16731-30-9Relevant academic research and scientific papers
Stereospecific synthesis and anti-HIV activity of (Z)2'- and (E)3'- deoxy-2'(3')-C-(chloromethylene) pyrimidine nucleosides
Kalinichenko,Rubinova,Borisov,Balzarini,De Clercq,Mikhailopulo
, p. 533 - 536 (1995)
Reaction of 1-[2,5(and 3,5)-di-O-trityl-β-D-erythro-pentofuran-3(and 2)- ulosyl]uracil derivatives 5 and 6 with (chloromethyl)triphenylphosphorane resulted in the stereoselective formation of (E)-3'- and (Z)-2'- chloromethylene derivatives 7 (69%) and 8 (53%), respectively, deprotection of which gave 9 and 10. Transformation of the uracil nucleoside 7 into cytosine one followed by deprotection yielded 12. The latter was convened into the arabinoside 14. The fully deprotected chloromethylene nucleosides were tested for their activity against HIV-1 and HIV-2.
Synthesis of Uridine Derivatives Containing Strategically Placed Radical Traps as Potential Inhibitors of Ribonucleotide Reductase
Auguste, Sandra P.,Young, Douglas W.
, p. 395 - 404 (2007/10/02)
A series of uridine derivatives have been prepared with a view to inhibiting the enzyme ribonucleotide reductase by trapping the radical responsible for initiating the reduction.These have an oxime ether on the beta face at C-3 or C-2 of the ribose moiety
