Structural modification of diketo acid portion in 1h-benzylindole derivatives hiv-1 integrase inhibitors
Ferro, Stefania × De Grazia, Sara De Luca, Laura Barreca, Maria Letizia Debyser, Zeger Chimirri, Alba #
Pergamon-elsevier science ltd
Heterocycles vol:78 issue:4 pages:947-959
Our previous studies led to discovery of a very potent benzylindoldiketo acid (CHI-1043) acting as HIV-1 integrase strand transfer inhibitor. We herein report the synthesis of new structurally different compounds in which the 1,3-diketo acid moiety has been substituted with other functionalities. The synthesized derivatives were evaluated for their activity on the IN enzyme and in MT-4 cells but only 4-[1-(4-fluorobenzyl)-4-methoxy-1H-indol-3-yl)-3-hydroxyfuran-2(5H)-one (12) was able to strongly inhibit HIV-1 probably by biotransformation into CHI-1043.