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- W136156762 abstract "A series of 2′-fluoro-5-substituted-arabinofuranosyl-cytosines and -uracils were synthesized. Two of these, FIAC and FMAU, were found to be very potent and highly selective against herpes simplex virus (HSV) types 1 and 2 at very low drug levels. Cytotoxicity to uninfected Vero or human fibroblast cell proliferation was minimal. The selectivity of FIAC against HSV versus its low cytotoxicity against Vero cells is shown to be due, at least in part, to a virus-specified thymidine kinase. Structure-activity studies demonstrate that the 2′-fluoro substituent in the up (arabino) configuration is essential for this potent antiviral activity. Substitution of the 2′-fluoro group by chloro or bromo reduces the antiviral potency. FIAC is also active in a plaque reduction assay against herpes zoster virus at concentrations of 0.01 μM and against cytomegalovirus plaque formation at 0.1 μM. In vivo studies in mice inoculated with 20 LD50 of HSV-1 show that FIAC and FMAU are effective, the latter giving 60% cures at dose levels as low as 1 mg/kg/day x5. The selective cytotoxicity of FIAC against human tumor cell lines but not against normal human cells is discussed." @default.
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- W136156762 date "1981-01-01" @default.
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- W136156762 title "2′-Fluoro-arabinosyl Pyrimidine Nucleosides: Chemistry, Antiviral, and Potential Anticancer Activities" @default.
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- W136156762 doi "https://doi.org/10.1016/b978-0-08-025297-1.50008-8" @default.
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