Design, synthesis, and biochemical evaluation of 1,5,6,7-tetrahydro-6,7-dioxo-9-D-ribitylaminolumazines bearing alkyl phosphate substituents as inhibitors of lumazine synthase and riboflavin synthase

Two alkyl phosphate derivatives of the 6,7-dihydro-6,7-dioxo-8-ribityllumazine system were synthesized and found to be inhibitors of Bacillus subtilis and Mycobacterium tuberculosis lumazine synthase as well as Escherichia coli riboflavin synthase. The possible binding modes of these compounds were investigated through molecular modeling of complexes.