Pentose derivatives as anti-hyperglycemic drugs

Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives

Reexamination Certificate

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C514S023000, C514S024000, C514S025000, C536S004100, C536S017200, C536S017500, C536S018300, C536S018700, C536S054000

Reexamination Certificate

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07812142

ABSTRACT:
The present invention relates to pentose and pentose derivatives that are effective at increasing glucose transport in a non-insulin dependent manner, and to uses thereof for a) treating and/or preventing hyperglycemia; b) treating and/or preventing the complications of hyperglycemia; c) treating diabetes; d) increasing the rate of cellular glucose transport; e) increasing the rate of cellular glucose uptake; f) improving the ability of a subject to metabolize glucose; g) treating daily blood glucose fluctuations; h) reducing blood sugar levels; i) reducing the dosage of anti-diabetic medication needed for treatment of diabetes. The present invention further provides novel pentose derivatives having beneficial properties in terms of pharmacokinetics, to pharmaceutical compositions comprising these novel compounds and uses thereof.

REFERENCES:
patent: 4187121 (1980-02-01), Herold et al.
patent: 4315921 (1982-02-01), Yoshikumi et al.
patent: 4420486 (1983-12-01), Ohyama et al.
patent: 4966890 (1990-10-01), Gillespie
patent: 5432163 (1995-07-01), Akhtar et al.
patent: 5468734 (1995-11-01), Seri et al.
patent: 5604206 (1997-02-01), Paradies
patent: 6159485 (2000-12-01), Yu et al.
patent: 6329344 (2001-12-01), Arora et al.
patent: 6809115 (2004-10-01), Katz et al.
patent: 2004/0166126 (2004-08-01), Cannell et al.
patent: WO 01/51058 (2001-07-01), None
patent: WO01/54702 (2001-08-01), None
Slverman, The Organic Chemistry of Drug Design and Drug Action, published 1992 bt Academic Press, pp. 19-21.
Wanner et al., “Studies in the Spectroscopic Synthesis of Sebanimide. Synthesis of 4-saccharidalglutarimides” Heterocycles (1984) vol. 22, No. 7, pp. 1483-1487.
Merriam-Webster's Collegiate Dictionary, Tenth Edition, published 1998 by Merriam-Webster, Incorporated, p. 924.
Martin et al., “D-Xylose Derivative Liquid Crystals” Journal of Thermal Analysis and Calorimetry (2001) vol. 63 pp. 339-344.
Reist et al., “Potential Anticancer Agents. LVII. Synthesis of Alkylating Agents Derived from 6-amino-6-deoxy-D-glucose and 5-amino-5-deoxy-D-ribose” (1961) vol. 26, pp. 2821-2827.
Wolfrom et al., “2-amino-2-deoxy-L-xylose” Journal of Organic Chemistry (1964) vol. 29, pp. 1479-1480.
Clayton et al. “5-Thio-D-Ribopyranose” Carbohydrate Research (1973) vol. 27, pp. 89-95.
Potgieter et al., “The Synthesis of Certain Benzylidene Derivatives of D-Ribose and Ribitol” Journal of Organic Chemistry (1961) vol. 26 pp. 3934-3938.
Ness et al., “Derivatives of L-Xylose” Journal of the American Chemical Society (1952) vol. 74 pp. 5341-5343.
Remington: The Science and Practice of Pharmacy, Twentieth Edition, published 2000 by Lippincott Williams and Wilkins, ed. By Gennarro et al., pp. 858-863.
Aspinall et al., “Gas-Liquid Partition Chromatography of Methylated and Partially Methylated Methyl Glycosides” (1963) pp. 1676-1680.
Grindley, “Kinetic benzylidenation. Part II Rearrangement of the kinetic products from benzylidenation of aldose diethyl dithiocetals” Canadian Journal of Chemistry (1986) vol. 64 No. 12, pp. 2397-2403.
Kuszmann et al., “O-Benzylidene derivatives of D-arabinose diethyl and dipropyl dithioacetal” Aust. J. of Chem. (1996) vol. 49 pp. 273-280.
Mukherjee et al., “3-Deoxy-1-xylose” Journal of the Chemical Society (1947) pp. 969-973.
Pitorvsky et al., “Synthesis of 4-O-methyl-D-lyxose” Bulletin des Societes Chimiques Belges (1964) vol. 73 No. 11-12, pp. 969-975.
Provencher et al., “Five-Membered Ring Azasugars as Potent Inhibitors” Bioorganic & Medicinal Chemistry (1994) vol. 2 No. 11, pp. 1179-1188.
Rao et al., “The reduction of benzylidene derivatives of pentose diethyl dithioacetals with lithium aluminium hydride-aluminium trichloride” Carbohydrate Research (1991) vol. 218 pp. 83-93.
