title: Synthesis and antiviral evaluation of fluorinated acyclo-nucleosides and their phosphoramidates.
abstract: A novel series of tetrafluoro and hexafluoro acyclic nucleosides and their phosphoramidates were successfully prepared from commercially available 2,2,3,3-tetrafluoro-1,4-butanediol and 2,2,3,3,4,4-hexafluoro-1,5-pentanediol in four to six steps. Their ability to block HIV, HCV, HSV-1, and HBV replication along with their cytotoxicity toward HepG2, human lymphocyte, CEM, and Vero cells was assessed.
authors.affiliation: a Center for AIDS Research , Laboratory of Biochemical Pharmacology , Department of Pediatrics , Emory University School of Medicine , Atlanta , Georgia , USA.|b Department of Pharmaceutical Chemistry , Faculty of Pharmacy, Helwan University , Helwan , Egypt.
authors.forename: Sawsan
authors.initials: S
authors.lastname: Mahmoud
authors.affiliation: a Center for AIDS Research , Laboratory of Biochemical Pharmacology , Department of Pediatrics , Emory University School of Medicine , Atlanta , Georgia , USA.
authors.forename: Hao
authors.initials: H
authors.lastname: Li
authors.affiliation: c CocrystalPharma, Inc. , Tucker , Georgia , USA.
authors.forename: Tamara R
authors.initials: TR
authors.lastname: McBrayer
authors.affiliation: a Center for AIDS Research , Laboratory of Biochemical Pharmacology , Department of Pediatrics , Emory University School of Medicine , Atlanta , Georgia , USA.
authors.forename: Leda
authors.initials: L
authors.lastname: Bassit
authors.affiliation: b Department of Pharmaceutical Chemistry , Faculty of Pharmacy, Helwan University , Helwan , Egypt.
authors.forename: Sherif F
authors.initials: SF
authors.lastname: Hammad
authors.affiliation: c CocrystalPharma, Inc. , Tucker , Georgia , USA.
authors.forename: Steven J
authors.initials: SJ
authors.lastname: Coats
authors.affiliation: a Center for AIDS Research , Laboratory of Biochemical Pharmacology , Department of Pediatrics , Emory University School of Medicine , Atlanta , Georgia , USA.
authors.forename: Franck
authors.initials: F
authors.lastname: Amblard
authors.affiliation: a Center for AIDS Research , Laboratory of Biochemical Pharmacology , Department of Pediatrics , Emory University School of Medicine , Atlanta , Georgia , USA.
authors.forename: Raymond F
authors.initials: RF
authors.lastname: Schinazi
mesh_terms: D000577:Amides / Q000737:chemistry; D000818:Animals; D019380:Anti-HIV Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D004353:Drug Evaluation, Preclinical / Q000379:methods; D005461:Fluorine / Q000737:chemistry; D056945:Hep G2 Cells / Q000187:drug effects; D006515:Hepatitis B virus / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D006801:Humans; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis / Q000737:chemistry; D010756:Phosphoric Acids / Q000737:chemistry; D014709:Vero Cells / Q000187:drug effects; D014779:Virus Replication / Q000187:drug effects
chemical_list: D000577:Amides; D019380:Anti-HIV Agents; D000998:Antiviral Agents; D009705:Nucleosides; D010756:Phosphoric Acids; D005461:Fluorine; C011067:phosphoramidic acid
keywords: Fluorine; acyclonucleoside; antiviral agent; phosphoramidates