Synthesis and antitumour properties of 2-thio-5-chloro-nucleosides

K. Felczak, M. Bretner, T. Kulikowski, W. Rode

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3 Scopus citations


Four methods are described for the synthesis of 2-thio-5-chlorouracil (I). p- and a-5-Chloro-2-thio-2‘-deoxyuridines (12 and 13) were obtained by Lewis acid catalysed condensation of TMS derivative of 1 with 2-deoxy-3,5-di-0-p-toluyl-a-D-ribosyl chloride and deblocking of toluylated derivatives with methanolic ammonia. Selective enzymatic phosphorylation of 12 led to its 5’-monophosphate, the latter being a moderate inhibitor of thymidylate synthase, while 12 showed moderate cytotoxicity in vitro against mouse leukemic cells L15178Y.

Original languageEnglish (US)
Pages (from-to)653-656
Number of pages4
JournalNucleosides and Nucleotides
Issue number3-5
StatePublished - May 1 1995
Externally publishedYes

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