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

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

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

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

Original languageEnglish
Pages (from-to)1185-1195
Number of pages11
JournalRSC Medicinal Chemistry
Volume11
Issue number10
DOIs
Publication statusPublished - Oct 2020

Keywords

  • ANTIVIRAL ACTIVITY
  • BORNEOL DERIVATIVES
  • IN-VITRO
  • INHIBITORS

OECD FOS+WOS

  • 3.01 BASIC MEDICAL RESEARCH
  • 1.06 BIOLOGICAL SCIENCES

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