UNSATURATED FLUOROKETONUCLEOSIDES AS ANTICANCER AGENTS: THE SYNTHESIS AND BIOLOGICAL ACTIVITY OF 5-FLUORO-1-(3,4-DI-DEOXY-3-FLUORO-6-O-TRITYL-β-D-GLYCERO-HEX-3-ENO-PYRANOS-2-ULOSYL) URACIL

Autor:	B. I. Dorange, M. J. Egron, Jean Herscovici, Abraham P. Ollapally, Kostas Antonakis
Rok vydání:	2002
Předmět:	Ketone Stereochemistry Biochemistry Inhibitory Concentration 50 Mice chemistry.chemical_compound In vivo Neoplasms Tumor Cells Cultured Genetics Animals Humans Monosaccharide Molecule chemistry.chemical_classification Monosaccharides Nucleosides Uracil Biological activity Neoplasms Experimental General Medicine In vitro Models Chemical chemistry Molecular Medicine Fluorouracil Drug Screening Assays Antitumor Hydrate Neoplasm Transplantation
Zdroj:	Nucleosides, Nucleotides and Nucleic Acids. 21:327-334
ISSN:	1532-2335 1525-7770
DOI:	10.1081/ncn-120006828
Popis:	Direct oxidation of 5-fluoro-1-(4-O-acetyl-3-deoxy-3-fluoro-6-O-trityl-beta-D-glucopyranosyl) uracil 9 led to the title compound 10 after a beta-elimination reaction. The formation of the hydrate of ketone 10 due to the highly electronegative fluorine atom in the a position to the carbonyl group, prompted us to carry out a comparative study of different methods of oxidation and to define the best strategy for the synthesis of such molecules. Results of in vitro and in vivo biological evaluations are reported.
Databáze:	OpenAIRE
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