Synthesis and biological studies of 3-trideuteromethylated chromones and their heteroatom analogues†
Abstract
Bioactive trideuteromethylated chromones and their heteroatom analogues were synthesized via trideuteromethylation of chromones and their heteroatom analogues by utilizing Fenton's reagent system with DMSO-d6 as the “CD3” source. Mechanistically, it was postulated that the hydroxyl radical generated from Fenton's reagent system first reacted with DMSO-d6 to give the electrophilic trideuteromethyl radical, which underwent radical substitution with chromones and their heteroatom analogues to give the title products. The obtained trideuteromethylated compounds were subjected to biological studies and the results revealed that this class of trideuteromethylated chromones and their heteroatom analogues exhibit good to excellent in vitro anti-lung carcinoma and anti-hepatoma activities.