Beschreibung:
<jats:p>A structure–activity relationship study concerning the antibacterial properties of several halogen-substituted tricyclic sulfur-containing flavonoids has been performed. The compounds have been synthesized by cyclocondensation of the corresponding 3-dithiocarbamic flavanones under acidic conditions. The influence of different halogen substituents on the antibacterial properties has been tested against <jats:italic>Staphylococcus aureus</jats:italic> and <jats:italic>Escherichia coli</jats:italic>. Amongst the <jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>-dialkylamino-substituted flavonoids, those having an <jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>-diethylamino moiety exhibited good to excellent antimicrobial properties against both pathogens. Fluorine-substituted flavonoids were found to be less active than those bearing other halogen atoms.</jats:p>