117248-89-2Relevant academic research and scientific papers
Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1)
Martin,Bushnell,Duncan,Dunsdon,Hall,Machin,Merrett,Parkes,Roberts,Thomas,Galpin,Kinchington
, p. 2137 - 2145 (2007/10/02)
A range of 2'-fluoro and 2',3'-difluoro analogues of pyrimidine deoxyribonucleosides have been synthesized and evaluaed against human immunodeficiency virus (HIV-1) in a human lymphoblastoid cell line. Among these compounds, 1-(2,3-dideoxy-2-fluoro-β-D-threopentofuranosyl)cytosine (12), 2',3'-didehydro-2',3'-dideoxy-2'-fluorocytidine (35), 1-(2,3-dideoxy-2,3-difluoro-β-D-arabinofuranosyl)cytosine (41), and 3'-deoxy-2',3'-didehydro-2'-fluorothymidine (45) were found to have significant antiviral activity, with IC50 values of 0.65, 10, 10, and 100 μM, respectively. The structure-activity relationships are discussed.
STEREOSELECTIVITIES IN THE COUPLING REACTION BETWEEN SILYLATED PYRIMIDINE BASES AND 1-HALO-2,3-DIDEOXYRIBOSE
Kawakami, Hiroshi,Ebata, Takashi,Koseki, Koshi,Matsumoto, Katsuya,Matsushita, Hajime,et al.
, p. 2041 - 2054 (2007/10/02)
Coupling reactions between 1-chloro-2,3-dideoxyribose and silylated pyrimidines have been examined from the point of stereoselectivity.When the reaction was carried out in chloroform, the selectivity was in the anomeric ratio of α:β = 4:6.On the other hand, the presence of tertiary amine raises the selectivity to α:β = 3:7.
A NEW SYNTHESIS OF 2',3'-DIDEOXYNUCLEOSIDES FOR AIDS CHEMOTHERAPY
Farina, Vittorio,Benigni, Daniel A.
, p. 1239 - 1242 (2007/10/02)
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.
