Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity (CROSBI ID 175529)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Kapić, Samra ; Čipčić-Paljetak, Hana ; Palej Jakopović, Ivana ; Fajdetić, Andreja ; Ilijaš, Marina ; Štimac, Vlado ; Brajša, Karmen ; Holmes, David ; Berge, John ; Alihodžić, Sulejman
engleski
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity
Three macrolides, clarithromycin, azithromycin and 11-O-Me-azithromycin have been selected for the construction of a series of new macrolone derivatives. Quinolone-linker intermediates are prepared by Sonogashira-type C(6)-alkynylation of 6-iodoquinolone precursors. The final macrolones, differing by macrolide moiety and substituents at the position N-1 of the quinolone or by the presence of an ethyl ester or free acid on the quinolone unit attached via a linker. The linker comprises of a central piperazine ring bonded to the 400-O position of cladinose by 3-carbon ester or ether functionality. Modifications of the linker did not improve antibacterial properties compared to the previously reported macrolone compounds. Linker flexibility seems to play an important role for potency against macrolide resistant respiratory pathogens
antimicrobial activity; macrolides; piperazine; quinolone; structure-activity relationship
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano
nije evidentirano
Podaci o izdanju
19 (23)
2011.
7281-7298
objavljeno
0968-0896
10.1016/j.bmc.2011.07.010