Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Reexamination Certificate
2011-01-25
2011-01-25
Jiang, Shaojia Anna (Department: 1623)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
C536S004100
Reexamination Certificate
active
07875592
ABSTRACT:
The invention relates to compounds which are polysulfated oligosaccharide derivatives having activity as inhibitors of heparan sulfate-binding proteins and inhibitors of the enzyme heparanase; methods for the preparation of the compounds; compositions comprising the compounds, and use of the compounds and compositions thereof for the antiangiogenic, antimetastatic, anti-inflammatory, antimicrobial, anticoagulant and/or antithrombotic treatment, lowering of blood triglyceride levels and inhibition of cardiovascular disease of a mammalian subject.
REFERENCES:
patent: 5739115 (1998-04-01), Fugedi et al.
patent: 6143730 (2000-11-01), Parish et al.
patent: 6271215 (2001-08-01), Parish et al.
patent: 0 338 092 (1989-10-01), None
patent: WO96/09828 (1996-04-01), None
patent: WO 96/33726 (1996-10-01), None
patent: WO 98/40081 (1998-09-01), None
The Merck Manual, 1992, pp. 1488-1489 and pp. 86-88.
Parish et al (Cardiovascular Drug Reviews, 2004, 22(1), 1-6.
Ferro et al (J. Med. Chem., 2003, 46, 4601-4608.
Merck Manual 1992, pp. 182-189.
Crich et al., “Direct Chemical Synthesis of the β-D-Mannans: The β-(1→2) and β-(1→ 4) Series”, J. Am. Chem. Soc. 126:14930-14934 (2004).
Fairweather, et al., “The Synthesis of Phosphorylated Disaccharide Components of the Extracellular Phosphomarman ofPichia(Hansenula)HolstiiNRRL Y-2488”, Bioorganic & Medicinal Chemistry; 12:6063-6075 (2004).
Garegg, et al., “Synthesis of Oligosaccharides Corresponding to Structures Found in Capsular Polysaccharides ofCryptococcus neoformans-II”, Bioorganic & Medicinal Chemistry 4(11): 1867-1871 (1996).
Gu, et al., “Synthesis of a 6v-Sulfated Mannopentasaccharide Analogue Related to PI-88”, Carbohydrate Research, 339:1155-1162 (2004).
Khachigian, et al., “Phosphomannopentaose Sulfate (PI-88): Heparan Sulfate Mimetic with Clinical Potential in Multiple Vascular Pathologies”, Cardiovascular Drug Reviews 22(1): 1-6 (2004).
Alban, S.; Franz, G. Biomacromolecules 2001,2, 354-361.
Amirkhosravi, A.; Meyer, T.; Chang, J. Y.; Amaya, M.; Siddiqui, F.; Desai, H.; Francis, J. L. Thromb. Haemost. 2002, 87, 930-6.
Chen, L.; Kong, F. J. Carbohydr. Chem. 2002, 21, 341-353.
Cochran, S.; Li, C.; Fairweather, J. K.; Kett, W. C.; Coombe, D. R.; Ferro, V. J Med. Chem. 2003, 46, 4601-4608.
Demir, M.; Iqbal, O. ; Hoppensteadt, D. A.; Piccolo, P.; Ahmad, S.; Schultz, C. L.; Linhardt, R. J.; Fareed, J. Clin. Appl. Thromb. Hemost. 2001,7, 131-140.
Ferro, V.; Fewings, K.; Palermo, M. C.; Li, C. Carbohydr. Res. 2001,332, 183-189.
Ferro, V.; Li, C.; Fewings, K.; Palermo, M. C.; Linhardt, R. J.; Toida, T. Carbohydr. Res. 2002,337, 139-146.
Ferro, V.; Don, R. Australas. Biotechnol. 2003, 13, 38-39.
Ferro, V.; Hammond, E.; Fairweather, J. K. Mini-Rev. Med. Chem. 2004, 4, 693-702.
Foxall, C.; Wei, Z.; Schaefer, M. E.; Casabonne, M.; Fugedi, P.; Peto, C.; Castellot, J. J. , Jr; Brandley, B. K. J. Cell. Physiol. 1996, 168, 657-667.
Francis, D. J.; Parish, C. R.; McGarry, M.; Santiago, F. S.; Lowe, H. C.; Brown, K. J.; Bingley, J. A.; Hayward, I. P.; Cowden, W. B.; Campbell, J. H.; Campbell, G. R.; Chesterman, C. N.; Khachigian, L. M. Circ. Res. 2003, 92, e70-e77.
Gunalp, A. Proc. Soc. Exp. Biol. Med. 1965, 118, 85-90.
Gunay, N. S.; Linhardt, R. J. Planta Med. 1999, 65, 301-306.
Hembrough, T. A.; Ruiz, J. F.; Papathanassiu, A. E.; Green, S. J.; Strickland, D. K. J Biol. Chem. 2001, 276, 12241-12248.