Rollin et al., “Synthesis of (6z)-cis-9S,10R-epoxyheneicosene, a component of the ruby tiger moth pheromone” Tetrahedron (1986) vol. 42. No. 13, pp. 3479-3490.
Veloo et al., “Stereoselective formation of tetrahydrofurans during allyltrimethylsilane additions to L-xylose derivatives” Tetrahedron (1992) vol. 48 No. 25, pp. 5301-5316.
Mobasheri et al., Glucose transport and metabolism in chondrocytes: a key to understanding chondrogenesis, skeletal development and cartilage degradation in osteoarthritis. Histol. Histopathol. (2002) vol. 17 No. 4, abstract.
Moses, “Historical highlights and unsolved problems in glycogen storage disease type 1” European Journal of Pediatrics (2002) vol. 161, pp. S2-S9.
Wright et al., “Molecular Basis for Glucose—Galactose Malabsorption” Cell Biochemistry and Biophysics (2002) vol. 36, pp. 115-121.
Cerasi, E. “Aetiology of Type II Diabetes”, Textbook of Diabetes (2ndedition) J. Pickup and G. Williams, Eds.(1997) Blackwell Science, Oxford.
Srikanta, S. et al., Type I Diabetes Mellitus in Monozygotic Twins: Chronic Progressive Beta Cell Dysfunction, American College of Physicians, Annals. of Internal. Medicine, vol. 99, pp. 320-326 (1983).
Cerasi, E. et al., “Plasma-Insulin Response to Sustained Hyperglycaemia Induced by Glucose Infusion in Human Subjects”, Preliminary Communications, The Lancet, pp. 1359-1361 (1963).
Cerasi, E. et al., “The Plasma Insulin Response to Glucose Infusion in Healthy Subjects and in Diabetes Mellitus”, Acta Endocrinologica, vol. 55, pp. 278-304 (1967).
Cerasi, E. et al., ““What Is Inherited-What Is Added” Hypothesis for the Pathogenesis of Diabetes Mellitus”, Acta Endocrinologica, vol. 16, No. 9, pp. 615-627 (1967).
Genuth, S , “Plasma Insulin and Glucose Profiles in Normal, Obese, and Diabetic Persons”, Annals. of Internal. Medicine, vol. 79, No. 6, pp. 812-822 (1973).
Leahy, J. L. et al., “Chronic Hyperglycemia Is Associated With Impaired Glucose Influence on Insulin Secretion”, Journal of Clinical Invest., vol. 77, pp. 908-915 (1986).
Nesher, R., et al., “Interaction Between Genetic and Dietary Factors Determines β-Cell Function in.Psammomys obesus, an Animal Model of Type 2 Diabetes”, Diabetes, vol. 48, pp. 731-737 (1999).
Cerasi, E. et al., “The Islet in Type 2 Diabetes: Back to Center Stage”, Editorial, Diabetes 50 Supplement, pp. S1-S3 (2001).
Garvey, W.T. et al., “The Effect of Insulin Treatment on Insulin Secretion and Insulin Action in Type II Diabetes Mellitus”, Diabetes, vol. 34, pp. 222-234 (1985).
Sasson, S. et al., “Substrate Regulation of the Glucose Transport System in Rat Skeletal Muscle Characterization and Kinetic Analysis in Isolated Soleus Muscle and Skeletal Muscle Cells in Culture”, The Journal: Biological Chemistry, vol. 261, No. 36, pp. 16827-16833 (1986).
Sasson, S. et al., “In Vitro Autoregulation of Glucose Utilization in Rat Soleus Muscle”, Diabetes, vol. 36, pp. 1041-1046 (1987).
Savage, P.J. et al, “Normalization of Insulin and Glucagon Secretion in Ketosis-Resistant Diabetes Mellitus with Prolonged Diet Therapy”, Journal of Clinical Endocrinological and Metabolism, vol. 49, No. 6,, pp. 830-833 (1979).
Wertheimer, E. et al., “Regulation of Hexose Transport in L8Myocytes by Glucose: Possible Sites of Interaction” Journal of Cellular Physiology, vol. 143, pp. 330-336 (1990).
Walker, P. S. et al., “Glucose Transport Activity in L6 Muscle Cells Is Regulated by the Coordinate Control of Subcellular Glucose Transporter Distribution, Biosynthesis, and mRNA Transcription”, Journal of. Biological Chemistry, vol. 265, pp. 1516-1523 (1990).
Mason, Anne B., “Mutagenesis of the Aspartic Acid Ligands in Human Serum Transferrin; Lobe-Lobe Interaction and Conformation as Revealed by Antibody, Receptor Binding and Iron-Release Studies”, Biochemistry Journal, vol. 330, pp. 35-40 (1998).
Greco-Perotto, R. et al., “Glucose Regulates Its Transport in L8. Myocy

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