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We have identified several nucleotide phosphonates demonstrating in vitro antiproliferative activity in several human cancer cell lines with IC50 values in the μM range. The synthesis as well as structure–activity relationship are described. [Copyright &y& Elsevier]

Recently we have reported a novel class of tetrahydrofuran phosphonates of which trans guanine nucleotide analog 1a showed potent antiviral activity as well as antitumor activity. In this paper we describe a stereoselective route where the key step involves an iodoetherification of a α-hydroxyphosphonate to generate the trans tetrahydrofuran with high stereoselectivity. The same intermediate 2 was also used to access the key intermediate for the cis analog 1b. [Copyright &y& Elsevier]