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New quaternary ammonium camphor derivatives and their antiviral activity, genotoxic effects and cytotoxicity.
- Source :
-
Bioorganic & medicinal chemistry [Bioorg Med Chem] 2013 Nov 01; Vol. 21 (21), pp. 6690-8. Date of Electronic Publication: 2013 Aug 12. - Publication Year :
- 2013
-
Abstract
- The synthesis and biological evaluation of a novel series of dimeric camphor derivatives are described. The resulting compounds were studied for their antiviral activity, cyto- and genotoxicity. Compounds 3a and 3d in which the quaternary nitrogen atoms are separated by the C5H10 and ะก9H18 aliphatic chain, exhibited the highest efficiency as an agent inhibiting the reproduction of the influenza virus A(H1N1)pdm09. The cytotoxicity data of compounds 3 and 4 revealed their moderate activity against malignant cell lines; compound 3f had the highest activity for the CEM-13 cells. These results show close agreement with the data of independent studies on toxicity of these compounds, in particular that the toxicity of compounds strongly depends on spacer length.<br /> (Copyright © 2013 Elsevier Ltd. All rights reserved.)
- Subjects :
- Animals
Antiviral Agents chemical synthesis
Antiviral Agents toxicity
Binding Sites
Bridged Bicyclo Compounds chemical synthesis
Bridged Bicyclo Compounds toxicity
Camphor chemical synthesis
Camphor toxicity
Cell Line, Tumor
Cell Survival drug effects
Dogs
Escherichia coli drug effects
Escherichia coli genetics
Humans
Influenza A Virus, H1N1 Subtype drug effects
Influenza A Virus, H1N1 Subtype metabolism
Madin Darby Canine Kidney Cells
Molecular Docking Simulation
Mutagenicity Tests
Protein Structure, Tertiary
Quaternary Ammonium Compounds chemical synthesis
Quaternary Ammonium Compounds toxicity
Viral Matrix Proteins chemistry
Viral Matrix Proteins metabolism
Antiviral Agents chemistry
Bridged Bicyclo Compounds chemistry
Camphor analogs & derivatives
Quaternary Ammonium Compounds chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1464-3391
- Volume :
- 21
- Issue :
- 21
- Database :
- MEDLINE
- Journal :
- Bioorganic & medicinal chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 23993669
- Full Text :
- https://doi.org/10.1016/j.bmc.2013.08.014