The design and synthesis of nucleoside triphosphate isosteres as potential inhibitors of HIV reverse transcriptase
1997; Elsevier BV; Volume: 53; Issue: 15 Linguagem: Inglês
10.1016/s0040-4020(97)00210-x
ISSN1464-5416
AutoresRichard Weaver, Ian H. Gilbert,
Tópico(s)HIV Research and Treatment
ResumoWe describe the synthesis of a variety of lipophilic isosteres of nucleoside triphosphates as potential anti-HIV agents. The citrate molecule proved to be a good mimic of triphosphate by modelling in terms of charge and spatial distribution. Several lipophilc derivatives of citrate were conjugated to the precedented anti-HIV nucleoside d4T via ester and amide linkages. A novel synthesis of 5′-amino-d4T is included. Intramolecular rearrangement of several amide-linked isosteres are also reported, along with an alternative synthetic strategy to the desired amide-linked isosteres.
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