Synthesis of camphecene derivatives using click chemistry methodology and study of their antiviral activity. / Artyushin, Oleg I.; Sharova, Elena V.; Vinogradova, Natalya M. et al.
In: Bioorganic and Medicinal Chemistry Letters, Vol. 27, No. 10, 15.05.2017, p. 2181-2184.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Synthesis of camphecene derivatives using click chemistry methodology and study of their antiviral activity
AU - Artyushin, Oleg I.
AU - Sharova, Elena V.
AU - Vinogradova, Natalya M.
AU - Genkina, Galina K.
AU - Moiseeva, Aleksandra A.
AU - Klemenkova, Zinaida S.
AU - Orshanskaya, Iana R.
AU - Shtro, Anna A.
AU - Kadyrova, Renata A.
AU - Zarubaev, Vladimir V.
AU - Yarovaya, Olga I.
AU - Salakhutdinov, Nariman F.
AU - Brel, Valery K.
N1 - Copyright © 2017. Published by Elsevier Ltd.
PY - 2017/5/15
Y1 - 2017/5/15
N2 - 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.
AB - 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.
KW - Acetylenes
KW - Antivirals
KW - Azides
KW - Camphor
KW - Click chemistry
KW - Imine derivatives
KW - Influenza
KW - Triazoles
KW - AZIDE-ALKYNE CYCLOADDITION
KW - DESIGN
KW - DISCOVERY
KW - 1,2,3-TRIAZOLES
KW - INHIBITORS
KW - INFLUENZA-VIRUS ENTRY
KW - Antiviral Agents/chemical synthesis
KW - Click Chemistry
KW - Humans
KW - Structure-Activity Relationship
KW - Ethanolamines/chemical synthesis
KW - Animals
KW - Influenza A Virus, H1N1 Subtype/drug effects
KW - Camphor/analogs & derivatives
KW - Dogs
KW - Madin Darby Canine Kidney Cells
UR - http://www.scopus.com/inward/record.url?scp=85016578082&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2017.03.051
DO - 10.1016/j.bmcl.2017.03.051
M3 - Article
C2 - 28366530
AN - SCOPUS:85016578082
VL - 27
SP - 2181
EP - 2184
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 10
ER -
ID: 9560681