Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...
Reexamination Certificate
2007-04-24
2007-04-24
O'Sullivan, Peter (Department: 1621)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Nitrogen containing other than solely as a nitrogen in an...
C514S311000, C514S365000, C514S378000, C514S423000, C514S445000, C514S471000, C514S481000, C514S596000, C514S602000, C514S603000, C514S616000, C514S617000, C514S625000, C544S144000, C548S200000, C548S248000, C548S375100, C548S536000, C549S479000, C560S157000, C564S197000, C564S048000, C564S080000, C564S083000, C564S084000, C564S086000, C564S161000, C564S180000
Reexamination Certificate
active
09396523
ABSTRACT:
Novel inhibitors of polyamine transport having inhibition constants two orders of magnitude lower than those of known compounds are disclosed. These polyamine analogues are useful pharmaceutical agents for treating diseases where it is desired to inhibit polyamine transport or other polyamine binding proteins, for example cancer and post-angioplasty injury. Novel chemical synthetic methods to obtain polyamine analogues are disclosed, including the production of a combinational polyamine library. These approaches yield analogues with desirable activities both for diagnostic and research assays and therapy. The assays of the invention are useful for high throughput screening of targets in the discovery of drugs that interact with the polyamine system.
REFERENCES:
patent: 4309442 (1982-01-01), Bey et al.
patent: 4774339 (1988-09-01), Haugland et al.
patent: 4818770 (1989-04-01), Weinstein et al.
patent: 5187288 (1993-02-01), Kang et al.
patent: 5248782 (1993-09-01), Haugland et al.
patent: 5252714 (1993-10-01), Harris et al.
patent: 5274113 (1993-12-01), Kang et al.
patent: 5433896 (1995-07-01), Kang et al.
patent: 5451663 (1995-09-01), Kang et al.
patent: 5656671 (1997-08-01), Bergeron, Jr.
patent: 2-256656 (1990-10-01), None
patent: 02 256656 (1991-01-01), None
patent: 09235271 (1997-09-01), None
patent: WO 8502769 (1985-07-01), None
patent: WO 91/00853 (1991-01-01), None
patent: WO 9214709 (1992-09-01), None
patent: WO 9521612 (1995-08-01), None
patent: WO 9622962 (1996-08-01), None
patent: WO 9638464 (1996-12-01), None
patent: WO 99/03823 (1999-01-01), None
patent: WO 00/34226 (2000-06-01), None
patent: WO 00/46187 (2000-08-01), None
Blagbrough et al., Chem. Commun. (1998) 929-930.
Blagbrough et al., Toxicon (1992) 30(3):303-322.
Bruce et al., Toxicon (1990) 28(11):1333-1346.
Cullis et al., Chemistry & Biology (1999) 6(10):717-729.
Goodnow et al., Tetrahedron (1990) 46:3267-3286.
Koike et al., Neuroscience Research (1997) 29:27-36.
Nakanishi et al., Pure Appl. Chem. (1990) 62:1223-1230.
Tomasi et al., Bioorganic & Medicinal Chemistry Letters (1998) 8:635-640.
Yoneda et al., Bioorganic & Medicinal Chemistry Letters (2001) 11:1261-1264.
Alhonen-Hongisto, L. et al. (1980). “Intracellular Putrescine Deprivation Induces Uptake of the Natural Polyamines and Methylglyoxal Bis(Guanylhydrazone),”Biochem J192:941-945.
Alhohen-Hongisto, L. et al. (1985). “Tumourigenicity, Cell-Surface Glycoprotein Changes and Ornithine Decarbboxylase Gene Pattern in Ehrlich Ascites-Carcinoma Cells,”Biochem J229:711-715.
Aramaki, Y. et al. (1986). “Chemical Characterization of Spider Toxin, JSTX,”Proc Japan Acad62, Ser. B:359-362.
Asami, T. et al. (1989). “Acylpolyamines Mimic the Action of Joro Spider Toxin (JSTX) on Crustacean Muscle Glutamate Receptors,”Biomedical Res10:185-189.
Bardocz, S. et al. (1993) “Polyamines in food; Implications for Growth and Health,”J Biochem Nutr4:66-71.
Blagbrough, I.S. et al. (1998). “Practical Synthesis of Unsymmetrical Polyamine Amides,”Tetrahedron Lett39:439-442.
Bogle, R.G. et al. (1994). “Endothelial Polyamine Uptake: Selective Stimulation by L-arginine Deprivation,”Am J Physiol266:C776-C783.
Carrington, S. et al. (1996). “Inhibition of growth of B16 Murine Melanoma Cells by Novel Spermine Analogs,” Pharm Sci 2(1):25-27.
Chamaillard, L. et al. (1997). “Polyamine Deprivation Prevents the Development of Tumor-Induced Immune Supression,”Br J Cancer76:365-370.
Chao, J. et al (1997). “N1-Dansy-Spermine and N1-(n-octanesulfonyl)-Spermine, Novel Glutamate Receptor Antagonists: Block and Permeation of N-Methyl-D-Aspartate Receptors,”Mol Pharmacol51(5):861-871.
Dhainaut et al. (1996). “New Purines and Purine Analogs as Modulators of Multidrug Resistance,”J Med Chem39:4099-4108.
