Diethylaminopropionamido-hydroxy-anthraquinones as potential anticancer agents: synthesis and characterization.

A number of new 9,10-anthracenediones were obtained, bearing one or two hydroxyl groups and one positively charged side chain at different positions of the aromatic ring system (compounds 1-5 in Chart 1). These derivatives resemble the anticancer agents mitoxantrone and ametantrone. The synthesis started from dihydroxy- or amino-hydroxy-9,10-anthracenediones, which were converted into the nitro-derivatives. After reduction to the corresponding amines and acylation with 3-chloropropionyl chloride, substitution with diethylamine led to the final diethylaminopropionamido derivatives. The new anthracenediones cause a quite relevant inhibition of cell growth in vitro and will be tested as possible anticancer agents.