Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2', 3'-dideoxypurine nucleosides

K Murakami, T Shirasaka, H Yoshioka…

Index: Murakami; Shirasaka; Yoshioka; Kojima; Aoki; Ford Jr.; Driscoll; Kelley; Mitsuya Journal of Medicinal Chemistry, 1991 , vol. 34, # 5 p. 1606 - 1612

Full Text: HTML

Citation Number: 42

Abstract

A series of 6-substituted 2 ', 3 '-dideoxypurine ribofuranosides (ddP) was enzymatically synthesized with live E. coli in an effort to enhance the lipophilicity of this class of anti-human immunodeficiency virus (HIV) compounds and thereby facilitate drug delivery into the central nervous system. All 6-halo-substituted ddPs were substantially more lipophilic, as defined by their octanol-water partition coefficient (P), than their nonhalogenated congeners 2', 3'- ...