@article { author = {Heidary Alizadeh, Babak and Vosooghi, Mohsen and Khoobi, Mehdi and Javidnia, Azita and Panah,, Fatemeh and Safavi, Maliheh and Ardestani, Sussan and Shafiee, Abass}, title = {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}, journal = {Iranian Journal of Chemistry and Chemical Engineering}, volume = {29}, number = {4}, pages = {189-196}, year = {2010}, publisher = {Iranian Institute of Research and Development in Chemical Industries (IRDCI)-ACECR}, issn = {1021-9986}, eissn = {}, doi = {10.30492/ijcce.2010.6486}, abstract = {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 (IC50=16-40 μM) compared to the positive control drug vincristin (IC50=2.5 μM).}, keywords = {Chromane,Aldol reaction,Cytotoxicity,Chromanone,Glyasperin analogues}, url = {https://ijcce.ac.ir/article_6486.html}, eprint = {https://ijcce.ac.ir/article_6486_852e7995780b7fb8bf5c5ad9acab058e.pdf} }