title: Synthesis and studies of 3'-C-trifluoromethyl-beta-D-ribonucleosides bearing the five naturally occurring nucleic acid bases.
abstract: 3'-C-Trifloromethyl-beta-D-ribonucleoside derivatives bearing the five naturally occurring nucleic acid bases have been synthesized. All these derivatives were prepared by glycosylation reactions of purine and pyrimidine bases with a suitable peracylated 3-C-trifluoromethyl ribofuranose precursor. After deprotection, the resulting title nucleoside analogues were tested for their inhibitory properties against the replication of HIV, HBV and several RNA viruses. However, none of these compounds showed significant antiviral activity.
authors.affiliation: Laboratoire de Chimie Organique Biomoléculaire de Synthèse, UMR 5625 CNRS-Université Montpellier II, Montpellier, France.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Jeannot
authors.forename: Gilles
authors.initials: G
authors.lastname: Gosselin
authors.forename: Christophe
authors.initials: C
authors.lastname: Mathé
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005461:Fluorine / Q000737:chemistry*; D006031:Glycosylation; D006678:HIV / Q000187:drug effects; D006515:Hepatitis B virus / Q000187:drug effects; D006801:Humans; D008826:Microbial Sensitivity Tests; D011687:Purines / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry; D012328:RNA Viruses / Q000187:drug effects; D012263:Ribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000998:Antiviral Agents; D011687:Purines; D011743:Pyrimidines; D012263:Ribonucleosides; D005461:Fluorine