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. 2010 Jan 15;18(2):839-48.
doi: 10.1016/j.bmc.2009.11.047. Epub 2009 Nov 29.

Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus

Vladimir V Zarubaev  1 , Efim L Golod, Pavel M Anfimov, Anna A Shtro, Victor V Saraev, Alexey S Gavrilov, Alexander V Logvinov, Oleg I Kiselev
Affiliations

Synthesis and anti-viral activity of azolo-adamantanes against influenza A virus

Vladimir V Zarubaev et al. Bioorg Med Chem. .

Abstract

Chemotherapy and chemoprophylaxis of influenza is one of the most important directions of health protection activity. Due to the high rate of drug-resistant strains of influenza virus, there is a need for the search and further development of new potent antivirals against influenza with a broad spectrum of activity. In the present study, a set of di-, tri- and tetrazole derivatives of adamantane was efficiently prepared and their anti-influenza activities evaluated against rimantadine-resistant strain A/Puerto Rico/8/34. In general, derivatives of tetrazole possessed the highest virus-inhibiting activity. We demonstrated that several compounds of this set exhibited much higher activity than the currently used antiviral rimantadine, a compound of related structure. Moreover, we showed that these azolo-adamantanes were significantly less toxic. This study demonstrates that influenza viruses can be inhibited by adamantyl-azoles and thus have potential for developing antiviral agents with an alternate mechanism of action.

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