U.S. patents available from 1976 to present.
U.S. patent applications available from 2005 to present.

Substituted fucopyranosides

Patent 5688922 Issued on November 18, 1997. Estimated Expiration Date: Icon_subject June 6, 2015. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

3070623

3070624

18ଲ-Glycyrrhetinic acid amides useful as antiulcer agents
Patent #: 3934027
Issued on: 01/20/1976
Inventor: Hess ,   et al.

3ଲ-Hydroxy-18ଲ-olean-9-en-30-oic acids
Patent #: 4173648
Issued on: 11/06/1979
Inventor: Pifferi ,   et al.

Glycyrrhetic acid derivatives
Patent #: 5229378
Issued on: 07/20/1993
Inventor: Ogata, et al.

Method for inhibiting selectin-dependent adhesion of leukocytes and platelets by O-glycosylation modification
Patent #: 5268364
Issued on: 12/07/1993
Inventor: Kojima, et al.

Glycyrrhetinic acid derivatives
Patent #: 5356880
Issued on: 10/18/1994
Inventor: Kurono, et al.

Derivatives of triterpenoid acids and uses thereof Patent #: 5527890
Issued on: 06/18/1996
Inventor: Rao, et al.

Inventors

Assignee

Application

No. 466859 filed on 06/06/1995

US Classes:

536/1.11, Carbohydrates or derivatives536/4.1, O- or S- Glycosides536/18.5Processes

Examiners

Primary: Kight, John
Assistant: Lee, Howard C.

Attorney, Agent or Firm

Foreign Patent References

  • 0518533 EP. 05/08/1992
  • 515159A1 EP. 11/08/1992
  • 518533A1 EP. 12/08/1992
  • 4290846 JP. 10/08/1992
  • 4-068296 JP. 11/08/1992
  • 9212991A1 WO. 08/08/1992
  • 9309129A WO. 05/08/1993

International Classes

C07G 003/02
C07G 001/00

Abstract

2-Chloromethyl-3-(tri-O-benzyl-଱-L-C-fucopyranoside)-1-propene and methods of making the same are described. Methods of combining this substituted fucopyranose with triterpenoid acid also are described.

