Abstract
Phosphonated isoxazolinyl nucleosides have been prepared via 1,3-dipolar cycloaddition reaction of nitrile oxides with corresponding vinyl or allyl nucleobases for antiviral studies. The cytotoxicity, the anti-HSV activity and the RT-inhibitory activity of the obtained compounds were evaluated and compared with those of AZT and diethyl{(1'SR,4'RS)-1'-[[(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)]-3'-methyl-2'-oxa-3'-azacyclopent-4'-yl]}methylphosphonate, a saturated phosphonated dihydroisoxazole nucleoside analogue.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Animals
-
Antiviral Agents / chemical synthesis*
-
Antiviral Agents / chemistry
-
Antiviral Agents / pharmacology
-
Avian Myeloblastosis Virus / enzymology
-
Cell Line, Tumor
-
Cell Proliferation / drug effects
-
Cells, Cultured
-
Chlorocebus aethiops
-
Cyclization
-
Herpesvirus 1, Human / drug effects
-
Humans
-
Isoxazoles / chemical synthesis*
-
Isoxazoles / chemistry
-
Isoxazoles / pharmacology
-
Microbial Sensitivity Tests
-
Molecular Structure
-
Nucleosides / chemical synthesis*
-
Nucleosides / chemistry
-
Nucleosides / pharmacology
-
Organophosphonates / chemical synthesis*
-
Organophosphonates / chemistry
-
Organophosphonates / pharmacology
-
RNA-Directed DNA Polymerase / drug effects
-
Reverse Transcriptase Inhibitors / chemical synthesis*
-
Reverse Transcriptase Inhibitors / chemistry
-
Reverse Transcriptase Inhibitors / pharmacology
-
Stereoisomerism
-
Structure-Activity Relationship
-
Vero Cells
Substances
-
Antiviral Agents
-
Isoxazoles
-
Nucleosides
-
Organophosphonates
-
Reverse Transcriptase Inhibitors
-
RNA-Directed DNA Polymerase