Anti-influenza activity of monoterpene-derived substituted hexahydro-2H-chromenes

  • Bioorg Med Chem. 2016 Nov 1;24(21):5158-5161. doi: 10.1016/j.bmc.2016.08.037.
Oksana S Patrusheva  1 ,  Vladimir V Zarubaev  2 ,  Anna A Shtro  3 ,  Yana R Orshanskaya  3 ,  Sergey A Boldyrev  3 ,  Irina V Ilyina  4 ,  Svetlana Yu Kurbakova  1 ,  Dina V Korchagina  1 ,  Konstantin P Volcho  4 ,  Nariman F Salakhutdinov  4
Affiliations
  • 1. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 630090 Novosibirsk, Russia.
  • 2. Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russia. Electronic address: [email protected].
  • 3. Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russia.
  • 4. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 630090 Novosibirsk, Russia; Novosibirsk State University, Pirogova 2, Novosibirsk 630090, Russia.
PMID: 27591012 DOI: 10.1016/j.bmc.2016.08.037
Abstract

The Antiviral activity of 4-hydroxy-hexahydro-2H-chromenes and 4-fluorine-hexahydro-2H-chromenes with an aromatic substituent, synthesized from monoterpene (-)-verbenone, was studied for the first time. Five of 11 (45 per cent) of 4-hydroxy-hexahydro-2H-chromene-type compounds have been found to exhibit Antiviral activity against influenza A virus of subtype H1N1pdm09. Although a portion of active compounds among 4-fluorine-containing series was fewer, just compound 5i that contains a fluorine substituent exhibited more potent anti-influenza activity along with low cytotoxicity. Thus two new promising types of Antiviral compounds were identified.

Keywords
Antiviral; Chromene; Influenza; Monoterpene.