SYNTHESIS AND CYTOTOXIC ACTIVITY OF NOVEL 9-[HYDROXY(SUBSTITUTEDPHENYL) METHYL]-2,2- DIMETHYL-2,3,8,9-TETRAHYDRO-4H,10H-PYRANO [2,3-F ]CHROMENE-4,10-DIONES

Chromanone derivatives demonstrate remarkable cytotoxity against a varieties of cancer cell lines. Novel 9-(hydroxy(substitutedphenyl)methyl)-2,2-dimethyl-2,3,8,9- tetrahydro- 4H,10H-pyrano(2,3-f)chromene-4,10-diones as Glyasperin analogues were synthesized in four steps from known 4-chromone 1. The key step was the preparation of chromane dione 5a by regioselective intramolecular cyclization reaction in 85% yield. Condensation of 5a with substituted aromatic aldehydes afforded corresponding alpha hydroxybenzyl analogues 6a-6e. The cytotoxic study of the synthesized compounds against breast cancer human cell line (T47D) showed moderate cytotoxic activities (IC 50 =16-40 �M) compared to the positive control drug vincristin (IC 50 =2.5 �M).