共 28 条
Systematic synthesis of sulfated oligofucosides and their effect on breast cancer MCF-7 cells
被引:20
作者:

Arafuka, Shinsuke
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机构:
Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

Koshiba, Nozomi
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h-index: 0
机构:
Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

Takahashi, Daisuke
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机构:
Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

Toshima, Kazunobu
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机构:
Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
机构:
[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词:
BROWN SEAWEEDS;
APOPTOSIS;
FUCOIDAN;
ACTIVATION;
POLYSACCHARIDES;
BIOACTIVITY;
CASPASE-8;
ENZYMES;
GROWTH;
FUCANS;
D O I:
10.1039/c4cc03544e
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
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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收藏
页码:9831 / 9834
页数:4
相关论文
共 28 条
[1]
Fucoidan induces apoptosis of human HS-Sultan cells accompanied by activation of caspase-3 and down-regulation of ERK pathways
[J].
Aisa, Y
;
Miyakawa, Y
;
Nakazato, T
;
Shibata, H
;
Saito, K
;
Ikeda, Y
;
Kizaki, M
.
AMERICAN JOURNAL OF HEMATOLOGY,
2005, 78 (01)
:7-14

Aisa, Y
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Miyakawa, Y
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Nakazato, T
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Shibata, H
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Saito, K
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Ikeda, Y
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan

Kizaki, M
论文数: 0 引用数: 0
h-index: 0
机构: Keio Univ, Sch Med, Dept Internal Med, Shinjuku Ku,Div Hematol, Tokyo 1608582, Japan
[2]
Fucoidans from brown seaweeds: an update on structures, extraction techniques and use of enzymes as tools for structural elucidation
[J].
Ale, Marcel Tutor
;
Meyer, Anne S.
.
RSC ADVANCES,
2013, 3 (22)
:8131-8141

Ale, Marcel Tutor
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark DTU, Ctr Bioproc Engn, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark Tech Univ Denmark DTU, Ctr Bioproc Engn, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark

Meyer, Anne S.
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark DTU, Ctr Bioproc Engn, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark Tech Univ Denmark DTU, Ctr Bioproc Engn, Dept Chem & Biochem Engn, DK-2800 Lyngby, Denmark
[3]
Important Determinants for Fucoidan Bioactivity: A Critical Review of Structure-Function Relations and Extraction Methods for Fucose-Containing Sulfated Polysaccharides from Brown Seaweeds
[J].
Ale, Marcel Tutor
;
Mikkelsen, Jorn D.
;
Meyer, Anne S.
.
MARINE DRUGS,
2011, 9 (10)
:2106-2130

Ale, Marcel Tutor
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark

Mikkelsen, Jorn D.
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark

Meyer, Anne S.
论文数: 0 引用数: 0
h-index: 0
机构:
Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark Tech Univ Denmark, Dept Chem & Biochem Engn, Ctr Bioproc Engn, DK-2800 Lyngby, Denmark
[4]
Death receptors: Signaling and modulation
[J].
Ashkenazi, A
;
Dixit, VM
.
SCIENCE,
1998, 281 (5381)
:1305-1308

Ashkenazi, A
论文数: 0 引用数: 0
h-index: 0
机构:
Genentech Inc, Dept Mol Oncol, S San Francisco, CA 94080 USA Genentech Inc, Dept Mol Oncol, S San Francisco, CA 94080 USA

Dixit, VM
论文数: 0 引用数: 0
h-index: 0
机构:
Genentech Inc, Dept Mol Oncol, S San Francisco, CA 94080 USA Genentech Inc, Dept Mol Oncol, S San Francisco, CA 94080 USA
[5]
Sulfated fucans, fresh perspectives: structures, functions, and biological properties of sulfated fucans and an overview of enzymes active toward this class of polysaccharide
[J].
Berteau, O
;
Mulloy, B
.
GLYCOBIOLOGY,
2003, 13 (06)
:29R-40R

Berteau, O
论文数: 0 引用数: 0
h-index: 0
机构: Natl Inst Biol Stand & Controls, Potters Bar ENG 3QG, Herts, England

Mulloy, B
论文数: 0 引用数: 0
h-index: 0
机构: Natl Inst Biol Stand & Controls, Potters Bar ENG 3QG, Herts, England
[6]
Integrin αvβ3-mediated activation of apoptosis
[J].
Brassard, DL
;
Maxwell, E
;
Malkowski, M
;
Nagabhushan, TL
;
Kumar, CC
;
Armstrong, L
.
EXPERIMENTAL CELL RESEARCH,
1999, 251 (01)
:33-45

