کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5221052 1383407 2012 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Stereoselective synthesis and anti-HCV activity of conformationally restricted 2′-C-substituted carbanucleosides
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Stereoselective synthesis and anti-HCV activity of conformationally restricted 2′-C-substituted carbanucleosides
چکیده انگلیسی

Conformationally restricted 2′-C-azido-, hydroxy- and fluoromethyl-carbanucleosides 4b-f were efficiently synthesized via the stereoselective conversion of ketone 7 to epoxide 14, followed by the stereoselective opening of the epoxide with nucleophiles (OAc, N3, and F), while the corresponding 2′-C-methyl-carbanucleoside 4a was synthesized via the stereoselective Grignard reaction of ketone 7 with methylmagnesium iodide as a key step. All the final nucleosides 4a-f were assayed for anti-HCV activity, but showed neither significant anti-HCV activity nor cytotoxicity in a cell-based replicon assay.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 68, Issue 4, 28 January 2012, Pages 1253-1261
نویسندگان
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