O. I. Yarovaya, K. S. Kovaleva, S. S. Borisevich, T. V. Rybalova, Yu. V. Gatilov, E. O. Sinegubova, A. S. Volobueva, V. V. Zarubaev, N. F. Salakhutdinov, “Synthesis and antiviral properties of tricyclic amides derived from α-humulene and β-caryophyllene”, Mendeleev Commun., 2022, Volume 32, Issue 5,Pages <nobr>609

This article is cited in 4 papers

Communications

Synthesis and antiviral properties of tricyclic amides derived from α-humulene and β-caryophyllene

O. I. Yarovaya^a, K. S. Kovaleva^a, S. S. Borisevich^b, T. V. Rybalova^a, Yu. V. Gatilov^a, E. O. Sinegubova^c, A. S. Volobueva^c, V. V. Zarubaev^c, N. F. Salakhutdinov^a

^a N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation
^b Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^c St. Petersburg Pasteur Institute, St. Petersburg, Russian Federation

Abstract: The Ritter reaction of humulene with acetonitrile occurs as the biomimetic process to afford the amide having the skeleton of a natural alcohol. The structures of the amides obtained from humulene and caryophyllene were confirmed by XRD data. The activity of some cage compounds against influenza virus allowed one to suggest the mechanism of antiviral action based on interfering with membrane fusion activity of viral hemagglutinin.

Keywords: humulene, caryophyllene, acetonitrile, Ritter reaction, amides, antiviral agents, influenza, molecular modeling.

Language: English

DOI: 10.1016/j.mencom.2022.09.013

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