Brassard, DL
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA

Maxwell, E
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA

Malkowski, M
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA

Nagabhushan, TL
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA

Kumar, CC
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA

Armstrong, L
论文数: 0 引用数: 0
h-index: 0
机构: Schering Plough Corp, Inst Res, Dept Tumor Biol, Kenilworth, NJ 07033 USA
[7]
A comparative study of the anti-inflammatory, anticoagulant, antiangiogenic, and antiadhesive activities of nine different fucoidans from brown seaweeds
[J].
Cumashi, Albana
;
Ushakova, Natalia A.
;
Preobrazhenskaya, Marina E.
;
D'Incecco, Armida
;
Piccoli, Antonio
;
Totani, Licia
;
Tinari, Nicola
;
Morozevich, Galina E.
;
Berman, Albert E.
;
Bilan, Maria I.
;
Usov, Anatolii I.
;
Ustyuzhanina, Nadezhda E.
;
Grachev, Alexey A.
;
Sanderson, Craig J.
;
Kelly, Maeve
;
Rabinovich, Gabriel A.
;
Iacobelli, Stefano
;
Nifantiev, Nikolay E.
.
GLYCOBIOLOGY,
2007, 17 (05)
:541-552

Cumashi, Albana
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Ushakova, Natalia A.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Preobrazhenskaya, Marina E.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

D'Incecco, Armida
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Piccoli, Antonio
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Totani, Licia
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Tinari, Nicola
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Morozevich, Galina E.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Berman, Albert E.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Bilan, Maria I.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Usov, Anatolii I.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Ustyuzhanina, Nadezhda E.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Grachev, Alexey A.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Sanderson, Craig J.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Kelly, Maeve
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Rabinovich, Gabriel A.
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Iacobelli, Stefano
论文数: 0 引用数: 0
h-index: 0
机构: Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia

Nifantiev, Nikolay E.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia Russian Acad Sci, ND Zelinskii Organ Chem Inst, Lab Glycoconjugate Chem, 47 Leninsky Prospect, Moscow 119991, Russia
[8]
Sulfation patterns of glycosaminoglycans encode molecular recognition and activity
[J].
Gama, Cristal I.
;
Tully, Sarah E.
;
Sotogaku, Naoki
;
Clark, Peter M.
;
Rawat, Manish
;
Vaidehi, Nagarajan
;
Goddard, William A., III
;
Nishi, Akinori
;
Hsieh-Wilson, Linda C.
.
NATURE CHEMICAL BIOLOGY,
2006, 2 (09)
:467-473

Gama, Cristal I.
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Tully, Sarah E.
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Sotogaku, Naoki
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Clark, Peter M.
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Rawat, Manish
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Vaidehi, Nagarajan
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Goddard, William A., III
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Nishi, Akinori
论文数: 0 引用数: 0
h-index: 0
机构: CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA

Hsieh-Wilson, Linda C.
论文数: 0 引用数: 0
h-index: 0
机构:
CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA CALTECH, Dept Chem & Chem Engn, Pasadena, CA 91125 USA
[9]
Oversulfation of fucoidan enhances its anti-angiogenic and antitumor activities
[J].
Koyanagi, S
;
Tanigawa, N
;
Nakagawa, H
;
Soeda, S
;
Shimeno, H
.
BIOCHEMICAL PHARMACOLOGY,
2003, 65 (02)
:173-179

Koyanagi, S
论文数: 0 引用数: 0
h-index: 0
机构:
Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan

Tanigawa, N
论文数: 0 引用数: 0
h-index: 0
机构:
Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan

Nakagawa, H
论文数: 0 引用数: 0
h-index: 0
机构:
Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan

Soeda, S
论文数: 0 引用数: 0
h-index: 0
机构:
Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan

Shimeno, H
论文数: 0 引用数: 0
h-index: 0
机构:
Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan Fukuoka Univ, Fac Pharmaceut Sci, Dept Biochem, Jonan Ku, Fukuoka 8140180, Japan
[10]
Acid-promoted synthesis of per-O-sulfated fucooligosaccharides related to fucoidan fragments
[J].
Krylov, Vadim B.
;
Kaskova, Zinaida M.
;
Vinnitskiy, Dmitry Z.
;
Ustyuzhanina, Nadezhda E.
;
Grachev, Alexey A.
;
Chizhov, Alexander O.
;
Nifantiev, Nikolay E.
.
CARBOHYDRATE RESEARCH,
2011, 346 (05)
:540-550

Krylov, Vadim B.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Kaskova, Zinaida M.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, Higher Chem Coll, Moscow 125047, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Vinnitskiy, Dmitry Z.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, Higher Chem Coll, Moscow 125047, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Ustyuzhanina, Nadezhda E.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Grachev, Alexey A.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Chizhov, Alexander O.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab NMR Spect, Moscow 119991, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia

Nifantiev, Nikolay E.
论文数: 0 引用数: 0
h-index: 0
机构:
Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia Russian Acad Sci, ND Zelinsky Inst Organ Chem, Lab Glycoconjugate Chem, Moscow 119991, Russia