Synthesis of camphecene derivatives using click chemistry methodology and study of their antiviral activity |
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| Authors: | Oleg I. Artyushin Elena V. Sharova Natalya M. Vinogradova Galina K. Genkina Aleksandra A. Moiseeva Zinaida S. Klemenkova Iana R. Orshanskaya Anna A. Shtro Renata A. Kadyrova Vladimir V. Zarubaev Olga I. Yarovaya Nariman F. Salakhutdinov Valery K. Brel |
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| Affiliation: | 1. A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation;2. Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russian Federation;3. Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation;4. Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russian Federation |
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| Abstract: | A series of seventeen tetrazole derivatives of 1,7,7-trimethyl-[2.2.1]bicycloheptane were synthesized using click chemistry methodology and characterized by spectral data. Studies of cytotoxicity and in vitro antiviral activity against influenza virus A/Puerto Rico/8/34 (H1N1) in MDCK cells of the compounds obtained were performed. The structure-activity relationship analysis suggests that to possess virus-inhibiting activity, the compounds of this group should bear oxygen atom with a short linker (C2-C4), either as a hydroxyl group (18, 19, 29), keto-group (21) or as a part of a heterocycle (24). These compounds demonstrated low cytotoxicity along with high anti-viral activity. |
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| Keywords: | Acetylenes Antivirals Azides Camphor Click chemistry Imine derivatives Influenza Triazoles |
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