Synthesis and in vitro evaluation of some modified 4-thiopyrimidine nucleosides for prevention or reversal of AIDS-associated neurological disorders

E Palomino, BR Meltsner, D Kessel…

Index: Palomino; Meltsner; Kessel; Horwitz Journal of Medicinal Chemistry, 1990 , vol. 33, # 1 p. 258 - 263

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Citation Number: 45

Abstract

Oxygen-sulfur exchange at the C-4 carbonyl of several modified pyrimidine nucleosides, including 3 '-azido-3 '-deoxythymidine (AZT), is described in an effort to enhance the lipophilicity and, thereby, the delivery to the central nervous system of the sulfur analogues without compromising the anti-HIV activities of the parental structures. Preparation of 3'- azido-3'-deoxy-4-thiothymidine (3) proceeded from 4-thiothymidine (1) and utilized the ...