Jeannot Frédéric, Gosselin Gilles, Mathé Christophe
Laboratoire de Chimie Organique Biomoléculaire de Synthèse, UMR 5625 CNRS-Université Montpellier II, case courrier 008, Place Eugene Bataillon, 34095 Montpellier Cedex 5, France.
Org Biomol Chem. 2003 Jun 21;1(12):2096-102. doi: 10.1039/b303093h.
2'-Deoxy-2'-C-trifluoromethyl-beta-D-ribonucleoside derivatives bearing the five naturally occurring acid bases have been synthesized. All these derivatives were prepared by glycosylation reactions of purine and pyrimidine bases with a suitable peracylated 2-deoxy-2-C-trifluoromethyl sugar precursor to afford anomeric mixtures of protected nucleosides. After separation and deprotection, the resulting beta-nucleoside analogues were tested for their activity against HIV, HBV and several RNA viruses. However, none of these compounds showed significant antiviral activity nor cytotoxicity.
已合成了带有五种天然存在碱基的2'-脱氧-2'-C-三氟甲基-β-D-核糖核苷衍生物。所有这些衍生物都是通过嘌呤和嘧啶碱基与合适的全酰化2-脱氧-2-C-三氟甲基糖前体进行糖基化反应制备的,以得到受保护核苷的异头物混合物。分离和脱保护后,对所得的β-核苷类似物进行了抗HIV、HBV和几种RNA病毒活性的测试。然而,这些化合物均未显示出显著的抗病毒活性或细胞毒性。