Synthesis of 5,8-Quinoxalinediones and 5,8-Quinazolinediones

This is the authors' abstract. We don't add key points for this paper.

5,12,13), dibenzo[a,c]phenazine-10,13-diones ( 5 a , b), 5,8-quinazolinediones (17, 23), and 4,5,8(3H)quinazolinetrione (21) were prepared using oxidative demethylation of the corresponding 5,8-dimethoxy compounds with cerium (IV) ammonium nitrate.Streptonigrin (I), a highly substituted 5&quinolinedione, was 0 originally reported as an antitumor antibiotic in 1960.'It was later cH,O found to be a potent inhibitor of avian myeloblastosis virus reverse H,N transcriptase (AMV-RT), though its marked cytotoxicity was disadvantageous with respect to a specific inhibitor of a retrovirus.2The 7-amino-6-methoxy-5.8quinolinedione moiety in 1 was proved to be the minimum entity inhibiting AMV-RT.2The synthetic 6-methoxy-5,8-quinolinedione was as potent as inhibitors of AMV-RT as 1, and much less toxic.3Further efforts to discover specific inhibitors of RT have continued employing various quinones.Now, we repon the synthesis of aza-quinoline quinones, i.e. 5 3quinoxalinediones and 5,8-quinawlinediones.