文摘
A new series of pyrano[2,3-f]chromenone derivatives were synthesized starting from resorcinol. Resorcinol reacted with 3-chloropropanoic acid to give 7-hydroxychroman-4-one and reaction of the later compound with 2-methylbut-3-yn-2-ol led to the formation of 7-((2-methylbut-3-yn-2-yl)oxy)chroman-4-one. The obtained compound tolerated the cyclization reaction through Claisen rearrangement by heating in DMF to afford 8,8-dimethyl-2,3-dihydro-4H,8H-pyrano[2,3-f]chromen-4-one. Reaction of the later compound with various aromatic aldehydes gave the title compounds in good yields. All products were evaluated for their cytotoxic activity on the blood tumor cell line K562 and compared to reference drug, etoposide. Most of them exhibited low inhibitory activity against tumor cell line and among them, the compound possessing three methoxy groups on aromatic ring showed better cytotoxic effect.