Romeo Giovanni, Iannazzo Daniela, Piperno Anna, Romeo Roberto, Saglimbeni Monica, Chiacchio Maria Assunta, Balestrieri Emanuela, Macchi Beatrice, Mastino Antonio
Dipartimento Farmaco-Chimico, Università di Messina, Via SS. Annunziata, Messina 98168, Italy.
Bioorg Med Chem. 2006 Jun 1;14(11):3818-24. doi: 10.1016/j.bmc.2006.01.028. Epub 2006 Feb 15.
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.
为了进行抗病毒研究，通过腈氧化物与相应的乙烯基或烯丙基核苷酸碱基的1,3-偶极环加成反应制备了膦酸化异恶唑啉基核苷。评估了所得化合物的细胞毒性、抗单纯疱疹病毒（HSV）活性和逆转录酶（RT）抑制活性，并与齐多夫定（AZT）以及饱和膦酸化二氢异恶唑核苷类似物二乙基{（1'SR,4'RS）-1'-[[（5-甲基-2,4-二氧代-3,4-二氢嘧啶-1（2H）-基）]-3'-甲基-2'-氧杂-3'-氮杂环戊-4'-基]}甲基膦酸酯的活性进行了比较。
