Michel Maillard

Synthesis of 3′-substituted-2′,3′-dideoxynucleoside analogs as potential anti-aids drugs

Abstract 3′-Amino-3′-deoxythymidine 9 was prepared in six steps and in 67% overall yield from thymidine. Five derivatives of 9 and compound 17 were tested for their anti-HIV activity.

Synthesis and evaluation of new 2′,3′-dideoxynucleoside analogs as potential anti-AIDS and anti-herpes drugs

Abstract Based on the known structure-activity relationships for the active anti-HIV, a series of 3′-deoxy-3′- N -functionalized thymidine analogs has been synthesized from thymidine. Evaluation for inhibitory activity against human immunodeficiency virus (HIV) replication in CEM cells and against herpes simplex virus in MRC-5 cells is reported.

Preparation and anti-HIV activity of N-3 amino substituted thymidine nucleoside analogs

Abstract The N-3 amino derivatives 7–10 of ddT, AZT, 3′-FddT, and D4T were prepared by electrophilic amination of the parent compounds. Although compounds 7 , 9 , and 10 were essentially inactive, N-3 amino AZT 8 (RP67042) maintained activity and displayed lower toxicity and a longer plasmatic halflife compared to AZT.