کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
10587545 981430 2011 18 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis of macrolones with central piperazine ring in the linker and its influence on antibacterial activity
چکیده انگلیسی
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 4″-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.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 19, Issue 23, 1 December 2011, Pages 7281-7298
نویسندگان
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