title: Synthesis of camphecene derivatives using click chemistry methodology and study of their antiviral activity.
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.
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Oleg I
authors.initials: OI
authors.lastname: Artyushin
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Elena V
authors.initials: EV
authors.lastname: Sharova
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Natalya M
authors.initials: NM
authors.lastname: Vinogradova
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Galina K
authors.initials: GK
authors.lastname: Genkina
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Aleksandra A
authors.initials: AA
authors.lastname: Moiseeva
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation.
authors.forename: Zinaida S
authors.initials: ZS
authors.lastname: Klemenkova
authors.affiliation: Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russian Federation.
authors.forename: Iana R
authors.initials: IR
authors.lastname: Orshanskaya
authors.affiliation: Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russian Federation.
authors.forename: Anna A
authors.initials: AA
authors.lastname: Shtro
authors.affiliation: Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russian Federation.
authors.forename: Renata A
authors.initials: RA
authors.lastname: Kadyrova
authors.affiliation: Department of Chemotherapy, Influenza Research Institute, 15/17 Prof. Popova St., 197376 St. Petersburg, Russian Federation.
authors.forename: Vladimir V
authors.initials: VV
authors.lastname: Zarubaev
authors.affiliation: Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation; Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russian Federation.
authors.forename: Olga I
authors.initials: OI
authors.lastname: Yarovaya
authors.affiliation: Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation; Novosibirsk State University, Pirogova St. 2, 630090 Novosibirsk, Russian Federation.
authors.forename: Nariman F
authors.initials: NF
authors.lastname: Salakhutdinov
authors.affiliation: A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 28, Vavilova St., GSP-1, V-334, 119991 Moscow, Russian Federation. Electronic address: v_brel@mail.ru.
authors.forename: Valery K
authors.initials: VK
authors.lastname: Brel
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002164:Camphor / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D057930:Click Chemistry; D004285:Dogs; D004983:Ethanolamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D053118:Influenza A Virus, H1N1 Subtype / Q000187:drug effects; D061985:Madin Darby Canine Kidney Cells; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D004983:Ethanolamines; C000615699:camphecene; D002164:Camphor
keywords: Acetylenes; Antivirals; Azides; Camphor; Click chemistry; Imine derivatives; Influenza; Triazoles