ADA-Bypass by lipophilic cycloSal-ddAMP pro-nucleotides. A second example of the efficiency of the cycloSal-concept
The synthesis of lipophilic pro-nucleotides of ddAMP 2 based on cycloSal-ddAMP 3a-c is described. Phosphotriesters 3 released ddAMP 2 selectively by a controlled, chemically induced tandem reaction. CycloSal-phosphotriesters 3 exhibited antiviral activity against HIV-1/HIV-2 in CEM cells that where by a factor up to hundred higher as compared to ddA 1.
Meier, Chris,Knispel, Tina,De Clercq,Balzarini, Jan
A NEW SYNTHESIS OF 2',3'-DIDEOXYNUCLEOSIDES FOR AIDS CHEMOTHERAPY
Dideoxynucleosides were prepared in high optical purity from L-glutamic acid.The condensation reactions between activated 2,3-dideoxypentofuranoses and silylated purines or pyrimidines afforded separable β/α mixtures of dideoxynucleosides.
Farina, Vittorio,Benigni, Daniel A.
p. 1239 - 1242
(2007/10/02)
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