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- W2171653079 abstract "A series of sulfonyl-containing 5-fluoro-2‘-deoxyuridine (FdU) phosphotriester and phosphoramidate analogues were designed and synthesized as anticancer prodrugs of FdUMP. Stability studies have demonstrated that these compounds underwent pH dependent β-elimination to liberate the corresponding nucleotide species with half-lives in the range of 0.33−12.23 h under model physiological conditions in 0.1 M phosphate buffer at pH 7.4 and 37 °C. Acceleration of the elimination was observed in the presence of human plasma. Compounds with an FdUMP moiety (4−9) were considerably more potent than those without (1−3) as well as 5-fluorouracil (5-FU) against Chinese hamster lung fibroblasts (V-79 cells) in vitro. Addition of thymidine (10 μM) reversed the growth inhibition activities of only 5-FU and the compounds with an FdUMP moiety, but had no effect on those without. These results are consistent with thymidylate synthase as the target of the prodrugs. Keywords: 5-FU; nucleotide prodrug; sulfonyl; β-elimination" @default.
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- W2171653079 date "2006-01-31" @default.
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- W2171653079 title "Sulfonyl-Containing Nucleoside Phosphotriesters and Phosphoramidates as Novel Anticancer Prodrugs of 5-Fluoro-2‘-deoxyuridine 5‘-Monophosphate (FdUMP)" @default.
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- W2171653079 doi "https://doi.org/10.1021/mp0500622" @default.
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