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Synthesis and antimetabolic properties of 4,5-substituted pyrimidine 2'-deoxynucleosides and their 5'-monophosphates.

作者信息

Kulikowski T, Bretner M, Dzik J M, Zieliński Z, Cieśla J, Rode W, Vilpo J A, Shugar D

机构信息

Institute of Biochemistry and Biophysics, Polish Academy of Sciences, Warszawa.

出版信息

Nucleic Acids Symp Ser. 1987(18):61-4.

PMID:3697152
Abstract

Reaction of the reagent of Lawesson, 2,4-bis(p-methoxyphenyl)-1,3,4-dithiadiphosphatane-2,4-disulfide, with blocked uracil nucleosides in dioxane leads to quantitative thionation at C(4). With the bases, thionation occurs at C(4) and, with two equivalents of the reagent, at C(2) and C(4). Enzymatic phosphorylation of 4-thio-FdUrd gave the 5'-monophosphate, which was further converted with NH2OH to N4-hydroxy-FdCMP. Both nucleotides were examined as potential inhibitors of thymidylate synthase, and 4-thio-FdUrd for cytotoxic activities vs monkey and human leukemic cell lines.

摘要

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