227614-36-0Relevant academic research and scientific papers
Synthesis and antibacterial activity of ketolides (6-O-methyl-3- oxoerythromycin derivatives): A new class of antibacterials highly potent against macrolide-resistant and -susceptible respiratory pathogens
Agouridas, Constantin,Denis, Alexis,Auger, Jean-Michel,Benedetti, Yannick,Bonnefoy, Alain,Bretin, Fran?ois,Chantot, Jean-Fran?ois,Dussarat, Arlette,Fromentin, Claude,D'Ambrières, Solange Gouin,Lachaud, Sylvette,Laurin, Patrick,Martret, Odile Le,Loyau, Véronique,Tessot, Nicole
, p. 4080 - 4100 (2007/10/03)
In the search for new antibiotics active against macrolide-resistant pneumococci and Haemophilus influenzae, we synthesized a new class of 3-oxo- 6-O-methylerythromycin derivatives, so-called 'ketolides'. A keto function was introduced in position 3 after removal of L-cladinose, a sugar which has long been thought essential. Further modifications of the macrolactone backbone allowed us to obtain three different series of 9-oxime, 11,12- carbamate, and 11,12-hydrazonocarbamate ketolides. These compounds were found to be very active against penicillin/erythromycin-resistant pneumococci and noninducers of MLS(B) resistance. The 11,-12-substituted ketolide 61 (HMR 3004) demonstrated a potent activity against multiresistant pneumococci associated with a well-balanced activity against all bacteria involved in respiratory infections including H. influenzae, Mycoplasma catarrhalis, group A streptococci, and atypical bacteria. In addition HMR 3004 displayed high therapeutic activity in animals infected by all major strains, irrespective of their resistance phenotype.
