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

Shinsuke Arafuka, Nozomi Koshiba, Daisuke Takahashi, Kazunobu Toshima

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)9831-9834
Number of pages4
JournalChemical Communications
Volume50
Issue number69
DOIs
Publication statusPublished - 2014 Sep 7

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MCF-7 Cells
Cell death
Apoptosis
Breast Neoplasms
Caspase 8
Fucus
Chemical activation
Human Activities
fucoidan

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Ceramics and Composites
  • Electronic, Optical and Magnetic Materials
  • Surfaces, Coatings and Films
  • Materials Chemistry
  • Metals and Alloys
  • Medicine(all)

Cite this

Systematic synthesis of sulfated oligofucosides and their effect on breast cancer MCF-7 cells. / Arafuka, Shinsuke; Koshiba, Nozomi; Takahashi, Daisuke; Toshima, Kazunobu.

In: Chemical Communications, Vol. 50, No. 69, 07.09.2014, p. 9831-9834.

Research output: Contribution to journalArticle

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