کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5285373 1385757 2006 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Chemical trans-glycosylation of bioactive glycolinkage: synthesis of an α-lycotetraosyl cholesterol
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Chemical trans-glycosylation of bioactive glycolinkage: synthesis of an α-lycotetraosyl cholesterol
چکیده انگلیسی
The aim of this study was to verify the antitumor role of the β-d-glucopyranosyl-(1→2)-O-[β-d-xylopyranosyl-(1→3)]-O-β-d-glucopyranosyl-(1→4)-d-galactopyranosyl (lycotetraosyl) moiety present in steroidal glycosides from Solanaceous plants. We explored a new chemical trans-glycosylation method using an endoglycosidase called tomatinase that is produced by the tomato pathogen, Fusarium oxysporum f. sp. lycopersici. The lycotetraose, which was prepared by enzymatic hydrolysis of α-tomatine with tomatinase, was converted to glycosyl donors such as trichloroacetimidate, fluoride, and thioglycoside. All obtained glycosyl donors were glycosylated with cholesterol to form α-lycotetraosyl cholesterols in a stereoselective manner. The obtained lycotetraosyl derivatives together with typical natural lycotetraosyl glycosides were examined for their antiproliferative activity.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 47, Issue 26, 26 June 2006, Pages 4355-4359
نویسندگان
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