Abstract
Aza TSAO-T derivatives bearing a dihydroisothiazole dioxide ring instead of an oxathiole dioxide ring at the C-3' position on the sugar moiety were prepared. We have synthesized four families of compounds depending on substitution at both N-3 and N-2' '. Biological evaluation showed that these compounds are HIV-1(III(B))-specific and potent reverse transcriptase inhibitors with EC(50) values between 0.13 and 3.5 microM in cell culture.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Aza Compounds / chemical synthesis
-
Aza Compounds / chemistry
-
Aza Compounds / pharmacology*
-
Cell Line
-
HIV-1 / drug effects
-
HIV-1 / physiology*
-
HIV-2 / drug effects
-
HIV-2 / physiology
-
Humans
-
Models, Molecular
-
Molecular Conformation
-
Reverse Transcriptase Inhibitors / pharmacology*
-
Spiro Compounds / chemical synthesis*
-
Spiro Compounds / pharmacology*
-
Structure-Activity Relationship
-
Thymidine / analogs & derivatives*
-
Thymidine / chemical synthesis*
-
Thymidine / pharmacology*
-
Uridine / analogs & derivatives
-
Virus Replication / drug effects*
Substances
-
Aza Compounds
-
Reverse Transcriptase Inhibitors
-
Spiro Compounds
-
Thymidine
-
TSAO-T
-
Uridine