Synthesis of N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-9,10-dioxo-9,10-dihydroanthracene-1-sulfonamide derivatives and evaluation of their antibacterial properties

In the present work, due to the importance of both sulfonamide functional group and anthraquinone scaffold in various fields, especially in pharmaceutical chemistry and drug synthesis, the synthesis of several new anthraquinone-1-sulfonamide derivatives containing an additional anthraquinone core on the nitrogen atom is described using the reaction of various aminoanthraquinones with anthraquinone-1-sulfonyl chloride in DMF under basic conditions. In the evaluation of antibacterial properties of some of these anthraquinone sulfonamides (6, 14, 18 and 19) based on their zone of inhibition, it was found that 19 containing two sulfonamide functional groups and three AQ moieties shows the strongest antibacterial properties against both Staphylococcus aureus as a gram positive and Escherichia coli as a gram-negative bacterium even much more than Chloramphenicol as a reference drug.