Discovery of a New Class of Inhibitors of Vaccinia Virus Based on (−)‐Borneol from Abies sibirica and (+)‐Camphor |
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| Authors: | Anastasiya S. Sokolova Olga I. Yarovaya Nikolay I. Bormotov Larisa N. Shishkina Nariman F. Salakhutdinov |
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| Affiliation: | 1. Department of Medicinal Chemistry, N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch Russian Academy of Sciences, Novosibirsk, Russian Federation;2. Laboratory of New Medicines, Novosibirsk State University, Novosibirsk, Russian Federation;3. Department of Prevention and Treatment of Especially Dangerous Infections, State Research Center of Virology and Biotechnology Vector, Koltsovo, Novosibirsk Region, Russian Federation |
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| Abstract: | A series of the bornyl ester/amide derivatives with N‐containing heterocycles were designed and synthesized as vaccinia virus (VV) inhibitors. Bioassay results showed that among the designed compounds, derivatives 6 , 13 , 14 , 34 , 36 and 37 showed the best inhibitory activity against VV with the IC50 values of 12.9, 17.9, 3.4, 2.5, 12.5 and 7.5 μm , respectively, and good cytotoxicity. The primary structure–activity relationship (SAR) study suggested that the combination of a saturated N‐heterocycle, such as morpholine or 4‐methylpiperidine, and a 1,7,7‐trimethylbicyclo[2.2.1]heptane scaffold was favorable for antiviral activity. |
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| Keywords: | borneol N‐heterocycles antiviral activities orthopoxviruses monoterpenoids |
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