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• W2542715930 abstract "Nucleosides represent a major chemotherapeutic class for treating cancer, however their limitations in terms of cellular uptake, nucleoside kinase-mediated activation and catabolism are well-documented. The monophosphate pro-nucleotides known as ProTides represents a powerful strategy for bypassing the dependence on active transport and nucleoside kinase-mediated activation. Herein, we report the structural tuning of BVdU ProTides. Forty six phosphoramidates were prepared and biologically evaluated against three different cancer cell lines; murine leukemia (L1210), human CD4+ T-lymphocyte (CEM) and human cervical carcinoma (HeLa). Twenty-fold potency enhancement compared to BVdU was achieved against L1210 cells. Interestingly, a number of ProTides showed low micromolar activity against CEM and HeLa cells compared to the inactive parent BVdU. The ProTides showed poor, if any measurable toxicity to non-tumourigenic human lung fibroblast cell cultures. Separation of four pairs of the diastereoisomeric mixtures and comparison of their spectral properties, biological activities and enzymatic activation rate is reported." @default.
• W2542715930 created "2016-11-04" @default.
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• W2542715930 date "2016-12-01" @default.
• W2542715930 modified "2023-10-18" @default.
• W2542715930 title "ProTides of BVdU as potential anticancer agents upon efficient intracellular delivery of their activated metabolites" @default.
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• W2542715930 doi "https://doi.org/10.1016/j.bmcl.2016.10.077" @default.
• W2542715930 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5131913" @default.
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