Sulfated glycofuranans as inhibitors of melanoma lung metastasis

被引：4

作者：

Kamitakahara, H ^{[1
]}

Nishigaki, F

Mikawa, Y

Hori, M

Tsujihata, S

Fujii, T

Nakatsubo, F

机构：

[1] Kyoto Univ, Grad Sch Agr, Div Forest & Biomat Sci, Sakyo Ku, Kyoto 6068502, Japan

[2] Fujisawa Pharmaceut Co Ltd, Med Biol Res Labs, Osaka 5328514, Japan

[3] Fujisawa Pharmaceut Co Ltd, Exploratory Res Labs, Ibaraki 3002698, Japan

来源：

JOURNAL OF WOOD SCIENCE | 2002年 / 48卷 / 03期

关键词：

glycofuranan; sulfated polysaccharide; melanoma lung metastasis; anticoagulant activity; heparin;

D O I：

10.1007/BF00771368

中图分类号：

S7 [林业];

学科分类号：

0829 ; 0907 ;

摘要：

Chemically synthesized (1 --> 5)-beta-D-glucofuranan, (1 --> 5)-beta-D-galactofuranan, (1 --> 5)-beta-D-xylofuranan, (1 --> 5)-alpha-L-arabinofuranan, natural xylan, and curdlan were sulfated to investigate their inhibitory activities on B16-BL6 lung metastasis and anticoagulant activities. (1 --> 5)-beta-D-Glucofuranan sulfate, (1 --> 5)-beta-D-galactofuranan sulfate, xylan sulfate, and curdlan sulfate had binding abilities with B16-BL6 melanoma lysate. The inhibitory activities of sulfated polysaccharides on B16-BL6 lung metastasis selected by heparin binding assay were in the order (1 --> 5)-beta-D-galactofuranan sulfate > (1 --> 5)-beta-D-glucofuranan sulfate > xylan sulfate much greater than curdlan sulfate. Furthermore, (I --> 5)-beta-D-galactofuranan sulfate, (1 --> 5)-beta-D-glucofuranan sulfate, and xylan sulfate had not only high inhibitory activity on B16-BL6 lung metastasis but also low anticoagulant activity. The correlation between chemical structure and biological activity is discussed.

引用

页码：204 / 209

页数：6

共 24 条

[1] STRUCTURAL INVESTIGATIONS ON THE NON-STARCHY POLYSACCHARIDES OF OAT BRAN [J].

ASPINALL, GO ;

CARPENTER, RC .

CARBOHYDRATE POLYMERS, 1984, 4 (04) :271-282

[2] Concepts for improved regioselective placement of O-sulfo, N-sulfo, N-acetyl, and N-carboxymethyl groups in chitosan derivatives [J].

Baumann, H ;

Faust, V .

CARBOHYDRATE RESEARCH, 2001, 331 (01) :43-57

[3] STUDIES ON ANTI-TUMOR ACTIVITY OF WOOD HEMICELLULOSES .1. ANTI-TUMOR EFFECT OF 4-O-METHYLGLUCURONOXYLAN ON SOLID TUMOR IN MICE [J].

HASHI, M ;

TAKESHITA, T .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1979, 43 (05) :951-959

[4]

HASHI M, 1979, AGR BIOL CHEM TOKYO, V43, P961, DOI 10.1080/00021369.1979.10863565

[5] SYNTHESIS OF NEW HEPARINOIDS WITH HIGH ANTICOAGULANT ACTIVITY [J].

HATANAKA, K ;

YOSHIDA, T ;

MIYAHARA, S ;

SATO, T ;

ONO, F ;

URYU, T ;

KUZUHARA, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (05) :810-814

[6] Synthesis of sulfonated amino-polysaccharides having anti-HIV and blood anticoagulant activities [J].

Hattori, K ;

Yoshida, T ;

Nakashima, H ;

Premanathan, M ;

Aragaki, R ;

Mimura, T ;

Kaneko, Y ;

Yamamoto, N ;

Uryu, T .

CARBOHYDRATE RESEARCH, 1998, 312 (1-2) :1-8

[7]

Heinze T, 1999, J PULP PAP SCI, V25, P136

[8] Ring-opening polymerization of 3-O-benzyl-β-L-arabinofuranose 1,2,5-orthopivalate and synthesis of stereoregular (1→5)-α-L-arabinofuranan [J].

Hori, M ;

Nakatsubo, F .

MACROMOLECULES, 2000, 33 (04) :1148-1151

[9] Ring-opening polymerization of 1,4-anhydro-3-O-benzyl-2-O-acyl-α-D-xylopyranose and synthesis of stereoregular (1→5)-β-D-xylofuranan [J].

Hori, M ;

Nakatsubo, F .

MACROMOLECULES, 1998, 31 (21) :7195-7198

[10] Cloning of mammalian heparanase, an important enzyme in tumor invasion and metastasis [J].

Hulett, MD ;

Freeman, C ;

Hamdorf, BJ ;

Baker, RT ;

Harris, MJ ;

Parish, CR .

NATURE MEDICINE, 1999, 5 (07) :803-809

← 1 2 3 →