کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1223548 967894 2010 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Racemization of 6-methoxydihydrosanguinarine in methanol investigated by enantioselective dynamic HPLC
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Racemization of 6-methoxydihydrosanguinarine in methanol investigated by enantioselective dynamic HPLC
چکیده انگلیسی

A biologically active benzophenanthridine alkaloid, 6-methoxydihydrosanguinarine (MS), was isolated from Hylomecon plants. Although enantiomers of MS can be separated by chiral HPLC, its isomers rapidly form a racemic mixture in methanol. The rate constants for the racemization of MS enantiomers were 9.20 × 10−4 s−1 and 9.95 × 10−4 s−1 for (+)-MS and (−)-MS, respectively, as determined by dynamic HPLC and chiral chromatography. This unusually rapid racemization may originate from the formation of a stable iminium ion intermediate, sanguinarine. Therefore, the variety of biological activities exhibited by MS may be attributable to a combination of (+)-MS, (−)-MS, and sanguinarine.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Pharmaceutical and Biomedical Analysis - Volume 51, Issue 1, 5 January 2010, Pages 103–106
نویسندگان
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