Sulfated glycofuranans as inhibitors of melanoma lung metastasis

Journal of Wood Science

Volumn 48, Issue 3, 2002, Pages 204-209

  Kamitakahara, Hiroshi ^a   Nishigaki, Fusako ^b   Mikawa, Yuji ^a   Hori, Michiko ^a   Tsujihata, Shigetomo ^a   Fujii, Takashi ^b   Nakatsubo, Fumiaki ^a  

^a KYOTO UNIVERSITY   (Japan)

^b ASTELLAS PHARMA INC   (Japan)

Author keywords

Anticoagulant activity; Glycofuranan; Heparin; Melanoma lung metastasis; Sulfated polysaccharide

Indexed keywords

STRUCTURE (COMPOSITION); SULFUR COMPOUNDS;

LUNG METASTASIS;

SYNTHESIS (CHEMICAL);

SULFUR COMPOUNDS; SYNTHESIS;

EID: 0142071568     PISSN: 14350211     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00771368     Document Type: Article

References (24)

1. Hashi M, Takeshita T (1979) Antitumor effect of 4-O-methylglucuronoxylan on solid tumor in mice. Agric Biol Chem 43:951-959
2. Hashi M, Takeshita T (1979) Host-mediated antitumor effect of 4-O-methylglucuronoxylan. Agric Biol Chem 43:961-967
3. Nishimura SI, Kai H, Shinada K, Yoshida T, Tokura S, Kurita K, Nakashima H, Yamamoto N, Uryu T (1998) Regioselective syntheses of sulfated polysaccharides: specific anti-HIV-1 activity of novel chitin sulfates. Carbohydr Res 306:427-433
4. Hattori K, Yoshida T, Nakashima H, Premanathan M, Aragaki R, Mimura T, Kaneko Y, Yamamoto N, Uryu T (1998) Synthesis of sulfonated amino- polysaccharides having anti-HIV and blood anti-coagulant activities. Carbohydr Res 312:1-8
5. Irimura T, Nakajima M, Nicolson GL (1986) Chemically modified heparins as inhibitors of heparan sulfate specific endo-β-glucuronidase (heparanase) of metastatic melanoma cells. Biochemistry 25:5322-5328
6. Vlodavsky I, Friedmann Y, Michael E, Aingorn H, Atzmon R, Ishan-Michaeli R, Bitan M, Pappo O, Peretz T, Michal I, Spector L, Pecker I (1999) Mammalian heparanase: gene cloning, expression and function in tumor progression and metastasis. Nat Med 5:793-802
7. Hulett MD, Freeman C, Hamdorf BJ, Baker RT, Harris M, Parish CR (1999) Cloning of mammalian heparanase, an important enzyme in tumor invasion and metastasis. Nat Med 5:803-809
8. Kussie PH, Hulmes JD, Ludwig DL, Patel S, Navarro EC, Seddon AP, Giorgio NA, Bohlen P (1999) Cloning and functional expression of a human heparanase gene. Biochem Biophys Res Commun 261:183-187
9. Toyoshima M, Nakajima M (1999) Human heparanase: purification, characterization, cloning, and expression. J Biol Chem 274:24153-24160
10. Nakajima M, Irimura T, Ferrante ND, Nicolson GL (1984) Metastatic melanoma cell heparanase. J Biol Chem 259:2283-2290
11. Parish CR, Freeman C, Brown KJ, Francis DJ, Cowden WB (1999) Identification of sulfated oligosaccharide-based inhibitors of tumor growth and metastasis using novel in vitro assays for angiogenesis and heparanase activity. Cancer Res 59:3433-3441
12. Villanueva GB, Nakajima M, Nicolson GL (1988) Heparin derivatives as inhibitors of heparanase from metastatic melanoma cells. Ann NY Acad Sci 556:496-498
13. Nakajima M, Irimura T, Nicolson G (1988) Heparanases and tumor metastasis. J Cell Biochem 36:157-167
14. Nishigaki F, Miyayasu K, Tsujimoto S, Manda T, Shimomura K (1995) Potentiation of the toxicity of tumor necrosis factor by tumors in mice. Circ Shock 44:77-83
15. Kamitakahara H, Nakatsubo F, Murakami K (1994) Ring-opening polymerization of 1,4-anhydro-α-D-glucopyranose derivatives having acyl groups and synthesis of (1 → 5)-β-D-glucofuranan. Macromolecules 27:5937-5942
16. Tsujihata S, Nakatsubo F (1996) Synthesis of stereoregular (1 → 5)-β-D-galactofuranan by ring-opening polymerization of intra-molecular orthoester. In: Abstracts of XVIIIth Japanese Carbohydrate Symposium, pp 57-58
17. Hori M, Nakatsubo F (1998) Ring-opening polymerization of 1,4-anhydro-3-O-benzyl-2-O-acetyl-α-D-xylopyranose and synthesis of stereoregular (1 → 5)-β-D-xylofuranan. Macromolecules 31:7195-7198
18. Hori M, Nakatsubo F (2000) Ring-opening polymerization of 3-O-benzyl-β-L-arabinofuranose 1,2,5-orthopivalate and synthesis of stereoregular (1 → 5)-a-L-arabinofuranan. Macromolecules 33:1148-1151
19. Aspinall GO, Carpenter RC (1984) Structural investigations on the non-starchy polysaccharides of oat bran. Carbohydr Polym 4:271-282
20. Saiki I, Murata J, Nakajima M, Tokura S, Azuma I (1990) Inhibition by sulfated chitin derivatives of invasion through extracellular matrix and enzymatic degradation by metastatic melanoma cells. Cancer Res 50:3631-3637
21. Larm O, Larsson K, Scholander E, Andersson LO, Holmer E, Söderström G (1979) The preparation of a heparin analogue from alginic acid. Carbohydr Res 73:332-336
22. Heinze T, Rahn K (1999) New polymers from cellulose sulphonates. J Pulp Pap Sci 25:136-140
23. Baumann H, Faust V (2001) Concepts for improved regioselective placement of O-sulfo, N-sulfo, N-acetyl, and N-carboxymethyl groups in chitosan derivatives. Carbohydr Res 331:43-57
24. Hatanaka K, Yoshida T, Miyahata S, Sato T, Ono F, Uryu T, Kuzuhara H (1987) Synthesis of new heparinoids with high anti-coagulant activity. J Med Chem 30:810-814