کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
10587173 981425 2012 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Impact of stereochemistry on the biological activity of novel oleandomycin derivatives
چکیده انگلیسی
A set of 8-methylene-, 8-methyl-, and 8-methyl-9-dihydro-oleandomycin derivatives having different combinations of stereochemistries at positions C-8 and/or C-9 have been prepared in a chemoselective and stereoselective manner and tested in vitro for antibacterial activity and inhibition of IL-6 production. Configurations of the stereocenters at C-8 and C-9 were determined using 2D NMR techniques. We have shown that change of stereochemistry at these positions can exert a major influence on antibacterial activity as well as IL-6 inhibition, providing novel macrolide derivatives with diminished antibacterial and potent anti-inflammatory activity. In addition, the anti-inflammatory activity observed in vitro was confirmed in an in vivo model of lipopolysaccharide-induced inflammation.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 20, Issue 7, 1 April 2012, Pages 2274-2281
نویسندگان
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