کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
2515252 1118509 2007 10 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Acylation with diangeloyl groups at C21–22 positions in triterpenoid saponins is essential for cytotoxcity towards tumor cells
موضوعات مرتبط
علوم پزشکی و سلامت داروسازی، سم شناسی و علوم دارویی داروشناسی
پیش نمایش صفحه اول مقاله
Acylation with diangeloyl groups at C21–22 positions in triterpenoid saponins is essential for cytotoxcity towards tumor cells
چکیده انگلیسی

Saponins are natural surfactants, found in many plants. Certain saponins are bioactive compounds with anticancer, antivirus and hemolytic activities. The mechanism is unknown. A saponin with antitumor activity was identified in Xanthoceras sorbifolia Bunge (Sapindaceae) and purified. This saponin is a triterpenoid saponin with a trisaccharide chain attached at C3 of the aglycone and two angeloyl groups acylated at C21 and C22. It inhibits the growth of tumor cells with IC50 = 2 μg/ml in OVCAR3 cells. To study the structure–activity relationship, the diangeloyl group or the carbohydrates of Xanifolia-Y were removed and tested for activity. It was found that removal of both angeloyl groups in C21 and C22 positions completely abolished its activity (IC50 > 120 μg/ml). However, when carbohydrates were remove, its activity was reduced but was not abolished (IC50 = 10 μg/ml). These results suggest that a presence of diangeloyl group in the triterpene structure play an essential role for activity. By comparison, compounds with a similar structure as Xanifolia-Y but have only one angeloyl group at C22: Xanifolia-X (IC50 = 6 μg/ml) or at C21: β-escin (IC50 = 10 μg/ml), have less activity. Results suggest that diangeloyl group in both C21 and C22 positions are important contributing activity. Similar results were observed in hemolytic activity. It is concluded that acylation with angeloyl group at C21 and C22 positions of triterpenoid saponin is essential for its activity.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Biochemical Pharmacology - Volume 73, Issue 3, 1 February 2007, Pages 341–350
نویسندگان
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