Sialyl lewis-x mimetics containing naphthyl backbones

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

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514 24, 514 42, 536 41, 536 172, 536 175, 536 179, A61K 3170, C07H 1500

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active

058376895

ABSTRACT:
Compounds that possess selectin binding activity are described that have a three-dimensionally stable configuration for sialic acid and fucose, or analogs, derivatives, or mimics of these groups, such that sialic acid and fucose or their mimics are separated by a linker that permits binding between those groups and the selecting, such compounds being represented by the following general structural formula I: ##STR1##

REFERENCES:
patent: 4849513 (1989-07-01), Smith et al.
patent: 5138044 (1992-08-01), Dasgupta
patent: 5143712 (1992-09-01), Brandley et al.
patent: 5211937 (1993-05-01), Brandley et al.
patent: 5296594 (1994-03-01), Ratcliffe et al.
patent: 5316913 (1994-05-01), Butcher et al.
patent: 5318890 (1994-06-01), Rosen et al.
patent: 5527890 (1996-06-01), Rao
Dasgupta, F. et al., "Anti-Adhesive Therapeutics: A New Case of Anti-Inflammatory Agents," Expert Opinion on Investigation Drugs, vol. 3, No. 7, pp. 709-724 (1994) Month Not Available.
Giannis, Athanassios, "Die Sialyl-Lewis-X-Gruppe und ihre Analoga als Liganden fur Selektine: chemoenzymatische Synthesen und biolgische Funktionen", Angew. Chem., vol. 106, No. 2, pp. 188-191 (1994) Month Not Available.
International Search Report for International Application No. PCT/US97/02951, No Publication Date.
Allanson et al., "A Novel Mimic of the Sialyl Lewis.sup.x Determinant," Tetrahedron Lett. 34(24):3945-3948 (1993). Month Not Available.
Arnaout, "Structure and Function of the Leukocyte Adhesion Molecule CD11/CD18," Blood 75(5):1307-1050 (1990). Month Not Available.
Aruffo et al., "Molecular cloning of a CD28 cDNA by a high-efficiency COS cell expression system," Proc. Natl. Acad. Sci. USA 84:8573-8577 (1987) Month Not Available.
Aruffo et al., "Granule membrane protein 140 (GMP140) binds to carcinomas and carcinoma-derived cell lines," Proc. Natl. Acad. Sci. USA 89:2292-2296 (1992). Month Not Available.
Aruffo et al., "CD62/P-Selectin Recognition of Myeloid and Tumor Cell Sulfatides," Cell 67:35-44 (1991). Month Not Available.
Ball et al., ACS 114(13):5449-5451 (1992).
Berg et al., "A carbohydrate domain common both to Sialyl Le.sup.x is recognized by the Endothelial Cell Leukocyte Adhesion Molecule ELAM-1," J. Biol. Chem. 268(23):14869-14872 (1991). Month Not Available.
Bevilacqua et al., "Endothelial Leukocyte Adhesion Molecule 1: An Inducible Receptor for Neutrophils Related to Complement Regulatory Proteins and Lectins," Science 243:1160-1161 (1989). Month Not Available.
Blackburn et al., "Gangliosides Support Neural Retina Cell Adhesion,"J. Biol. Chem. 261(1):2873-2881 (1966). Month Not Available.
Bohl et al., "Molecular Structure and Biological Activity of Steriods," CRC Press, Inc. pp. 453-457 (1992). Month Not Available.
Borman, "Race Is On To Develop Sugar-Based Anti-Inflammatory, Anti Tumor Drugs," C&EN 25-28 (1992). Month Not Available.
Brenner et al., "Encoded Combinatorial Chemistry, " Proc. Natl. Acad. Sci. USA 89:5381-5383 (1992). Month Not Available.
Buerke et al., "Sialyl Lewis.sup.x -containing Oligosaccharide Attenutates Myocardial Reperfusion Injury in Cats," J. Clin. Invest. 93:1140-1148 (1994). Month Not Available.
"Carbohydrate Chemistry," Specialist Periodical Reports, Royal Society of Chemistry pp. 17-57 (1992). Month Not Available.
"Combinatorial Chemistry" Molecular Connection Special Supplement 14:1-5 (Mar. 1995).
Chen et al., "Analogous Organic Synthesis of Small-Compound Libraries: Validation of Combinatorial Chemistry in Small-Molecules Synthesis," J. Am. Chem. Soc. 116:2661-2662 (1994) Month Not Available.
Chmielewski et al., "Synthesis of Phosphonate Analogs of .alpha.-D-glucopyranosyl and .alpha.-D-glactopyranosyl Phosphate," Carb. Res. C1-C4 (1981). Month Not Available.
Clark et al., "Yeast Oligosaccharyltransferase; Glycosylation of Peptide Substrates and Chemical Characterization of the Glycopeptide Product," J. Org. Chem. 55:6275-6285 (1990). Month Not Available.