DiPasquale, A. et al. (1978). “Epidermal Growth FActor Stimulates Putrescine Transport and Ornithine Decarboxylase Activity in Cultures Human Fibroblasts,”Exp Cell Res116:317-323.
Felshow, D.M. et al. (1997). “Selective Labeling of Cell-Surface Polyamine-Binding Proteins on Leukemic and Solid-Tumor Cell Types Using a New Polyamine Photoprobe,”Biochem J328(3):889-895.
Green, A.C. et al. (1996). “Polyamine Amides are Neuroprotective in Cerebellar Granule Cell Cultures Challenged with Excitatory Amino Acids,”Brain Research717/1-2:135-146.
Ha, H.C. et al. (1998). “The Natural Polyamine Spermine Functions Directly as a Free Radical Scavenger,”Proc Natl Acad Sci USA95:11140-11145.
Hayashi, S. et al. (1996). “Ornithine Decarboxylase Antizyme: A Novel Type of Regulatory Protein,”TIBS21:27-30.
Heller, J.S. et al. (1976). “Induction of a Protein Inhibitor to Ornithine Decarboxylse by the End Products of Its Reaction,”Proc Natl Acad Sci USA73:1858-1862.
Janne, J. et al. (1978). “Polyamines in Rapid Growth and Cancer,” Biochim Biophys Acta 473:241-293.
Kashiwagi, K. et al. (1990). “Isolation of Polyamine Transport-Deficient Mutants ofEscherichia coliand Cloning of the Genes for Polyamine Transport Proteins,”J Biol Chem265:20893-20897.
Khan, N., Quemener, V. et al. (1994). “Characterization of Polyamine Transport pathways”, inNeuropharmaacology of Polyamines(Carter, C., ed.), Academic, San Diego, pp.37-60.
Kossorotov, A. et al. (1974). “Regulatory Effects of Polyamines on Membrane-Bound Acetylcholinesterase,”Biochem J144:21-27.
Krapcho, A.P. et al (1990). “Mono-Protected Diamines. N-tert-butoxylcarbonyl-{acute over (α)},ω-Alkanediamines from {acute over (α)},ω-Alkanediamines,”Syn Comm20:2559-2564.
Leveque, J. et al (1998). “The Gastrointestinal Polyamine Source Depletion Enhances DFMO induced Polyamine Depletion in MCF-7 Human Breast Cancer Cells In Vivo,”Anticancer Res18:2663-3668.
Li, Y. et al. (1997). “Comparative Molecular Field Analysis-Based Predictive Model of Structure-Function Relationships of Pilyamine Transport Inhibitors in L1210 Cells,”Cancer Res57:234-239.
Matsufuji, S. et al. (1996). “Reading Two Bases Twice: Mammalian Antizyme Fram Shifting in Yeast,”EMBO Journal15:1360-1370.
Matthews, H.R. (1993). “Polyamines, Chromatin Structure and Transription,”BioAssays15:561-566.
Moulinoux, J-P. et al. (1991). “Biological Significance of Circulating Polyamines in Oncology,” Cell Mol Biol 37:773-783.
Moulinoux, J.P. et al. (1991). “Inhibition of growth of the U-251 Human Glioblastoma in Nude Mice by Polyamine Deprivation,”Anticancer Res11:175-180.
Moya, E. et al. (1994). “Synthesis and Neuropharmacological properties of Arthropod Polyamine Amide Toxins,”Neuropharmacology of Polyamines(Carter, C., ed.), Academic, San Diego, pp. 167-184.
Murakami, Y. et al. (1992). “Ornithine Decarboxylase Is Degraded be the 26S Proteosome Without Ubiquitination,”Nature360:597-599.
Persson, L. et al. (1998). “Curative Effect of d,1-2-Difluoromethylornithine on Mice Bearing Mutant L1210 Leukemia Cells Deficient in Polyamine Uptake,”Cancer Res48:4807-4811.
Pohjanpelto, P. (1976). “Putrescine Transport is Greatly Increased in Human Fibroblasts Initiated to Prolifarete,”J Cell Biol68:512-520.
Porter, C.W. et al. (1984). “Aliphatic Chain Length Specificity of the Polyamine Transport System in Ascites L1210 Leukemia Cells,”J Cancer Res44:126-128.
Qarawi, M. et al. (1997). “Optimization of the MMT Assay for B16 Murine Melanoma Cells and Its Application in Assessing Growth Inhibition by Polyamines and Novel Polyamine Conjugates,”Pharm Sci.3(5/6):235-239.
Quemener, V. et al. (1992). “Polyamine Deprivation Enhances Antitumoral Efficacy of Chemotherapy,”Anticancer Res12:1447-1454.
Raditsch, M. et al. (1996). “Polyamine Spider Toxins and Mammalian N-Methyl-D-Aspartate Receptors. Structural Basis for Channel Blocki
Bergstrom Donald E.
Burns Mark R.
O'Day Christine L.
Vermeulin Nicolaas M. J.
Webb Heather K.
Connolly Bove & Lodge & Hutz LLP
MediQuest Therapeutics, Inc.
O'Sullivan Peter
LandOfFree
Polyamine analogues as therapeutic and diagnostic agents does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Polyamine analogues as therapeutic and diagnostic agents, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Polyamine analogues as therapeutic and diagnostic agents will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3757354