Holland, T. C.; Homa, F. L.; Marlin, S. D.; Levine, M.; Glorioso, J. J Virol. 1984, 52, 566-574.
Iversen, P. O.; Sorenson, D. R.; Benestad, H. B. Leukemia 2002, 16, 376-381.
Jacobsen, S. Acta Chem. Scand. Ser. B, Org Chem. Biochem. 1984, B38, 157-164.
Karlsson, R.; Roos, H.; Fägerstam, L.; Persson, B. Methods 1994,6, 99-110.
Katsuraya, K. ; Nakashima, H.; Yamamoto, N.; Uryu, T. Carbohydr. Res. 1999, 315, 234-242.
Kerekgyarto, J.; Kamerling, J. P.; Bouwstra, J. B.; Vliegenthart, J. F.; Liptak, A. Carbohydr. Res. 1989, 186, 51-62.
Levidiotis, V.; Freeman, C.; Punler, M.; Martinello, P.; Creese, B.; Ferro, V.; van der Vlag, J.; Berden, J. H. M.; Parish, C. R.; Power, D. A. J. Am. Soc. Nephrol. 2004, 15, 2882-2892.
Mori, M.; Ito, Y.; Ogawa, T. Carbohydr. Res. 1989, 192, 131-146.
Nyberg, K.; Ekblad, M.; Bergström, T.; Freeman, C.; Parish, C. R.; Ferro, V.; Trybala, E. Antiviral Res. 2004, 63, 15-24.
Ogawa, T.; Sasajima. Carbohydr. Res. 1981, 97, 205-227.
Ogawa, T.; Sasajima. Carbohydr. Res. 1981, 93, 53-66.
Parish, C. R.; Freeman, C.; Hulett, M. D. Biochim. Biophys. Acta 2001, 1471, M99-M108.
Parish, C. R.; Freeman, C.; Brown, K. J.; Francis, D. J.; Cowden, W. B. Cancer Res. 1999, 59, 3433-3441.
Parolis, L. A. S.; Parolis, H.; Kenne, L.; Meldal, M.; Bock, K. Carbohydr. Res. 1998, 309, 77-87.
Vlodavsky, I. ; Friedmaml, Y. J. Clin. Invest. 2001, 108, 341-347.
Wall, D.; Douglas, S.; Ferro, V.; Cowden, W.; Parish, C. Thromb. Res. 2001, 103, 325-335.
Wessel, H. P. Topics Cuir. Chem. 1997, 187, 215-239.
Yu, G.; Gunay, N. S.; Linhardt, R. J.; Toida, T.; Fareed, J.; Hoppensteadt, D. A.; Shadid, H.; Ferro, V.; Li, C.; Fewings, K.; Palermo, M. C.; Podger, D. Eur. J Med. Chem. 2002,37, 783-791.
Ferro, Vito, et al., “PI-88 and Novel Heparan Sulfate Mimetics Inhibit Angiogenesis”,Seminars in Thrombosis and Hemostasis, 2007, vol. 33, No. 5, pp. 557-562.
Pillarisetti, S., et al., “Endothelial Cell Heparanase Modulation of Lipoprotein Lipase Activity”,The Journal of Biological Chemistry, Jun. 20, 1997, vol. 272, No. 25, pp. 15753-15759.
Pillarisetti, S., “Lipoprotein Modulation of Subendothelial Heparan Sulfate Proteoglycans (Perlecan) and Atherogenicity”,Trends in Cardiovascular Medicine, 2000, vol. 10, No. 2, pp. 60-65.
Vreys, V., et al., “Mammalian heparanase: what is the message?”,J. Cell. Mol. Med., 2007, vol. 11, No. 3, pp. 452.
Bytheway et al., “Validation of Molecular Docking Calculations Involving FGF-1 and FGF-2,”Journal of Medicinal Chemistry47(7):1683-1693 (2004).
Wessel et al., “Conformational Flexibility in Highly Sulfated Beta-D-Glucopyranoside Derivatives,”Carbohydrate Research 274:1-9 (1995).
Katsuraya et al., “Synthesis of Sulfated Alkyl Malto- and Laminara-Oligosaccharides with Potent Inhibitory Effects on Aids Virus Infection,”Carbohydrate Research 260(1):51-61 (1994).
Liu et al., “Cell Surface Heparan Sulfate and Its Roles in Assisting Viral Infections,”Medicinal Research Reviews, vol. 22, No. 1, 1-25, (2002).
Supplementary European Search Report in EP 05706346, (Feb. 7, 2008).
Fairweather Jon Krueger
Ferro Vito
Karoli Tomislav
Liu Ligong
Bone Richard G. A.
Jiang Shaojia Anna
Krishnan Ganapathy
Progen Pharmaceuticals Limited
Virtual Law Partners LLP
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