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

Shinsuke Arafuka; Nozomi Koshiba; Daisuke Takahashi; Kazunobu Toshima

doi:10.1039/c4cc03544e

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

Shinsuke Arafuka, Nozomi Koshiba, Daisuke Takahashi, Kazunobu Toshima

Department of Applied Chemistry

Research output: Contribution to journal › Article › peer-review

16 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 language	English
Pages (from-to)	9831-9834
Number of pages	4
Journal	Chemical Communications
Volume	50
Issue number	69
DOIs	https://doi.org/10.1039/c4cc03544e
Publication status	Published - 2014 Jul 31

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1039/c4cc03544e

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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.",

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AU - Arafuka, Shinsuke

AU - Koshiba, Nozomi

AU - Takahashi, Daisuke

AU - Toshima, Kazunobu

PY - 2014/7/31

Y1 - 2014/7/31

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

Abstract

ASJC Scopus subject areas

UN SDGs

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