Systematic synthesis of low-molecular weight fucoidan derivatives and their effect on cancer cells. Issue 42 (4th September 2015)

• Record Type: Journal Article
• Authors: Kasai, Akihiro; Arafuka, Shinsuke; Koshiba, Nozomi; Takahashi, Daisuke; Toshima, Kazunobu
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 42(2015)
• Page Start: 10556
• Page End: 10568
• Publication Date: 2015-09-04
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01634g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Low-molecular weight fucoidan derivatives with different sulfation patterns were designed, systematically synthesized, and evaluated for their anti-cancer activities against MCF-7 and HeLa 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 of9 was comparable to that of fucoidan2 isolated from Fucus vesiculosus . Moreover, it was found that both2 and9 exhibited similar apoptosis-inducing activities through activation of caspase-8 and -9 on MCF-7 and HeLa cells, respectively.