Document 0263
 DOCN  M9550263
 TI    Synthesis and antiviral activity of new carbonylphosphonate
       2',3'-dideoxy-3'-thiacytidine conjugates.
 DT    9505
 AU    Charvet AS; Turin F; Faury P; Hantz O; Camplo M; Mourier N; Berthillon
       P; Graciet JC; Chermann JC; Trepo C; et al; Laboratoire de Chimie
       Biomoleculaire, Faculte des Sciences de; Luminy, Marseille, France.
 SO    Antiviral Res. 1994 Oct;25(2):161-8. Unique Identifier : AIDSLINE
       MED/95150558
 AB    The synthesis of new potential PFA-BCH-189 conjugate analogues is
       described and their molecular structure clearly identified through NMR
       and mass spectra techniques. The anti-HIV-1 activity was determined
       according to the inhibition of syncytium formation in MT-4 cells, while
       the anti-HBV activity was determined in infected duck hepatocytes. Both
       antiviral activities of the PFA-BCH-189 conjugates were much lower than
       those of the parent BCH-189 (2',3'-dideoxy-3'-thiacytidine) (1). Whereas
       a prodrug effect, following cleavage and release of the free BCH-189 and
       PFA, cannot be ruled out, poor cellular permeation of the drug seems to
       be the most likely reason for the reduced activities against HIV and
       DHBV. The presence of the PFA moiety appears to be detrimental for both
       the anti-HIV and anti-DHBV activity of PFA-BCH-189 cases.
 DE    Animal  Antiviral Agents/*CHEMICAL SYNTHESIS/*PHARMACOLOGY/
       PHARMACOKINETICS  Cells, Cultured  Cytopathogenic Effect, Viral/DRUG
       EFFECTS  Drug Screening  Ducks  Foscarnet/*PHARMACOLOGY/PHARMACOKINETICS
       Giant Cells/DRUG EFFECTS  Hepatitis B Virus, Duck/DRUG EFFECTS  Human
       HIV-1/*DRUG EFFECTS  Liver/CYTOLOGY  Molecular Structure  Nuclear
       Magnetic Resonance  Spectrum Analysis, Mass  Structure-Activity
       Relationship  Support, Non-U.S. Gov't  Thionucleosides/*CHEMICAL
       SYNTHESIS/*PHARMACOLOGY/  PHARMACOKINETICS  Zalcitabine/ANALOGS &
       DERIVATIVES/PHARMACOLOGY  JOURNAL ARTICLE

       SOURCE: National Library of Medicine.  NOTICE: This material may be
       protected by Copyright Law (Title 17, U.S.Code).