NEW MACROCYCLES WITH POTENT ANTITUBERCULOSIS ACTIVITY ACCESSED BY ONE-POT MULTICOMPONENT REACTIONS
Keywords:tylosin, antituberculosis activity, Gewald reaction, macrocycle, multicomponent reaction, Ugi reaction
Based on modeling studies we hypothesized that tylosin derivatives without formyl group should rather adopt an erythromycin-like binding mode to the ribosome. Twenty four 16-membered macrocyclic compounds were accessed by multicomponent reactions (Gewald, Ugi) of tylosin and investigated for their antituberculosis activity. The best compound was twice as active as tylosin and might thus be a good starting point for further optimization of biological properties.
Also published in Chemistry of Heterocyclic Compounds, 2013, 49 (6), pp 849-859