Systematic synthesis of sulfated oligofucosides and their effect on breast cancer MCF-7 cells

被引:20
作者
Arafuka, Shinsuke [1 ]
Koshiba, Nozomi [1 ]
Takahashi, Daisuke [1 ]
Toshima, Kazunobu [1 ]
机构
[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
BROWN SEAWEEDS; APOPTOSIS; FUCOIDAN; ACTIVATION; POLYSACCHARIDES; BIOACTIVITY; CASPASE-8; ENZYMES; GROWTH; FUCANS;
D O I
10.1039/c4cc03544e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sulfated tetrafucosides 2-5 with different sulfation patterns, and a non-sulfated tetrafucoside 6, were designed and systematically synthesized from the common key intermediate 12. In addition, their anti-proliferative activities and apoptosis-inducing activities against human breast cancer MCF-7 cells were evaluated. Our results demonstrated that the sulfated tetrafucosides 2-4 reduced the number of MCF-7 cells in a dose-dependent manner, and of these, 3,4-O-sulfated type 4 showed the highest anti-proliferative activity, comparable to the activity of fucoidan 1 isolated from Fucus vesiculosus. Furthermore, it was revealed that both 1 and 4 exhibited apoptosis-inducing activities through activation of caspase-8 on MCF-7 cells.
引用
收藏
页码:9831 / 9834
页数:4
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