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{(10SR,40RS)-10-[[(5-methyl-2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)]-30-methyl-20-oxa-30-azacyclopent-40-yl]}methylphosphonate, a saturated phosphonated dihydroisoxazole nucleoside analogue.
Romeo, G., Iannazzo, D., Piperno, A., Romeo, R., Saglimbeni, M., Chiacchio, M., et al. (2006). Synthesis and biological evaluation of phosphonated dihydroisoxazole nucleosides. BIOORGANIC & MEDICINAL CHEMISTRY, 14, 3818-3824 [doi:10.1016/j.bmc.2006.01.028].
Synthesis and biological evaluation of phosphonated dihydroisoxazole nucleosides
BALESTRIERI, EMANUELA;MACCHI, BEATRICE;
2006-01-01
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{(10SR,40RS)-10-[[(5-methyl-2,4-dioxo-3,4- dihydropyrimidin-1(2H)-yl)]-30-methyl-20-oxa-30-azacyclopent-40-yl]}methylphosphonate, a saturated phosphonated dihydroisoxazole nucleoside analogue.File | Dimensione | Formato | |
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