In vitro anticancer studies of α- and β-d-glucopyranose betulin anomers
详细信息 查看全文
- 作者：Harish Kommera ; Goran N. Kaluđ ; erović ; Martin Bette ; Jutta Kalbitz ; Petra Fuchs ; Simone Fulda ; Walter Mier ; Reinhard Paschke
- 关键词：Betulinic acid ; Betulin ; Cytotoxicity ; Apoptosis ; Caspase
- 刊名：Chemico-Biological Interactions
- 出版年：2010
- 出版时间：29 April 2010
- 年：2010
- 卷：185
- 期：2
- 页码：128-136
- 全文大小：882 K
文摘
Four derivatives of betulin containing a d-glucopyranosyl moiety at C3 position were synthesized and characterized by 1H and 13C NMR spectroscopy as well as mass spectrometry. The crystal structure of 28-O-acetylbetulin-3-yl-β-d-(2′,3′,4′,6′-tetra-O-acetyl)glucopyranoside was determined. The compounds were tested against fifteen tumor cell lines of different histogenic origins. The α- and β-anomers of 28-O-acetylbetulin-3-yl-d-glucopyranoside, exerted a dose dependent antiproliferative action towards the tumor cell lines. Treatment of HCT-116 cells for 24 h induced apoptosis, which was confirmed by the appearance of a typical ladder pattern in the DNA fragmentation assay and cell cycle analysis. The α- and β-anomers of 28-O-acetylbetulin-3-yl-d-glucopyranoside seem to induce apoptosis by activation of different upstream caspases on colon cancer HCT-116 cell line.