805236-59-3Relevant academic research and scientific papers
Synthesis and anti-HIV activity of different sugar-modified pyrimidine and purine nucleosides
Herdewijn,Balzarini,Baba,Pauwels,Van Aerschot,Janssen,De Clerq
, p. 2040 - 2048 (1988)
A series of base-modified pyrimidine 3'-azido-2',3'-dideoxynucleosides and 3'-substituted purine and pyrimidine 2',3'-dideoxynucleosides have been synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV) replication in MT-4 cells. The following pyrimidine derivatives emerged as the most potent and/or selective inhibitors of HIV-induced cytopathogenicity (in order of decreasing selectivity: 3'-azido-3'-deoxythymidine (AZT), 3'-azido-2',3'-dideoxyuridine (AzddUrd), 3'-azido-2',3'-dideoxy-5-methylcytidine (AzddMeCyd), 3'-fluoro-ddUrd (FddUrd), 3'-fluoro-ddThd (FddThd), the N4-hydroxylated derivative of AzddMeCyd and the N4-methylated derivative of AzddMeCyd. Among the purine 2',3'-dideoxynucleosides, 3'-azido-2',3'-dideoxyguanosine (AzddGuo), 3'-fluoro-ddGuo (FddGuo), and 3'-fluoro-2,6-diaminopurine 2',3'-dideoxynucleoside (FddDAPR) were the most selective inhibitors of HIV replication.
Synthesis and reactions of allenic sulfone-modified thymidine: The first allenic sulfone to alkylate deoxyadenosine
Bera, Sanjib,Pathak, Tanmaya
, p. 2147 - 2150 (2007/10/03)
3′-(S)-(allenic sulfonyl)-5?-benzoyl-3?-deoxythymidine has been synthesized from 1-(5-O-trityl-3-O-mesyl-2-deoxy-β-D- threopentofuranosyl) thymine via 3′-(S)-(propargylthio)-5′-trityl- 3′-deoxythymidine in six steps. 3′-(S)-(allenic sulfonyl)-3′- deoxythymidine reacts very efficiently with a wide array of nucleophiles. This is also the first report on the alkylation of adenine moiety by some allenic sulfone modified compounds.
