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

Author:

Betbeder D.,Hutchinson D. W.,Richards A. O'L.,Mahood N.1,Kinchington D.2

Affiliation:

1. Medical Research Council Collaborative Centre, 1-3 Burtonhole Lane, Mill Hill, London NW7 1AD

2. Division of Virology, Department of Medical Microbiology, St Mary's Hospital Medical School, Norfolk Place, London WC2 1PG, UK

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.

Publisher

SAGE Publications

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