Issue 42, 2015

Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

Abstract

Low-molecular weight type I and II fucoidan derivatives with different sulfation patterns were designed and systematically synthesized from the corresponding common key intermediate and their anti-proliferative activities and apoptosis-inducing activities against human breast cancer (MCF-7) and human cervical epithelioid carcinoma (HeLa) cells were evaluated. Our results demonstrated that one of the type II fucoidan derivatives, 9, effectively reduced the number of viable MCF-7 and HeLa cells in a dose-dependent manner without causing cytotoxicity toward normal WI-38 cells, and that the anti-proliferative activity of 9 was comparable to that of fucoidan 2 isolated from Fucus vesiculosus. Moreover, it was found that both 2 and 9 exhibited similar apoptosis-inducing activities through activation of caspase-8 and -9 on MCF-7 and HeLa cells, respectively.

Graphical abstract: Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

Supplementary files

Article information

Article type
Paper
Submitted
05 Aug 2015
Accepted
25 Aug 2015
First published
26 Aug 2015

Org. Biomol. Chem., 2015,13, 10556-10568

Author version available

Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells

A. Kasai, S. Arafuka, N. Koshiba, D. Takahashi and K. Toshima, Org. Biomol. Chem., 2015, 13, 10556 DOI: 10.1039/C5OB01634G

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