title: Systematic synthesis of sulfated oligofucosides and their effect on breast cancer MCF-7 cells.
abstract: Sulfated tetrafucosides with different sulfation patterns, and a non-sulfated tetrafucoside , were designed and systematically synthesized from the common key intermediate . 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 reduced the number of MCF-7 cells in a dose-dependent manner, and of these, 3,4-O-sulfated type showed the highest anti-proliferative activity, comparable to the activity of fucoidan isolated from Fucus vesiculosus. Furthermore, it was revealed that both and exhibited apoptosis-inducing activities through activation of caspase-8 on MCF-7 cells.
authors.affiliation: Department of Applied Chemistry, Faculty of Science and Technology, Keio University, 3-14-1 Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan. dtak@applc.keio.ac.jp toshima@applc.keio.ac.jp.
authors.forename: Shinsuke
authors.initials: S
authors.lastname: Arafuka
authors.forename: Nozomi
authors.initials: N
authors.lastname: Koshiba
authors.forename: Daisuke
authors.initials: D
authors.lastname: Takahashi
authors.forename: Kazunobu
authors.initials: K
authors.lastname: Toshima
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D017209:Apoptosis / Q000187:drug effects*; D001943:Breast Neoplasms / Q000188:drug therapy* / Q000201:enzymology / Q000473:pathology; D053181:Caspase 8 / Q000378:metabolism; D005260:Female; D044645:Fucus / Q000737:chemistry*; D006801:Humans; D061986:MCF-7 Cells; D011134:Polysaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013431:Sulfates / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D011134:Polysaccharides; D013431:Sulfates; C007789:fucoidan; D053181:Caspase 8