New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections. / Suslov, Evgenii V.; Mozhaytsev, Evgenii S.; Korchagina, Dina V. et al.
In: RSC Medicinal Chemistry, Vol. 11, No. 10, 10.2020, p. 1185-1195.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - New chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections
AU - Suslov, Evgenii V.
AU - Mozhaytsev, Evgenii S.
AU - Korchagina, Dina V.
AU - Bormotov, Nikolay I.
AU - Yarovaya, Olga I.
AU - Volcho, Konstantin P.
AU - Serova, Olga A.
AU - Agafonov, Alexander P.
AU - Maksyutov, Rinat A.
AU - Shishkina, Larisa N.
AU - Salakhutdinov, Nariman F.
N1 - Publisher Copyright: © The Royal Society of Chemistry. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.
PY - 2020/10
Y1 - 2020/10
N2 - 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). This journal is
AB - 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). This journal is
KW - ANTIVIRAL ACTIVITY
KW - BORNEOL DERIVATIVES
KW - IN-VITRO
KW - INHIBITORS
UR - http://www.scopus.com/inward/record.url?scp=85094651061&partnerID=8YFLogxK
U2 - 10.1039/d0md00108b
DO - 10.1039/d0md00108b
M3 - Article
C2 - 33479623
AN - SCOPUS:85094651061
VL - 11
SP - 1185
EP - 1195
JO - RSC Medicinal Chemistry
JF - RSC Medicinal Chemistry
SN - 2632-8682
IS - 10
ER -
ID: 25998188