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Anti-influenza activity of monoterpene-containing substituted coumarins.
- Source :
-
Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2017 Jul 01; Vol. 27 (13), pp. 2920-2925. Date of Electronic Publication: 2017 Apr 29. - Publication Year :
- 2017
-
Abstract
- 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.<br /> (Copyright © 2017 Elsevier Ltd. All rights reserved.)
- Subjects :
- Animals
Antiviral Agents chemical synthesis
Antiviral Agents chemistry
Cell Death drug effects
Cells, Cultured
Coumarins chemical synthesis
Coumarins chemistry
Dogs
Dose-Response Relationship, Drug
Madin Darby Canine Kidney Cells virology
Microbial Sensitivity Tests
Models, Molecular
Molecular Structure
Monoterpenes chemistry
Structure-Activity Relationship
Virus Replication drug effects
Antiviral Agents pharmacology
Coumarins pharmacology
Influenza A Virus, H1N1 Subtype drug effects
Madin Darby Canine Kidney Cells drug effects
Monoterpenes pharmacology
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3405
- Volume :
- 27
- Issue :
- 13
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry letters
- Publication Type :
- Academic Journal
- Accession number :
- 28501512
- Full Text :
- https://doi.org/10.1016/j.bmcl.2017.04.091