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New Stereocontrolled Synthesis and Biological Evaluation of 5-(1‘-Hydroxyalkyl)-3-methylidenetetrahydro-2-furanones as Potential Cytotoxic Agents

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journal contribution
posted on 01.02.2002, 00:00 by Tomasz Janecki, Edyta Błaszczyk, Kazimierz Studzian, Marek Różalski, Urszula Krajewska, Anna Janecka
A series of 3-methylidenetetrahydro-2-furanones 7 bearing various hydroxyalkyl substituents in position 5 were synthesized using novel diastereo- and enantioselective methodology. In vitro cytotoxicity data demonstrated that all prepared compounds were active against L-1210 and HL-60 tissue culture cells with 7e being the most potent (IC50 = 6.9 μM). Also an increase in activity with an increase in lipophilicity of the substituents in the order H < alkyl < phenyl was observed.