5'-O-ester prodrugs of potent and selective anti-HIV agent--2',3'-dideoxy-3'-fluoro-2-thiothymidine (S2FLT): synthesis and anti-HIV activity.
Novel synthesis of 2',3'-dideoxy-3'-fluoro-2-thiothymidine (SFLT) based on transformation of appropriately protected 1-beta-D-threo-ribofuranosylthymine is presented. The synthesis and evaluation of SFLT 5'-O-ester prodrugs enzymatic hydrolysis, as well as their anti-HIV activity, is also described.
Miazga
A
A
Institute of Biochemistry and Biophysics, Polish Academy of Sciences, Warszawa, Poland. jagoda@poczta.ibb.waw.pl
Poopeiko
N E
NE
Piasek
A
A
Siweckar
M A
MA
Kulikowski
T
T
D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D015224:Dideoxynucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004355:Drug Stability; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D006868:Hydrolysis; D007202:Indicators and Reagents; D011355:Prodrugs / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
C479242:2',3'-dideoxy-3'-fluoro-2-thiothymidine; D019380:Anti-HIV Agents; D015224:Dideoxynucleosides; D007202:Indicators and Reagents; D011355:Prodrugs