Novel hybrids of 15-membered 8a- and 9a-azahomoerythromycin A ketolides and quinolones as potent antibacterials

Discovery of 4′′-Ether Linked Azithromycin-Quinolone Hybrid Series: Influence of the Central Linker on the Antibacterial Activity

“…In general, the azalides were poorly active against a constitutively MLS-resistant strain of Staphylococcus aureus (MICs 32 to >64 μg/mL). In contrast to ketolides, 17 most of these compounds were also poorly active against inducibly resistant S. aureus strains. The most interesting feature of these new compounds was their effectiveness against efflux resistant staphylococci and pneumococci as well as the activity of selected analogues against constitutively MLS-resistant pneumococci.…”

“…The driving force for all these synthetic endeavors lay primarily in the biological profile of the macrolide analogues and their potential as antiinfective agents. In our previous work, 17 we have synthesized a range of 15-membered 8a-and 9a-azahomoerythromycin analogues, which has provided us with the information toward an understanding of the essential structural features needed for antibacterial activity. In particular, within the 8a-azahomoerythromycin series, some compounds incorporating a ketolide combined with quinolone pharmacophore substructures showed potent activity against a variety of erythromycin-susceptible and MLS-resistant Gram-positive pathogens as well as fastidious Gram-negative pathogens.…”

Od vitamina do antibiotika – sjećanja jednog kemičara II. dio

“…16,17 U to sam doba na nagovor Wolfganga Schönfelda napisao i pregledni članak 18 Azithromycin and Novel Azalides kao poglavlje knjige "Macrolide Antibiotics", čiji su izdavači bili on i Herbert Kirst. Iskusni se Kirst o članku jako dobro izjasnio i to mi je bilo priznanje da sam o makrolidima a osobito o azalidima nešto naučio.…”

Design, Synthesis, Antibacterial Evaluation and Docking Study of Novel 2‐Hydroxy‐3‐(nitroimidazolyl)‐propyl‐derived Quinolone

“…Moreover, increasing bulk at C-7 position is tolerated (12). Thus, much effort has been made on the structural modification of C-7 position in quinolones by incorporating several bioactive moieties including macrolides (13,14), oxazolidinones (15), triazoles (16), 5-(nitroaryl)-1,3,4-thiadiazoles (17,18) and sulfonamides (19,20). This led to obtaining quinolone hybrids as a new class of antimicrobial agents (21).…”