivity index higher than that of the reference drug cidofovir; the highest SI = 1123 was exhibited by 1-adamantanecarboxylic acid amide containing the (-)-10-amino-2-pinene moiety. The produced compounds demonstrated inhibitory activity against other orthopoxviruses: cowpox virus (SI = 30-406) and ectromelia virus (mousepox virus, SI = 39-707).

Suslov E.V. , Mozhaytsev E.S. , Korchagina D.V. , Bormotov N.I. , Yarovaya O.I. , Volcho K.P. , Serova O.A. , Agafonov A.P. , Maksyutov R.A. , Shishkina L.N. , Salakhutdinov N.F.
New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections

RSC Medicinal Chemistry. 2020. V.11. N10. P.1185-1195. DOI: 10.1039/d0md00108b WOS Scopus РИНЦ

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