The Enzymatic Synthesis and Anti-HIV-1 Activity of 9-β-D-2′,3′-Dideoxynucleosides of N(6)-Substituted Purines

Abstract
9-β-D-2′,3′-dideoxyribonucleosides of four N(6)-substituted purines and 1-deazapurine were prepared using crude nucleoside N-deoxyribosyltransferases (EC 2.4.2.6) from Lactobacillus leichmannii. The 2′,3′-dideoxynucleosides derived from N(6)-substituted purines (1–4) are inhibitors of the replication of human immunodeficiency virus type 1 (HIV-1), with EC90 values in the range 20–100 and 20–200 μm, depending on the cell line used, and have low in vitro toxicity at their effective concentrations.

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