Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids

• DOI: 10.3762/bjoc.12.100
• Publication Date: 2016-05-23T16:19:44Z
• Authors: Lucian G Bahrin; Henning Hopf; Peter G Jones; Laura G Sarbu; Cornelia Babii; Alina C Mihai; Marius Stefan; Lucian M Birsa
• Keywords: 0301 basic medicine; 0303 health sciences; dithiocarbamates; Science; Q; Organic chemistry; 01 natural sciences; Full Research Paper; 0104 chemical sciences; 3. Good health; dithiolium salts; 03 medical and health sciences; QD241-441; antibacterial activity; SAR studies; flavonoids

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 Staphylococcus aureus and Escherichia coli. Amongst the N,N-dialkylamino-substituted flavonoids, those having an N,N-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.