SYNTHESIS AND BIOLOGICAL PROPERTIES OF 3, 5-CYCLIC PHOSPHATES AND PHOSPHORAMIDES OF KYLYDENE-6-DEOXY-6-HALOGENO-ALPHA-D-GLYCOFURANOSES

3,5-Cyclic phosphates and phosphoramides of 6-halogenated glucofuranos es were synthesized via interaction of 3,5,6-bicyclophosphites of 1,2- O-alkylidene-alpha-D-glucofuranoses with halogens (followed by treatme nt with nucleophilic reagents) and N-chloroamines. 3,5-Cyclic trans-di butylphosphoramides of 6-chloro-6-deoxy-1,2-O-is opropylidene- and 2,2 ,2)-trichloroethylidene)-alpha-D-glucofuranoses were shown to possess antiproliferative activity against CaOv human ovarian carcinoma cells in vitro (CE50 of similar to 10(-5) M). Cyclic trans-dibutylphosphoram ide of 6-deoxy-1,2-O-isopropylidene-alpha-D-glucofuranose also display ed marked antitumor effect on P-388 transplantable murine leukemia in vivo (the maximum increase in life span of 100% was reached at the qui ntuple injection of 100 mg/kg daily).