Dasgupta et al., "Anti-adhesive therapeutics: a new class of anti-inflammatory agents," Ex. Opin. Invest. Drugs 3(7):709-724 (1994). Month Not Available.
Daves, "C-Glycoside Synthesis by Palladium-Mediated Glycol-Aglycon Coupling Reaction," Acc. Chem. Res. 23:201-206 (1990). Month Not Available.
DeFrees et al., "Ligand Recognition by E-Selectin: Analysis of Conformation and Activity of Synthetic Monomeric and Bivalent Sialyl Lewis X Analogs," J. Am. Chem. Soc. 115:7549-7550 (1993). Month Not Available.
Ecker et al., "Combinatorial Drug Discovery: Which Methods Will Produce the Greatest Value?" Biotechnology 13:351-360 (1995). Month Not Available.
Erbe et al., "P-and E-Selectin Use Common Sites for Carbohydrate Ligand Recognition and Cell Adhesion," J. Cell. Biol. 120(5)1:1227-1235 (1993). Month Not Available.
Frecht, "Synthesis an Applications of Organic Polymers as Suports and Protecting Groups," Tetrahedron Lett. 37:663-683 (1981).
Gallop et al., "Applications of Combinatorial Technologies to Drug Discovery. 1. Background and peptide Combinatorial Libraries," J. of Medicinal Chemistry 37:1233-1251 (1994) Month Not Available.
Gordon et al., "Applications of Combinatorial Technologies to Drug Discovery. 2 Combinatorial Organic Synthesis, Library Screening Strategies and Future Directions," J. Med. Chem. 37:1385-1401 (1994). No Month Available.
Gundel et al, "Endothelial Leukocyte Adhesion Molecule-1 Mediates Antigen-induced Acute Airway Inflammation and Late-phase Airway Obstruction in Monkeys," J. Clin. Invest. 1407-1411 (1991). Month Not Available.
Hacksell et al., "The Chemistry and Biochemistry of C-Nucleosides and C-Arylglycosides," Prog. Med. Chem. 22:1-65 (1985). Month Not Available.
Handa et al., "Selectin GMP-140 (CD62.sub.1 PADGEM) binds to Sialosyl-Le.sup.a and Sialosyl-Le.sup.x, and Sulfated Glycans Modulate This Binding," Biochem. Biophys. Res. Commun. 181(13):1223-1230 (1991). Month Not Available.
Hession et al., "Endothelial leukocyte adhesion molecule 1: Direct expression cloning and functional interactions," Proc. Natl. Acad. Sci. USA 87:1673-1677 (1990)Month Not Available.
Jacobs et al., "Combinatorial Chemistry--Applications of Light-Directed Chemical Synthesis," Tibtech 12:19-26 (1994). No Month Available.
Johnston et al., "Cloning of GMP-140, a Granule Membrane Protein of Platelets and Endothelium: Sequence Similarity to Proteins Involved in Cell Adhesion and Inflammation," Cell 56:1033-1044 (1989). No Month Available.
Kometani et al., "Boron Trifluoride-Catalyzed Rearrangement of 2-Aryloxytetrahydropyrans: A New Entry to C-Arylglycosidation," Synthesis pp. 1005-1007 (Dec. 1988).
Larsen et al., "PADGEM Protein: A Receptor that Mediates the Interaction of Activated Platelets with Neutrophils and Monocytes," Cell 59:305-312 (1989). No Month Available.
Lasky et al., "Cloning of a Lymphocyte Homing Receptor Reveals a Lectin Domain," Cell 56:1045-1055 (1989). No Month Available.
Lewinsohn et al., "Leukocyte-Endothelial Cell Recognition: Evidence of a Common Molecular Mechanism Shared by Neutrophils, Lymphocytes, and Other Leukocytes," J. Immunol. 138(12):4313-4321 (1987). No Month Available.
Lo et al., "Two Leukocyte Receptors (CD11a/CD18 and CD11b/CD18) Mediate Transient Adhesion to Endothelium by Binding to Different Ligands," J. Immunol. 143(10):3325-3329 A(1989). No Month Available.
Lowe et al., "ELAM-1-Dependent Cell Adhesion to Vascular Endothelium Determined by a Transfected Human Fucosyltransterase cDNA," Cell 63:475-484 (1990). No Month Available.
Ma et al., "Monoclonal Antibody to L-Selectin Attenuates Neutrophil Accumulation and Protects Ishemic Reperfused Cat Myocardium," Circulation 88(2):649-658 (1993). No Month Available.
Mulligan et al., "Role of Endothelial-Leukocyte Adhesion Molecule 1 (ELAM-1) in Neutrophil-Mediated Lung Injury in Rats," J. Clin. Invest. 88:1396-1406 (1991). No Month Available.
Mulligan et al., "Protective effects of oligosaccharides in P-selectin-dependent lung injury," Nature 364:149-151 (1993). No Month Available.
Musser et al., "Carbohyderate-Based Therapeutics," Burger's Medicinal Chemistry and Drug Discovery 1:901-947 (1995). Month Not Available.
Nielsen et al., "Sy

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