New classes of fluorinated L-nucleosides; synthesis and antiviral activity.
The synthesis of 3'-fluorinated apionucleosides 7 and 2'-fluoro-2',3'-unsaturated L-nucleosides 8 via common synthon, 2-fluoro-butenolide 2, has been described. Among the newly synthesized nucleosides, L-2'-F-d4C, L-2'-F-d4FC and L-2'-F-d4A exhibit significant anti-HIV and anti-HBV activities.
Lee
K
K
Department of Parmaceutical and Biomedical Sciences, College of Pharmacy, University of Georgia, Athens 30602, USA.
Choi
Y
Y
Hong
J H
JH
Schinazi
R F
RF
Chu
C K
CK
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry*; D015497:HIV-1 / Q000187:drug effects; D006515:Hepatitis B virus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000998:Antiviral Agents; D009705:Nucleosides; D005461:Fluorine