Synthesis and Biological Activity of Cyclohexenyl Nucleosides, cis-5-(9H-Purin-9-YL)-3-Cyclohexenyl Carbinols and their 8-Azapurinyl Analogs

Michael J. Konkel, Robert Vince

Research output: Contribution to journalArticle

27 Scopus citations

Abstract

5-Azido-3-cyclohexenecarboxylic acid was reduced to an aminocyclohexenylcarbinol which was coupled with either 5-amino-4,6-dichloropyrimidine or 2-amino-4,6-dichloropyrimidine, giving 5-pyrimidinyl-3-cyclohexencarbinols. Condensation with triethylorthoformate or nitrous acid formed the purine and 8-azapurine ring systems, respectively. Anti-HIV-1 and cytotoxicity testing results are also described.

Original languageEnglish (US)
Pages (from-to)2061-2077
Number of pages17
JournalNucleosides and Nucleotides
Volume14
Issue number9-10
DOIs
StatePublished - Nov 1 1995

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