Hetaryl- and heteroarylvinyl-substituted nitrofurans identified as non-cytotoxic selective antitubercular agents

Novel 5-Nitrofuran-Tagged Imidazo-Fused Azines and Azoles Amenable by the Groebke–Blackburn–Bienaymé Multicomponent Reaction: Activity Profile against ESKAPE Pathogens and Mycobacteria

“…Moreover, nitrofurans proved to be versatile synthetic intermediates en route to other furan derivatives that were accessed via nucleophilic substitution of the nitro group [ 21 ]. A few years ago, we [ 22 , 23 ] and others [ 24 ] have already explored this strategy successfully by conjugating privileged [ 25 ] aminoalkylimidazoles, 1,2,4-oxadiazoles, and pyrimidines to 5-nitrofuranoyl moiety, which resulted in compounds that were found to be antibacterial. Considering the intrinsic association of the GBB reaction-derived imidazo-fused scaffold with antibacterial activity, as demonstrated by the biological profile of compound 3 , combining the cluster of imidazo-fused scaffolds amenable by the GBB reactions with the known antibacterial pharmacophores such as 5-nitrofuryl moiety, surprisingly, has not been exploited to-date and clearly presents itself as a viable and well substantiated research opportunity.…”