Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Anti-influenza activity of monoterpene-containing substituted coumarins. / Khomenko, Tatyana M.; Zarubaev, Vladimir V.; Orshanskaya, Iana R. и др.
в: Bioorganic and Medicinal Chemistry Letters, Том 27, № 13, 2017, стр. 2920-2925.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Anti-influenza activity of monoterpene-containing substituted coumarins
AU - Khomenko, Tatyana M.
AU - Zarubaev, Vladimir V.
AU - Orshanskaya, Iana R.
AU - Kadyrova, Renata A.
AU - Sannikova, Victoria A.
AU - Korchagina, Dina V.
AU - Volcho, Konstantin P.
AU - Salakhutdinov, Nariman F.
N1 - Copyright © 2017 Elsevier Ltd. All rights reserved.
PY - 2017
Y1 - 2017
N2 - Compounds simultaneously carrying the monoterpene and coumarin moieties have been tested for cytotoxicity and inhibition of activity against influenza virus A/California/07/09 (H1N1)pdm09. The structure of substituents in the coumarin framework, as well as the structure and the absolute configuration of the monoterpenoid moiety, are shown to significantly influence the anti-influenza activity and cytotoxicity of the compounds under study. The compounds with a bicyclic pinane framework exhibit the highest selectivity indices (the ratios between the cytotoxicity and the active dose). The derivative of (−)-myrtenol 15c, which is characterized by promising activity, low cytotoxicity, and synthetic accessibility, has the greatest potential among this group of compounds. It exhibited the highest activity when added to the infected cell culture at early stages of viral reproduction.
AB - Compounds simultaneously carrying the monoterpene and coumarin moieties have been tested for cytotoxicity and inhibition of activity against influenza virus A/California/07/09 (H1N1)pdm09. The structure of substituents in the coumarin framework, as well as the structure and the absolute configuration of the monoterpenoid moiety, are shown to significantly influence the anti-influenza activity and cytotoxicity of the compounds under study. The compounds with a bicyclic pinane framework exhibit the highest selectivity indices (the ratios between the cytotoxicity and the active dose). The derivative of (−)-myrtenol 15c, which is characterized by promising activity, low cytotoxicity, and synthetic accessibility, has the greatest potential among this group of compounds. It exhibited the highest activity when added to the infected cell culture at early stages of viral reproduction.
KW - Anti-influenza activity
KW - Antivirals
KW - Aurapten
KW - Coumarin
KW - Cytotoxicity
KW - Influenza A virus
KW - Myrtenal
KW - Terpene
KW - Madin Darby Canine Kidney Cells/drug effects
KW - Antiviral Agents/chemical synthesis
KW - Virus Replication/drug effects
KW - Cells, Cultured
KW - Models, Molecular
KW - Structure-Activity Relationship
KW - Coumarins/chemical synthesis
KW - Dose-Response Relationship, Drug
KW - Microbial Sensitivity Tests
KW - Animals
KW - Influenza A Virus, H1N1 Subtype/drug effects
KW - Monoterpenes/chemistry
KW - Dogs
KW - Cell Death/drug effects
KW - Molecular Structure
KW - DESIGN
KW - COMPOUND
KW - DRUG DISCOVERY
KW - FRAGMENTS
KW - PROGRESS
KW - INFLUENZA-A VIRUSES
KW - NEURAMINIDASE INHIBITORS
KW - PINANAMINE DERIVATIVES
KW - IN-VIVO
KW - ANTIVIRAL ACTIVITY
UR - http://www.scopus.com/inward/record.url?scp=85019144448&partnerID=8YFLogxK
U2 - 10.1016/j.bmcl.2017.04.091
DO - 10.1016/j.bmcl.2017.04.091
M3 - Article
C2 - 28501512
AN - SCOPUS:85019144448
VL - 27
SP - 2920
EP - 2925
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
SN - 0960-894X
IS - 13
ER -
ID: 8969200