Other References

  • Ding et al., Constituents of Leguminous Plants, CA Selects.RTM. Carbohydrates (Chemical Aspects), Fac. Pharm. Sci., p. 11 (1993)
  • Doll et al., Clinical Trial of a Triterpenoid Liquorice Compound in Gastric and Duodenal Ulcer, Lancet, 11:793 (1962)
  • Egan et al., Inhibition of Mammalian 5-Lipoxygenase by Aromatic Disulfides, J. Biol. Chem., 260:11554-11559 (1985)
  • Goekjian et al., J. Org. Chem., vol. 56, pp. 6412-6422 (1991)
  • Grudzinskas et al., Prostaglandins and Congeners IV. The Synthesis of Certain 11-Substituted Derivatives of 11-Deoxyprostaglandin E2 and F2଱ From 15-O-Acetylprostaglandin A2 Methyl Ester, Tetrahedron Lett, 2:141-144 (1973)
  • Gundel et al., Endothelial Leukocyte Adhesion Molecule-1 Mediates Antigen-Induced Acute Airway Inflammation and Late-Phase Airway Obstruction in Monkeys, J. Clin. Invest., 88:1407-1411 (1991)
  • Harris et al., Cellular and Biochemical Characterization of the Anti-Inflammatory Effects of DuP 654 in the Arachidonic Acid Murine Skin Inflammation Model, Skin Pharmacol., 3:29-40 (1990)
  • Hirabayashi et al., Antiviral Activities of Glycyrrhizin and Its Modified Compounds Against Human Immunodeficient Virus Type 1 (HIV-1) and Herpes Simplex Virus Type 1 (HSV-1) In Vitro, Chem. Pharm. Bull., 39(1):112-115 (1991)
  • Inoue et al., Inhibitory Effect of Glycyrrhetinic Acid Derivatives on Lipoxygenase and Prostaglandin Synthetase, Chem. Pharm. Bull., 2:897-901 (1986)
  • Lasky et al., Cloning of a Lymphocyte Homing Receptor Reveals a Lectin Domain, Cell, 56:1045-1055 (1989)
  • Levy et al., Cell Adhesion and Carbohydrates, Annual Reports in Medicine Chemistry, 29:215-224 (1994)
  • Mulligan et al., Protective Effects of Oligosaccharides in P-Selectin-Dependent Lung Injury, Nature, 364:149-151 (1993)
  • 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)
  • Romussi et al., Revised Structures of Triterpene Saponins from Anchusa Officinalis L, CA Selects.RTM. Carbohydrates (Chemical Aspects), Pharmazie, p. 4 (1993)
  • Schaub et al., Prostaglandins and Congeners II. The Conjugate Addition of 3-t-Butoxyoctyl Magnesium Bromide to Clycopentenone. A Synthesis of RAC 11-Deoxy-13-Dihydroprostaglandin-E1, Tetrahedron Lett, 2:129-130 (1973)
  • Springer et al., Nature, vol. 349, pp. 196-197 (1991)
  • Tedder et al., Isolation and Chromosomal Localization of cDNAs Encoding a Novel Human Lymphocyte Cell Surface Molecule, LAM-1, J. Exp. Med., 170:123-131 (1989)
  • Tyrrell et al., Proc. Natl. Acad. Sci. USA, vol. 88, pp. 10372-10376 (1991)
  • Yamada et al., Total Synthesis of Intensely Sweet Saponin, Osladin, CA Select.RTM. Carbohydrates (Chemical Aspects), Fac. Pharm. Sci., p. 5 (1993)
  • Ahmad et al., A New Triterpene Glycoside from the Roots of Symphytum Officinale, CA Selects.RTM. Carbohydrates (Chemical Aspects), J. Natl. Prod., pp. 2-3 (1993)
  • Allevi et al., J. Chem. Soc. Perkin Trans. I, pp. 1275-1280 (1989)
  • Allevi et al., J. Chem. Soc. Chem. Commun., pp. 101-102 (1987)
  • Allevi et al., J. Chem. Soc. Chem. Commun., pp. 1245-1246 (1987)
  • Bertozzi et al., Antibody Targeting to Bacterial Cells Using Receptor-Specific Ligand/A Receptor-Mediated Immune Response Using Synthetic Glyconjugates, J. Am. Chem. Soc., 114:2242-5543 (1992)
  • Bevilacqua et al., Endothelial Leukocyte Adhesion Molecule 1: An Inducible Receptor for Neutrophils Related to Complement Regulatory Proteins and Lectins, Science, 243:1160-1165 (1989)
  • Borel et al., Molluscicidal Saponins from Swartzia Madagascariensis Desvaux, Helvetica Chimica Acta, 70:571-576 (1987)
  • Campsteyn et al., Crystal and Molecular Structure of Glycyrrhetinic Acid Acetone Monohydrate, Acta Cryst., B33:3443-3448 (1977)
  • Davidson et al., Glycyrrhetinic Acid Derivatives; A Novel Class of Inhibitors of Gap-Junctional Intercellular Communication, Structure-Activity Relationships, Journal of Pharmacology and Experimental Therapeutics, 246:3:1104-1107 (1988)
  • Nicolaou et al, J. Chem. Soc. Chem. Commun., pp. 1153-1154, (1984)
  • Hosomi et al., Tetrahedron Letters, vol. 25(22):2383-2386, (1984)
  • Giannis et al., Tetrahedron Letters, vol. 26(12):1479-1482, (1985)
  • Nicotra et al., J. Org. Chem., vol. 52:5627-5630, (1987)
  • Panek et al., J. Org. Chem., vol. 54:2034-2038, (1989)
  • Luengo et al., Tetrahedron Letters, vol. 33(46):6911-6914, (1992
PatentsPlus Images
Enhanced PDF formats
loading...
PatentsPlus: add to cart
PatentsPlus: add to cartSearch-enhanced full patent PDF image
$9.95more info
 
Sign InRegister
Username  
Password   
forgot password?