5′-O-Ester Prodrugs of Potent and Selective Anti-HIV Agent-2′,3′-Dideoxy-3′-fluoro-2-thiothymidine (S2FLT): Synthesis and Anti-HIV Activity

• Published in: Nucleosides, nucleotides & nucleic acids Vol. 22; no. 5-8; pp. 805 - 807
• Main Authors: Miazga, A., Poopeiko#, N. E., Piasek, A., Siweckar, M. A., Kulikowski, T.
• Format: Journal Article
• Language: English
• Published: United States Taylor & Francis Group 01-10-2003
• Subjects: Anti-HIV Agents - chemical synthesis; Anti-HIV Agents - chemistry; Anti-HIV Agents - pharmacology; Cell Line; Dideoxynucleosides - chemical synthesis; Dideoxynucleosides - chemistry; Dideoxynucleosides - pharmacology; Drug Stability; FLT; HIV-1 - drug effects; HIV-1 inhibitors; Humans; Hydrolysis; Indicators and Reagents; Prodrugs - chemical synthesis; Prodrugs - chemistry; Prodrugs - pharmacology; SFLT prodrugs
• ISSN: 1525-7770; 1532-2335
• DOI: 10.1081/NCN-120022639

Novel synthesis of 2′,3′-dideoxy-3′-fluoro-2-thiothymidine (SFLT) based on transformation of appropriately protected 1-
β
-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.